JPH09235275A - Saturated heterocyclic compound - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a new saturated heterocylcic compound useful for producing preventing agents or therapeutic agent for tachykinin intervened disease such as split personality, etc. SOLUTION: The compound is expressed in formula I (R<1> , R<2> , R<3> are each an aryl, etc.,; A is methylene, etc.,; B is single bond, a 1-4C alkylene, etc.,; D is O or S; E is a 1-6C alkylene, etc., G is a 1-4C alkylene, etc., L is a group having -N(R3 )-), etc., or its pharmacologically permissible salts or esters and other derivatives, e.g. 1- 2-[5-(3,4-dichlorophenyl)-3-[3,4,5 trimethoxybenzoyl]oxazolidin-5-yl]ethyl}-4-phenylpiperidine-4carboxylic acid amide. The compound of formula I is obtained by carrying out the reaction of the compound of formula II (R<8> is H or a protecting group) and the compound of formula III (Y is a halogen) in a solvent in the presence of a base such as triethylamine, etc., at -20 to 100 deg.C, and removing R<8> to obtain the compound of formula IV. Then carrying out the reaction of the compound of formula IV and the compound of formula V in a solvent such as C6 H14 , etc., in the presence of a base such as KI, etc., at 0 to 150 deg.C.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a novel saturated heterocyclic compound having an excellent antagonistic action on substance P and neurokinin A receptors.

[0002]

2. Description of the Related Art A compound having a structure relatively similar to that of the compound of the present invention is FR2729952 (published date: Aug. 2, 1996).
Sun), FR2729953 (public date August 2, 1996)
Sun), FR2729954 (public date August 2, 1996)
Sun). However, they have a selective antagonism to the substance P receptor (hereinafter referred to as “NK ₁ receptor”).

In addition, NK ₁ receptor and neurokinin A
There are few reports of low molecular weight non-peptide type compounds that antagonize both of the receptors (hereinafter referred to as "NK ₂ receptors"), and the following compounds are known. However, these compounds have problems such as poor oral absorption.

[0004]

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[0005]

DISCLOSURE OF THE INVENTION The inventors of the present invention have long been involved in the synthesis of a derivative having a tachykinin antagonistic action (particularly, a substance P antagonistic action, an antagonistic action on neurokinin A and B receptors) and its pharmacological activity. As a result of intensive research over time, a novel saturated heterocyclic compound having a structure different from that of a known compound has an exceptional antagonism to the tachykinin receptor, and the compound of the present invention is It has better oral absorbability and N
Found that antagonism of both K ₁ receptor and NK ₂ receptor is better, and completed the present invention.

Another object of the present invention is to provide a prophylactic or therapeutic agent for tachykinin-mediated diseases, comprising the above compound as an active ingredient, and to produce a prophylactic or therapeutic agent for tachykinin-mediated diseases. lies in the use of the compounds for, as such prophylactic or therapeutic agents, e.g., a NK ₁ receptor and / or NK ₂ receptor inhibitors, such diseases, such as anxiety Diseases of the central nervous system, including depression, psychiatric disorders and schizophrenia; dementia in AIDS, senile dementia of the Alzheimer type, Alzheimer's disease, Down's syndrome, demyelinating disease, amyotrophic lateral sclerosis, neuropathy, peripheral disease Neurodegenerative diseases including neuropathy and neuralgia; chronic obstructive pulmonary disease, bronchitis, pneumonia, bronchoconstriction, respiratory diseases including asthma, cough; inflammatory bowel disease (I
BD), psoriasis, fibrositis, osteoarthritis, degenerative arthritis,
And inflammatory diseases including rheumatoid arthritis; eczema; and allergic diseases including rhinitis; hypersensitivity diseases including hypersensitivity diseases to vines; conjunctivitis, spring conjunctivitis, spring catarrh, blood associated with various inflammatory eye diseases-eye chamber Ocular diseases including water barrier disruption, elevated intraocular pressure, miosis; skin diseases including contact dermatitis, atopic dermatitis, urticaria, and other eczema-like dermatitis; debilitating disorders including alcoholism Somatic diseases due to stress; reflex sympathetic dystrophy including shoulder and hand syndrome; dysthymia; unwanted immune reactions including graft rejection and immune enhancement including systemic lupus erythematosus, or immunosuppression Diseases; diseases due to abnormalities of nerves that control viscera, colitis, ulcerative colitis, digestive diseases including Crohn's disease; X-ray irradiation and chemotherapeutic agents, toxins, toxins, pregnancy, vestibular disorders, postoperative diseases, Intestinal obstruction, gastrointestinal hypokinesia, visceral pain, migraine, intracranial pressure increase, vomiting include vomiting induced by intracranial pressure reduction or side effects associated with various drug administration; cystitis,
Bladder dysfunction including urinary incontinence; Collagen disease, scleroderma, eosinophilia due to liver fluke; Abnormal blood flow due to vasodilation or constriction including angina, migraine, and Raynaud's disease Diseases: Pain of pain nociception including migraine, headache, toothache.

[0007]

Means for Solving the Problems The novel saturated heterocyclic compound of the present invention is represented by the following general formula (I):

[0008]

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In the formula, R ¹ and R ² are the same or different and are an aryl group, a heteroaryl group, an aryl group substituted by 1 to 3 groups selected from a substituent group A, or
A heteroaryl group in which 1 to 3 is substituted with a group selected from Substituent group A is shown, A is a methylene group, a carbonyl group or a sulfonyl group, B is a single bond, and has 1 to 4 carbon atoms. An alkylene group or an alkenylene group having 2 to 4 carbon atoms, D represents an oxygen atom or a sulfur atom, E
Represents an alkylene group having 1 to 6 carbon atoms which may be substituted with a halogen atom, or an alkylene group having 3 to 8 carbon atoms and containing a cycloalkane ring having 3 to 6 carbon atoms, and G represents a carbon atom. Represents an alkylene group having 1 to 4 carbon atoms or an alkenylene group having 2 to 4 carbon atoms, and L represents a general formula —N
A group having (R ³ )-[wherein R ³ is an aryl group, a heteroaryl group, an aryl group substituted by 1 to 3 groups selected from the substituent group A, or a substituent group A; A heteroaryl group in which 1 to 3 substituents are substituted with a selected group is shown. Or a group having the general formula —C (R ⁴ ) (R ⁵ ) — wherein R ⁴ is a hydrogen atom, an aryl group, a heteroaryl group, or a group selected from the substituent group A. An aryl group substituted with 3 to 3 or a heteroaryl group substituted with 1 to 3 with a group selected from the substituent group A, R ⁵
Is a group having the general formula —CO—R ⁶ (wherein R ⁶ is an aryl substituted with 1 to 3 groups selected from a lower alkyl group, a lower alkoxy group, an amine residue and a substituent group A). A group or a group selected from the substituent group A, which is 1 to 3
An individually substituted heteroaryl group is shown. ), A lower alkyl group, an amino group, an acylamino group, an acylamino lower alkyl group, an acylamino group in which a nitrogen atom is substituted with a lower alkyl group, a hydroxyl group, a hydroxy lower alkyl group in which an oxygen atom may be substituted with an aralkyl group, or , A lower alkoxy group, or R ⁴ and R ⁵ together,
5- to 8-membered ring saturated heterocycle including the carbon atom to which they are bonded (the heterocycle may be substituted with 1 to 2 groups selected from Substituent Group B, aryl ring, heterocycle An aryl ring, an aryl ring substituted with 1 to 3 substituents selected from the substituent group A, or a heteroaryl ring substituted with 1 to 3 substituted groups selected from the substituent group A R ⁴ is an aryl group, a heteroaryl group, or a substituent group A
An aryl group substituted with 1 to 3 groups selected from
Or, when a heteroaryl group in which 1 to 3 groups are substituted with a group selected from the substituent group A is shown, instead of one hydrogen atom of the R ⁴ group and one hydrogen atom of the R ⁶ group, both are substituted. A group bonded by a single bond is shown. ] And R ⁷ represents a lower alkyl group. And pharmacologically acceptable salts thereof, esters and other derivatives thereof.

[Substituent Group A] Halogen atom, lower alkyl group, halogeno lower alkyl group, lower alkoxy group, lower alkoxycarbonyl group, carboxy group, hydroxyl group, lower aliphatic acyl group, lower aliphatic acylamino group, amino group, And a cyano group [substituent group B] oxo group; and as a substituent on the nitrogen atom, a lower alkyl, aryl or aralkyl group, a lower aliphatic acyl group, a lower group which may be substituted by the substituent group A. Alkanesulfonyl group Of these, preferred compounds include (2) R ¹
Is an aryl group, a heteroaryl group or the following substituent group A
A compound which is an aryl group substituted by 1 to 3 groups selected from groups selected from the group consisting of: (3) an aryl group in which R ¹ is an aryl group or an aryl group substituted by 1 to 3 groups selected from the following substituent group A ¹ A compound which is a group; (4) a compound wherein R ² is an aryl group or an aryl group substituted by 1 to 3 groups selected from a substituent group A; (5) a compound wherein R ² is an aryl group or 1 A compound in which A is a carbonyl group, (7) a compound in which B is a single bond, (8) a compound in which A is a carbonyl group,
A compound in which D is an oxygen atom, (9) E is a compound having 1 carbon atom
A compound having 1 to 4 alkylene groups or an alkylene group having 3 to 8 carbon atoms including a cycloalkane ring having 3 to 6 carbon atoms, (10) E is a methylene group, an ethylene group, a dimethylmethylene group, , 1-dimethylethylene group, 2,2-dimethylethylene group, cyclopropane-
1,1-diyl group, cyclobutane-1,1-diyl group,
Cyclopentane-1,1-diyl group, cyclohexane-
A compound which is a 1,1-diyl group, a cyclopropane-1,1-diylmethyl group, a cyclobutane-1,1-diylmethyl group, a cyclopentane-1,1-diylmethyl group or a cyclohexane-1,1-diylmethyl group, (11 )
A compound wherein G is an alkylene group having 1 to 4 carbon atoms,
(12) a compound in which G is an alkylene group having 2 or 3 carbon atoms; (13) an aryl group in which R ³ is substituted with 1 to 3 heteroaryl groups or a group selected from substituent group A Certain compounds, (14) L is of the general formula -C (R
⁴ ) a compound which is a group having (R ⁵ ) —, (15) R
Wherein ⁴ is an aryl group or a heteroaryl group,
(16) R ⁵ is a group having the general formula —CO—R ⁶ (wherein R ⁶ represents a lower alkyl group or an amine residue)
(17) a compound wherein R ⁵ is an amino group, an acylamino group or a hydroxyl group, (18) a compound wherein R ⁴ is
When it represents an aryl group, one hydrogen atom of the R ⁴ group and R
(19) L is a compound in which, instead of one hydrogen atom of ^six groups, both are linked by a single bond, L is a compound represented by the following formula (I)
_L ):

[0011]

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(Wherein J represents an alkylene group having 1 to 6 carbon atoms, and ring Ar is substituted with 1 to 4 rings selected from an aryl ring, a heteroaryl ring, and a substituent group A. (20) a compound having an aryl ring or a heteroaryl ring substituted with 1 to 3 substituent (s) selected from a substituent group A), wherein J is an alkylene group having 1 to 4 carbon atoms. A compound, (21) a compound wherein J is a methylene group or an ethylene group, (22) an aryl in which 1 to 3 ring Ar is substituted with an aryl ring, a heteroaryl ring or a group selected from substituent group A A compound which is a ring, (23) ring Ar is an aryl ring, or a substituent group A
A compound which is an aryl ring substituted by 1 to 3 groups selected from a group selected from the group consisting of: [Substituent Group A] Halogen atom, lower alkyl group, halogeno lower alkyl group, lower alkoxy group, lower alkoxycarbonyl group, carboxy group, hydroxyl group, lower aliphatic acyl group, lower aliphatic acylamino group, amino group, and cyano Group [Substituent group B] Oxo group; and as a substituent on the nitrogen atom, a lower alkyl, aryl and aralkyl group, a lower aliphatic acyl group, a lower alkanesulfonyl group, which may be substituted by the substituent group A. [Substituent Group A ¹ ] Lower alkyl group, halogeno lower alkyl group, lower alkoxy group.

The most preferred compounds are the following: * 1- {2- [5- (3,4-dichlorophenyl) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-
4-Carboxylic acid amide 1- {2- [5- (3,4-dichlorophenyl) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-
4-carboxylic acid dimethylamide 1- {2- [5- (3,4-dichlorophenyl) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (2-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (3,4-dichlorophenyl) ) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (3-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (3,4-dichlorophenyl) ) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (4-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-chlorophenyl)- 3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-4
-Carboxamide * 1- {2- [5- (4-chlorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-4
-Carboxylic acid dimethylamide 1- {2- [5- (4-chlorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (2-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-chlorophenyl) -3 −
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (3-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-chlorophenyl) -3 −
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (4-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-fluorophenyl)- 3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-4
-Carboxamide * 1- {2- [5- (4-fluorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-4
-Carboxylic acid dimethylamide 1- {2- [5- (4-fluorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (2-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-fluorophenyl)- 3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (3-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-fluorophenyl)- 3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (4-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (3,4-dichlorophenyl) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} spiro [benzo [c] thiophene-1 (3H), 4'-piperidine] -2-oxide .1- {2- [2 -(3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} -4-phenylpiperidine-4-
Carboxamide * 1- {2- [2- (3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} -4-phenylpiperidine-4-
Carboxylic acid dimethylamide 1- {2- [2- (3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} -4-phenylpiperidine-4-
Carboxylic acid pyrrolidine amide-1- {2- [2- (3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} -4-phenylpiperidine-4-
Carboxylic acid morpholine amide 1- {2- [2- (4-chlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl} -4-phenylpiperidine-4-carboxylic acid amide 1- {2- [2- (4-chlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl} -4-phenylpiperidine-4-carboxylic acid dimethylamide 1- {2- [2- (4-fluorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl} -4-phenylpiperidine-4-carboxylic acid amide 1- {2- [2- (4-fluorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl} -4-phenylpiperidine-4-carboxylic acid dimethylamide 1- {2- [2- (3,4-dichlorophenyl) -4
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} -4-phenylpiperidine-4-carboxylic acid amide 1- {2- [2- (3,4-dichlorophenyl) -4
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} -4-phenylpiperidine-4-carboxylic acid
Dimethylamide 1- {2- [2- (3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} spiro [isobenzofuran-1
(3H), 4′-piperidine] · 1- {2- [2- (3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} spiro [benzo [c] thiophene-1 (3H), 4'-piperidine] -1- {2- [2- (3, 4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} spiro [benzo [c] thiophene-1 (3H), 4'-piperidine] -2-oxide .1- {2- [2 -(3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} spiro [isoquinoline-1 (2
H), 4'-Piperidin] -3 (4H) -one .1- {2- [2- (3,4-dichlorophenyl) -4.
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} spiro [isobenzofuran-1 (3H), 4 '
-Piperidine] 1- {2- [2- (3,4-dichlorophenyl) -4
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} spiro [benzo [c] thiophene-1 (3
H), 4′-piperidine] · 1- {2- [2- (3,4-dichlorophenyl) -4
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} spiro [benzo [c] thiophene-1 (3
H), 4'-piperidine] -2-oxide .1- {2- [2- (3,4-dichlorophenyl) -4
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} spiro [isoquinolin-1 (2H), 4'-piperidin] -3 (4H) -one.

The novel agent for preventing or treating tachykinin-mediated diseases of the present invention comprises a compound selected from the above, a pharmacologically acceptable salt, ester or other derivative thereof as an active ingredient. The novel NK ₁ receptor and /
Alternatively, the NK ₂ receptor inhibitor contains a compound selected from the above, a pharmacologically acceptable salt, ester or other derivative thereof as an active ingredient, and prevents the novel asthma and / or bronchitis of the present invention. The agent or therapeutic agent contains a compound selected from the above, a pharmacologically acceptable salt thereof, an ester or other derivative as an active ingredient, and the novel prophylactic or therapeutic agent for rhinitis of the present invention is a therapeutic agent, The compound selected from the above, a pharmacologically acceptable salt thereof, an ester or other derivative thereof is contained as an active ingredient, and the novel prophylactic or therapeutic agent for allergy of the present invention is a compound selected from the above. And a pharmacologically acceptable salt, ester or other derivative thereof as an active ingredient, and the novel prophylactic or therapeutic agent for urinary incontinence of the present invention is a therapeutic agent comprising a compound selected from the above. Contains a pharmacologically acceptable salt, ester or other derivative as an active ingredient.

On the other hand, the use of the present invention for producing a prophylactic or therapeutic agent for tachykinin-mediated diseases comprises using a compound selected from the above, a pharmacologically acceptable salt thereof, an ester thereof or another derivative thereof. and, use of the present invention, for the manufacture of a NK ₁ receptor and / or NK ₂ receptor inhibitor is a compound selected from the above, a pharmacologically acceptable salt thereof, esters thereof or other derivatives However, the use of the present invention for producing a prophylactic or therapeutic agent for asthma and / or bronchitis uses a compound selected from the above, a pharmacologically acceptable salt thereof, an ester thereof or another derivative thereof. Using the compound selected from the above, a pharmacologically acceptable salt thereof, an ester or other derivative thereof to produce a prophylactic or therapeutic agent for rhinitis of the present invention, In order to produce a prophylactic or therapeutic agent, a compound selected from the above, a pharmacologically acceptable salt thereof, an ester or other derivative thereof is used, and the prophylactic or therapeutic agent for urinary incontinence of the present invention is prepared. For the production, a compound selected from the above, a pharmaceutically acceptable salt thereof, an ester or other derivative thereof is used.

In the above general formula (I), R ¹ , R ² ,
“Aryl group” in the definition of R ³ and R ⁴ , R ¹ and R
"Aryl group" of "an aryl group substituted with 1 to 3 groups selected from the substituent group A" in the definitions of ² , R ³ , R ⁴ and R ^{6 and} the definition of [Substituent group B] The "aryl group" of the "aryl group which may be substituted by the substituent group A as the substituent on the nitrogen atom" in is, for example, phenyl, indenyl, naphthyl, phenanthrenyl, anthracenyl having 5 or more carbon atoms. There may be mentioned 14 aromatic hydrocarbon groups, preferably a phenyl group.

The "aryl group" may be condensed with a cycloalkyl group having 3 to 10 carbon atoms, and examples thereof include groups such as 2-indanyl.

[0018] R ^1, R ^2, "heteroaryl group" in the definition of R ³ and R ⁴ and R ^1, R ^2, R ^3, groups selected from "Substituent group A in the definition of R ⁴ and R ⁶ The “heteroaryl group” of the “heteroaryl group substituted by 1 to 3” represents a 5- to 7-membered aromatic heterocyclic group containing 1 to 3 sulfur atoms, oxygen atoms and / or nitrogen atoms,
For example, a group such as furyl, thienyl, pyrrolyl, azepinyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,3-oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyranyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl. Preferred examples thereof include a 5- to 7-membered aromatic heterocyclic group containing at least one nitrogen atom and optionally containing an oxygen atom or a sulfur atom, and examples thereof include pyrrolyl, azepinyl, pyrazolyl, imidazolyl, Oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,3-oxadiazolyl,
Mention may be made of groups such as triazolyl, tetrazolyl, thiadiazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, more preferably pyridyl, imidazolyl, oxazolyl, pyrazinyl and thiazolyl. The above "heteroaryl group" may be condensed with another cyclic group, and examples thereof include groups such as indolyl, benzofuryl, benzothienyl, benzoxazolyl, benzimidazolyl, isoquinolyl, quinolyl, and quinoxalyl. Can be mentioned.

In the definition of B and G, "carbon numbers 1 to 4"
"Alkylene group" has, for example, 1 to 4 carbon atoms such as methylene, methylmethylene, ethylene, propylene, trimethylene, tetramethylene, 1-methyltrimethylene, 2-methyltrimethylene, and 3-methyltrimethylene. The straight chain or branched chain alkylene group can be mentioned. B is preferably a linear or branched alkylene group having 1 to 3 carbon atoms. For G, preferably
It is a straight chain or branched chain alkylene group having 1 to 3 carbon atoms, more preferably ethylene or trimethylene, and most preferably ethylene.

In the definition of B and G, “C 2 to C 4
Individual alkenylene groups "means ethenylene, 2-propenylene, 1-methyl-2-propenylene, 2-methyl-2.
-Propenylene, 2-ethyl-2-propenylene, 2-
Mention may be made of a straight chain or branched chain alkenylene group having 2 to 4 carbon atoms such as butenylene, preferably ethenylene, 2-propenylene or 3-butenylene, and more preferably ethenylene or 2- It is propenylene.

The "alkylene group having 1 to 6 carbon atoms" in the definition of J and the "alkylene group having 1 to 6 carbon atoms which may be substituted by halogen" in the definition of E, "1 to 6 carbon atoms""Alkylenegroup" is a linear or branched alkylene group having 1 to 6 carbon atoms, for example,
The above-mentioned "alkylene group having 1 to 4 carbon atoms", as well as pentamethylene, hexamethylene, 1,1-dimethyltetramethylene, 2,2-dimethyltrimethylene, 1,1-dimethyltetramethylene and 2,2-dimethyltetramethylene. Mention may be made of groups such as methylene. Preferably, it is an alkylene group having 1 to 4 carbon atoms. With respect to E, methylene, ethylene, trimethylene, dimethylmethylene or 1,1-dimethylethylene is more preferable, and methylene and ethylene are most preferable.

For J, more preferably, methylene, ethylene, dimethylmethylene or 1,1-dimethylethylene, more preferably methylene or ethylene;
Most preferably, it is methylene.

In the definition of E, "an alkylene group having 3 to 8 carbon atoms containing a cycloalkane ring having 3 to 6 carbon atoms" means a cycloalkane-1,1-diyl group having 3 to 6 carbon atoms, or C3-C6 cycloalkane-1,
A group in which methylene is bonded to one or both bonds of the 1-diyl group, that is, a group having the following formula is shown.

[0024]

[Chemical 6]

(In the formula, m represents an integer of 2 to 5.) Examples of such a group include cyclopropane-1,1
-Diyl, cyclobutane-1,1-diyl, cyclopentane-1,1-diyl, cyclohexane-1,1-diyl, cyclopropane-1,1-diylmethyl, cyclobutane-1,1-diylmethyl, cyclopentane-1, 1
-Diylmethyl, cyclohexane-1,1-diylmethyl, cyclopropane-1,1-di (ylmethyl), cyclobutane-1,1-di (ylmethyl), cyclopentane-1,1-di (ylmethyl), cyclohexane-1, 1
A group such as -di (ylmethyl) may be mentioned.
Preferred is cyclopropane-1,1-diyl, cyclobutane-1,1-diyl, cyclopropane-1,1-diylmethyl or cyclobutane-1,1-diylmethyl.

R ⁵ , R ⁶ , R ⁷ , “lower alkyl group” in the definition of [Substituent group A] and [Substituent group A ¹ ];
In the definition of R ⁵ in the "nitrogen atom acylamino group substituted with a lower alkyl group", "lower alkyl group"; in the definition of R ⁵ of the "aralkyl optionally hydroxy-lower alkyl group oxygen atom optionally substituted by a group" “Lower alkyl group”; “lower alkyl group” of “acylamino lower alkyl group” in the definition of R ⁵ and “substituent group A substituted as a substituent on the nitrogen atom” in the definition of [Substituent group B]. And the “lower alkyl group” of the “lower alkyl group” may be, for example, methyl, ethyl, n-propyl,
Isopropyl, n-butyl, isobutyl, s-butyl,
tert-butyl, n-pentyl, isopentyl, 2-methylbutyl, neopentyl, 1-ethylpropyl, n-hexyl, isohexyl, 4-methylpentyl, 3-methylpentyl, 2-methylpentyl, 1-methylpentyl, 3,3 1 to 6 carbon atoms such as dimethylbutyl, 2,2-dimethylbutyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,3-dimethylbutyl, 2-ethylbutyl Is a straight chain or branched chain alkyl group, and is preferably a straight chain or branched chain alkyl group having 1 to 4 carbon atoms.

“Acylamino group” in the definition of R ⁵ ,
The "acyl group" of the "acylamino lower alkyl group" and the "acyl group" of the "acylamino group in which the nitrogen atom is substituted with a lower alkyl group" include, for example, formyl, acetyl, propionyl, butyryl, isobutyryl, pentanoyl, pivaloyl, Valeryl, isovaleryl, octanoyl, nonylcarbonyl, decylcarbonyl, 3-methylnonylcarbonyl, 8-methylnonylcarbonyl, 3
-Ethyloctylcarbonyl, 3,7-dimethyloctylcarbonyl, undecylcarbonyl, dodecylcarbonyl, tridecylcarbonyl, tetradecylcarbonyl, pentadecylcarbonyl, hexadecylcarbonyl, 1-methylpentadecylcarbonyl, 14-methylpentadecylcarbonyl, Alkylcarbonyl groups such as 13,13-dimethyltetradecylcarbonyl, heptadecylcarbonyl, 15-methylhexadecylcarbonyl, octadecylcarbonyl, 1-methylheptadecylcarbonyl, nonadecylcarbonyl, aicosylcarbonyl, heniicosylcarbonyl, chloro Acetyl,
Halogenated alkylcarbonyl groups such as dichloroacetyl, trichloroacetyl and trifluoroacetyl, lower alkoxyalkylcarbonyl groups such as methoxyacetyl, acrylcarbonyl, propionylcarbonyl, methacrylcarbonyl, crotonylcarbonyl, isocrotonylcarbonyl, (E) “Aliphatic acyl group” such as unsaturated alkylcarbonyl group such as -2-methyl-2-butenoyl; arylcarbonyl group such as benzoyl, α-naphthoyl and β-naphthoyl, 2-bromobenzoyl, Halogenated arylcarbonyl groups such as chlorobenzoyl, lower alkylated arylcarbonyl groups such as 2,4,6-trimethylbenzoyl and 4-toluoyl, and lower alkoxylated arylcarbonyl groups such as 4-anisoyl Group , 4-nitrobenzoyl, nitrated arylcarbonyl groups such as 2-nitrobenzoyl, lower alkoxycarbonylated arylcarbonyl groups such as 2- (methoxycarbonyl) benzoyl, 4-
An "aromatic acyl group" such as an arylated arylcarbonyl group such as phenylbenzoyl; methoxycarbonyl,
Lower alkoxycarbonyl groups such as ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, s-butoxycarbonyl, tert-butoxycarbonyl, isobutoxycarbonyl, halogens such as 2,2,2-trichloroethoxycarbonyl, 2-trimethylsilylethoxycarbonyl or “Alkoxycarbonyl group” such as lower alkoxycarbonyl group substituted with tri-lower alkylsilyl group; “alkenylcarbonyl group” such as vinylcarbonyl, allylcarbonyl; benzylcarbonyl, phenacyl, 4-methoxybenzylcarbonyl,
An "aralkylcarbonyl group" in which the aryl ring may be substituted with one or two lower alkoxy or nitro groups such as 3,4-dimethoxybenzylcarbonyl, 2-nitrobenzylcarbonyl, and 4-nitrobenzylcarbonyl A "lower alkanesulfonyl group" such as methanesulfonyl, ethanesulfonyl, 1-propanesulfonyl; a fluorinated "lower alkanesulfonyl group" such as trifluoromethanesulfonyl, pentafluoroethanesulfonyl and benzenesulfonyl, p-toluenesulfonyl And an "arylsulfonyl group", preferably an "aliphatic acyl group", an "aromatic acyl group" and a "lower alkanesulfonyl group".

R ⁵ , [Substituent group A] and [Substituent group A]
[Lower alkoxy group] in the definition of [ ¹ ] and "Lower alkoxycarbonyl group" in the definition of [Substituent group A] means a group in which the above "lower alkyl group" is bonded to an oxygen atom. , For example, methoxy, ethoxy, n-propoxy, isopropoxy, n-
Butoxy, isobutoxy, s-butoxy, tert-butoxy, n-pentoxy, isopentoxy, 2-methylbutoxy, neopentoxy, n-hexyloxy, 4-methylpentoxy, 3-methylpentoxy, 2-methylpentoxy, 3,3. Direct carbon number 1 to 6 such as 3-dimethylbutoxy, 2,2-dimethylbutoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,3-dimethylbutoxy. A chain or branched chain alkoxy group is shown, and a straight chain or branched chain alkoxy group having 1 to 4 carbon atoms is preferable.

R ⁴ and R ⁵ together form a “5- to 8-membered saturated heterocyclic ring (including a carbon atom to which they are bonded) (the heterocyclic ring is a group selected from Substituent Group B) At 1
1 to 3 optionally substituted, aryl ring, heteroaryl ring, 1 to 3 substituted aryl ring or 1 to 3 substituted group selected from Substituent group A It may be condensed with an individually substituted heteroaryl ring. ")" Is a 5- to 8-membered saturated heterocycle, which is a 5- to 8-membered saturated heterocycle containing 1 to 3 sulfur atoms, oxygen atoms and / or nitrogen atoms, and is preferably a sulfur atom or an oxygen atom. Or / and a 5- or 6-membered saturated heterocycle containing 1 to 3 nitrogen atoms, and most preferably a 5-membered saturated heterocycle containing 1 or 2 sulfur atoms, oxygen atoms or / and nitrogen atoms. Examples of such a ring include rings such as an imidazolidine ring, an oxazolidine ring, and a thiolane ring. These rings may be substituted with 1 or 2 groups selected from Substituent group B, and further include “aryl ring”, “heteroaryl ring” and “substituent group” in the definition of ring Ar described later. 1 to 3 in the group selected from A
May be fused with the same ring as the “substituted aryl ring” or the “heteroaryl ring substituted with 1 to 3 groups selected from the substituent group A”.

The "amine residue" in the definition of R ⁶ is:
Amino group; amino group in which 1 or 2 "lower alkyl groups" such as methylamino, ethylamino, isopropylamino, butylamino, dimethylamino, diethylamino, diisopropylamino, dibutylamino are substituted; cyclopentylamino, cyclohexylamino, di An amino group substituted by 1 or 2 "cycloalkyl groups having 5 to 7 carbon atoms" such as cyclopentylamino and dicyclohexylamino; pyrrolidino, piperidino, piperazino,
A saturated cyclic amine residue having a nitrogen atom in the ring such as N-methylpiperazino, morpholino and thiomorpholino; a nitrogen atom such as anilino, benzylamino, N-methylanilino and N-methylbenzylamino is a "lower alkyl group". An aryl or aralkylamino group which may be substituted with; a nitrogen atom such as a heteroarylamino group in which a nitrogen atom such as pyridylamino, N-methylpyridylamino or N-ethylpyridylamino may be substituted with a "lower alkyl group" And an amino group substituted with 1 or 2 “lower alkyl groups”; pyrrolidino, piperidino, piperazino, N-methylpiperazino, morpholino, thiomorpholino, and the like. A saturated cyclic amine residue having a specific nitrogen atom in the ring and Nirino, benzylamino, N-
Such as methylanilino, N-methylbenzylamino,
It is an aryl or aralkylamino group in which the nitrogen atom may be substituted with a "lower alkyl group".

The "halogen atom" in the definition of the "substituent group A" and the "halogen atom" of the "alkylene group having 1 to 6 carbon atoms which may be substituted by a halogen atom" in the definition of E are fluorine. It is an atom, a chlorine atom, a bromine atom or an iodine atom, preferably a fluorine atom or a chlorine atom.

The “halogeno lower alkyl group” in the definition of [Substituent group A] and [Substituent group A ¹ ] refers to a group in which the above “halogen atom” is bonded to “lower alkyl group”. Fluoromethyl, trichloromethyl,
Difluoromethyl, dichloromethyl, dibromomethyl,
Fluoromethyl, 2,2,2-trichloroethyl, 2,
2,2-trifluoroethyl, 2-bromoethyl, 2-
Mention may be made of groups such as chloroethyl, 2-fluoroethyl, 2,2-dibromoethyl, preferably trifluoromethyl, 2-bromoethyl, 2-chloroethyl and 2-fluoroethyl.

"Lower aliphatic acyl group" in the definition of [Substituent group A]; "Lower aliphatic acyl group" in "lower aliphatic acylamino group"; and "nitrogen atom" in the definition of [Substituent group B] As the above substituent, the “lower aliphatic acyl group” of the “lower aliphatic acyl group” means an aliphatic acyl group having 1 to 6 carbon atoms, for example, formyl, acetyl, propionyl, butyryl, isobutyryl, pentanoyl , Pivaloyl, valeryl and isovaleryl, preferably acetyl and propionyl.

The "aralkyl group" of the "hydroxy lower alkyl group optionally substituted with an aralkyl group for the oxygen atom" in the definition of R ⁵ and the "substituent on the nitrogen atom" in the definition of the "substituent group B" include: The “aralkyl group” of the “aralkyl group which may be substituted with the substituent group A” refers to a group in which the “aryl group” is bonded to the “lower alkyl group”, for example, benzyl, α-naphthylmethyl , Β-naphthylmethyl, indenylmethyl, phenanthrenylmethyl, anthracenylmethyl, diphenylmethyl, triphenylmethyl, 1-phenethyl, 2-phenethyl, 1-naphthylethyl, 2-naphthylethyl, 1
-Phenylpropyl, 2-phenylpropyl, 3-phenylpropyl, 1-naphthylpropyl, 2-naphthylpropyl, 3-naphthylpropyl, 1-phenylbutyl,
2-phenylbutyl, 3-phenylbutyl, 4-phenylbutyl, 1-naphthylbutyl, 2-naphthylbutyl,
3-naphthylbutyl, 4-naphthylbutyl, 1-phenylpentyl, 2-phenylpentyl, 3-phenylpentyl, 4-phenylpentyl, 5-phenylpentyl,
1-naphthylpentyl, 2-naphthylpentyl, 3-naphthylpentyl, 4-naphthylpentyl, 5-naphthylpentyl, 1-phenylhexyl, 2-phenylhexyl, 3-phenylhexyl, 4-phenylhexyl, 5
-Phenylhexyl, 6-phenylhexyl, 1-naphthylhexyl, 2-naphthylhexyl, 3-naphthylhexyl, 4-naphthylhexyl, 5-naphthylhexyl, 6-naphthylhexyl, and preferably "aryl" The "group" portion is benzene, the "lower alkyl group" is an "aralkyl group" having 1 to 4 carbon atoms, and more preferably a benzyl group and a phenethyl group.

In the definition of [Substituent group B], the "lower alkanesulfonyl group" of the "lower alkanesulfonyl group as a substituent on a nitrogen atom" is the same as the above-mentioned "lower alkanesulfonyl group".

The "aryl ring" in the definition of the ring Ar and the "aryl ring" of the "aryl ring substituted with 1 to 4 groups selected from the substituent group A" include, for example, benzene ring, indene ring, Naphthalene ring, phenanthrene ring,
An aromatic hydrocarbon group having 6 to 14 carbon atoms such as an anthracenyl ring can be mentioned, and a benzene ring is preferable.

"Heteroaryl ring" in the definition of ring Ar and "heteroaryl ring" of "heteroaryl ring substituted by one to three groups selected from substituent group A"
Is, for example, a 5- to 7-membered aromatic heterocycle containing 1 to 3 sulfur atoms, oxygen atoms and / or nitrogen atoms, and examples thereof include furan ring, thiophene ring, pyrrole ring, azepine ring, pyrazole ring, imidazole. Ring, oxazole ring,
Isoxazole ring, thiazole ring, isothiazole ring,
Examples of the ring include 1,2,3-oxadiazole ring, triazole ring, tetrazole ring, thiadiazole ring, pyran ring, pyridine ring, pyridazine ring, pyrimidine ring and pyrazine ring, and preferably nitrogen atom. Is a 5- to 7-membered aromatic heterocyclic group which contains at least one and may contain an oxygen atom or a sulfur atom, and examples thereof include a pyrrole ring, an azepine ring, a pyrazole ring, an imidazole ring, an oxazole ring, an isoxazole ring and a thiazole. Groups such as ring, isothiazole ring, 1,2,3-oxadiazole ring, triazole ring, tetrazole ring, thiadiazole ring, pyridine ring, pyridazine ring, pyrimidine ring and pyrazine ring, and more preferably Is a pyridine ring,
An imidazole ring, an oxazole ring, a pyrazine ring and a thiazole ring.

Regarding the "aryl group substituted by 1 to 3 groups selected from the substituent group A" in the definition of R ¹ , preferably 1 to 3 groups by the group selected from the substituent group A ¹ A substituted phenyl group, more preferably a phenyl group substituted by 1 to 3 groups with a group selected from the substituent group A ¹ , most preferably a “lower alkoxy”
To 3 substituted phenyl groups.

The “aryl group substituted by 1 to 3 groups selected from the substituent group A” in the definition of R ² is preferably an aryl group substituted by 1 to 3 groups by a “halogen atom”. Yes, more preferably "halogen atom"
It is a phenyl group substituted by 1 to 3 groups.

R ⁴ and R ⁵ are taken together to form a "5- to 8-membered saturated heterocycle (wherein the heterocycle is a group selected from Substituent Group B", including the carbon atom to which they are attached. In 1
1 to 3 optionally substituted, aryl ring, heteroaryl ring, 1 to 3 substituted aryl ring or 1 to 3 substituted group selected from Substituent group A It may be condensed with an individually substituted heteroaryl ring. ) ”, Preferably of formula (I _L ):

[0041]

Embedded image

(Wherein J represents an alkylene group having 1 to 6 carbon atoms, and ring Ar is substituted with 1 to 4 rings selected from an aryl ring, a heteroaryl ring, and a substituent group A. An aryl ring or a heteroaryl ring substituted with 1 to 3 substituent (s) selected from a substituent group A).

The "pharmacologically acceptable salt" means a salt when the compound (I) of the present invention has an amino group and / or a carboxy group, which can be converted into a salt.
The salt based on amino group is preferably a hydrohalide such as hydrofluoride, hydrochloride, hydrobromide or hydroiodide, nitrate, perchlorate or sulfate. , Inorganic salts such as phosphates; lower alkane sulfonates such as methane sulfonate, trifluoromethane sulfonate, ethane sulfonate, aryl sulfones such as benzene sulfonate, p-toluene sulfonate Acid salt, acetic acid,
Organic acid salts such as malic acid, fumarate, succinate, citrate, tartrate, oxalate and maleate; and glycine salt, lysine salt, arginine salt, ornithine salt, glutamate, asparagine. Mention may be made of amino acid salts such as acid salts. On the other hand, as the salt based on carboxy group, preferably, sodium salt, potassium salt, alkali metal salt such as lithium salt, calcium salt, alkaline earth metal salt such as magnesium salt, aluminum salt,
Metal salts such as iron salts; inorganic salts such as ammonium salts, t-
Octylamine salt, dibenzylamine salt, morpholine salt, glucosamine salt, phenylglycine alkyl ester salt, ethylenediamine salt, N-methylglucamine salt,
Guanidine salt, diethylamine salt, triethylamine salt, dicyclohexylamine salt, N, N'-dibenzylethylenediamine salt, chloroprocaine salt, procaine salt, diethanolamine salt, N-benzylphenethylamine salt, piperazine salt, tetramethylammonium salt,
Examples thereof include amine salts such as organic salts such as tris (hydroxymethyl) aminomethane salt; and amino acid salts such as glycine salt, lysine salt, arginine salt, ornithine salt, glutamate and asparaginate.

Compound (I) of the present invention can be obtained by modifying the nitrogen atom of the piperidino group in the molecule with an R ³ group.
Since it can be a quaternary amine, a compound having such a cation and an anion (not particularly limited as long as it becomes an anion, for example, a halogen ion such as a chlorine ion or an iodine ion is exemplified. it can.)
The salts of and are also included in the present invention.

Further, when the compound (I) of the present invention is left in the air, it may absorb water and may absorb adsorbed water or form hydrates. Included in the invention.

The "ester" means the ester of the compound (I) of the present invention, since it can be converted into an ester. Such esters include "esters of hydroxyl group" and "esters of carboxy group". And an ester residue in which each ester residue is a “general protecting group” or a “protecting group that can be cleaved in vivo by a biological method such as hydrolysis”.

"General protecting group" means a protecting group that can be cleaved by a chemical method such as hydrogenolysis, hydrolysis, electrolysis, or photolysis.

As the “general protecting group” for the “ester of a hydroxyl group”, the above “lower aliphatic acyl group”; the above “aromatic acyl group”;
2-yl, 3-bromotetrahydropyran-2-yl,
"Tetrahydropyranyl or tetrahydrothiopyranyl group" such as 4-methoxytetrahydropyran-4-yl, tetrahydrothiopyran-2-yl, 4-methoxytetrahydrothiopyran-4-yl; tetrahydrofuran-2-yl, tetrahydro "Tetrahydrofuranyl or tetrahydrothiofuranyl group" such as thiofuran-2-yl; such as trimethylsilyl, triethylsilyl, isopropyldimethylsilyl, t-butyldimethylsilyl, methyldiisopropylsilyl, methyldi-t-butylsilyl, triisopropylsilyl Tri-lower alkylsilyl group, tri-phenylalkyl-silyl group, diphenylmethylsilyl, diphenylbutylsilyl, diphenylisopropylsilyl, phenyldiisopropylsilyl-substituted tri-lower-alkyl group A "silyl group" such as a killyl group;
Lower alkoxymethyl group such as methoxymethyl, 1,1-dimethyl-1-methoxymethyl, ethoxymethyl, propoxymethyl, isopropoxymethyl, butoxymethyl, tert-butoxymethyl, lower alkoxylation such as 2-methoxyethoxymethyl Lower alkoxymethyl group, 2,2,2-trichloroethoxymethyl, bis (2
An "alkoxymethyl group" such as halogeno lower alkoxymethyl such as -chloroethoxy) methyl; a lower alkoxylated ethyl group such as 1-ethoxyethyl, 1- (isopropoxy) ethyl, 2,2,2-trichloroethyl “Substituted ethyl group” such as halogenated ethyl group; 1 to 3 such as benzyl, α-naphthylmethyl, β-naphthylmethyl, diphenylmethyl, triphenylmethyl, α-naphthyldiphenylmethyl, 9-anthrylmethyl
Lower alkyl groups substituted with 4 aryl groups, 4-methylbenzyl, 2,4,6-trimethylbenzyl, 3,
4,5-trimethylbenzyl, 4-methoxybenzyl,
4-methoxyphenyldiphenylmethyl, 2-nitrobenzyl, 4-nitrobenzyl, 4-chlorobenzyl,
Lower alkyl groups such as lower alkyl groups such as -bromobenzyl and 4-cyanobenzyl, lower alkoxy, nitro, halogen, lower alkyl groups substituted with 1 to 3 aryl groups substituted with aryl groups by cyano groups, etc. "Aralkyl group"; the above "alkoxycarbonyl group";"alkenyloxycarbonylgroup" such as vinyloxycarbonyl and allyloxycarbonyl; benzyloxycarbonyl, 4-methoxybenzyloxycarbonyl, 3,4-dimethoxybenzyloxycarbonyl, 2 Examples thereof include an “aralkyloxycarbonyl group” in which the aryl ring may be substituted with 1 to 2 lower alkoxy or nitro groups such as —nitrobenzyloxycarbonyl and 4-nitrobenzyloxycarbonyl.

As the “general protecting group” for the “ester of a carboxy group”, preferably, the above “lower alkyl group”; ethenyl, 1-propenyl, 2-propenyl,
-Methyl-2-propenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 2-methyl-2-propenyl, 2-ethyl-2-propenyl, 1-butenyl, 2-butenyl, 1-methyl -2-butenyl, 1-methyl-1-butenyl, 3-methyl-2-butenyl, 1-
Ethyl-2-butenyl, 3-butenyl, 1-methyl-3
-Butenyl, 2-methyl-3-butenyl, 1-ethyl-
3-butenyl, 1-pentenyl, 2-pentenyl, 1-
Methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-pentenyl, 1-methyl-3-pentenyl, 2
-Methyl-3-pentenyl, 4-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl 1-
Lower alkenyl groups such as hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl;
Ethynyl, 2-propynyl, 1-methyl-2-propynyl, 2-methyl-2-propenyl, 2-ethyl-2-propenyl, 2-butynyl, 1-methyl-2-butynyl,
2-methyl-2-butynyl, 1-ethyl-2-butynyl, 3-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl 1-ethyl-3-butynyl, 2-pentynyl, 1-methyl -2-pentynyl, 2-methyl-
2-pentynyl, 3-pentynyl, 1-methyl-3-pentynyl, 2-methyl-3-pentynyl, 4-pentynyl, 1-methyl-4-pentynyl, 2-methyl-4-pentynyl, 2-hexynyl, 3- Lower alkynyl groups such as hexynyl, 4-hexynyl, 5-hexynyl; the above "halogeno lower alkyl"; 2-hydroxyethyl,
Hydroxy "lower alkyl group" such as 2,3-dihydroxypropyl, 3-hydroxypropyl, 3,4-dihydroxybutyl and 4-hydroxybutyl; "lower aliphatic acyl" such as acetylmethyl- "lower alkyl group" The "aralkyl group"; the "silyl group".

The term "protecting group which can be cleaved in vivo by a biological method such as hydrolysis" means that it is cleaved in a human body by a biological method such as hydrolysis to produce a free acid or a salt thereof. Refers to a protecting group, whether such a derivative is administered by intravenous injection to experimental animals such as rats and mice,
After that, the body fluid of the animal is examined, and it can be determined by detecting the original compound or a pharmacologically acceptable salt thereof, and it can be determined by the "ester of hydroxyl group" such as "biological method such as hydrolysis in vivo". The `` protective group capable of being cleaved by '' is preferably formyloxymethyl, acetoxymethyl, dimethylaminoacetoxymethyl, propionyloxymethyl, butyryloxymethyl, pivaloyloxymethyl, valeryloxymethyl, isovaleryloxy. Methyl, hexanoyloxymethyl, 1-formyloxyethyl, 1-acetoxyethyl, 1-propionyloxyethyl, 1-butyryloxyethyl, 1-pivaloyloxyethyl, 1-valeryloxyethyl, 1-isovale Ryloxyethyl, 1-hexanoyloxyethyl,
1-formyloxypropyl, 1-acetoxypropyl, 1-propionyloxypropyl, 1-butyryloxypropyl, 1-pivaloyloxypropyl, 1-valeryloxypropyl, 1-isovaleryloxypropyl, 1-hexa Noyloxypropyl, 1-acetoxybutyl, 1-propionyloxybutyl, 1-butyryloxybutyl, 1-pivaloyloxybutyl, 1-acetoxypentyl, 1-propionyloxypentyl, 1
1- such as butyryloxypentyl, 1-pivaloyloxypentyl, 1-pivaloyloxyhexyl
(“Lower aliphatic acyl” oxy) “lower alkyl group”,
Cyclopentylcarbonyloxymethyl, cyclohexylcarbonyloxymethyl, 1-cyclopentylcarbonyloxyethyl, 1-cyclohexylcarbonyloxyethyl, 1-cyclopentylcarbonyloxypropyl, 1-cyclohexylcarbonyloxypropyl, 1
1-(“cycloalkyl” carbonyloxy) “lower alkyl” such as cyclopentylcarbonyloxybutyl, 1-cyclohexylcarbonyloxybutyl,
1- (acyloxy) "lower alkyl group" such as 1-("aromatic acyl" oxy) "lower alkyl group" such as benzoyloxymethyl; methoxycarbonyloxymethyl, ethoxycarbonyloxymethyl, propoxycarbonyloxymethyl, iso Propoxycarbonyloxymethyl, butoxycarbonyloxymethyl, isobutoxycarbonyloxymethyl, pentyloxycarbonyloxymethyl, hexyloxycarbonyloxymethyl, cyclohexyloxycarbonyloxymethyl, cyclohexyloxycarbonyloxy (cyclohexyl) methyl, 1- (methoxycarbonyloxy) Ethyl, 1- (ethoxycarbonyloxy) ethyl, 1-
(Propoxycarbonyloxy) ethyl, 1- (isopropoxycarbonyloxy) ethyl, 1- (butoxycarbonyloxy) ethyl, 1- (isobutoxycarbonyloxy) ethyl, 1- (tert-butoxycarbonyloxy) ethyl, 1- ( Pentyloxycarbonyloxy) ethyl, 1- (hexyloxycarbonyloxy)
Ethyl, 1- (cyclopentyloxycarbonyloxy) ethyl, 1- (cyclopentyloxycarbonyloxy) propyl, 1- (cyclohexyloxycarbonyloxy) propyl, 1- (cyclopentyloxycarbonyloxy) butyl, 1- (cyclohexyloxycarbonyloxy) Butyl, 1- (cyclohexyloxycarbonyloxy) ethyl, 1- (ethoxycarbonyloxy) propyl, 2- (methoxycarbonyloxy)
Ethyl, 2- (ethoxycarbonyloxy) ethyl, 2
-(Propoxycarbonyloxy) ethyl, 2- (isopropoxycarbonyloxy) ethyl, 2- (butoxycarbonyloxy) ethyl, 2- (isobutoxycarbonyloxy) ethyl, 2- (pentyloxycarbonyloxy) ethyl, 2- ( Hexyloxycarbonyloxy) ethyl, 1- (methoxycarbonyloxy) propyl, 1- (ethoxycarbonyloxy) propyl, 1-
(Propoxycarbonyloxy) propyl, 1- (isopropoxycarbonyloxy) propyl, 1- (butoxycarbonyloxy) propyl, 1- (isobutoxycarbonyloxy) propyl, 1- (pentyloxycarbonyloxy) propyl, 1- (hexyl Oxycarbonyloxy) propyl, 1- (methoxycarbonyloxy) butyl, 1- (ethoxycarbonyloxy) butyl, 1- (propoxycarbonyloxy) butyl, 1-
(Isopropoxycarbonyloxy) butyl, 1- (butoxycarbonyloxy) butyl, 1- (isobutoxycarbonyloxy) butyl, 1- (methoxycarbonyloxy) pentyl, 1- (ethoxycarbonyloxy)
(Lower alkoxycarbonyloxy) alkyl groups such as pentyl, 1- (methoxycarbonyloxy) hexyl, 1- (ethoxycarbonyloxy) hexyl;
(5-phenyl-2-oxo-1,3-dioxolene-
4-yl) methyl, [5- (4-methylphenyl) -2
-Oxo-1,3-dioxolen-4-yl] methyl,
[5- (4-methoxyphenyl) -2-oxo-1,3
-Dioxolen-4-yl] methyl, [5- (4-fluorophenyl) -2-oxo-1,3-dioxolene-
4-yl] methyl, [5- (4-chlorophenyl) -2
-Oxo-1,3-dioxolen-4-yl] methyl,
(2-oxo-1,3-dioxolen-4-yl) methyl, (5-methyl-2-oxo-1,3-dioxolen-4-yl) methyl, (5-ethyl-2-oxo-1,
3-Dioxolen-4-yl) methyl, (5-propyl-2-oxo-1,3-dioxolen-4-yl) methyl, (5-isopropyl-2-oxo-1,3-dioxolen-4-yl) "Carboxyoxyalkyl group" such as methyl, oxodioxolenylmethyl group such as (5-butyl-2-oxo-1,3-dioxolen-4-yl) methyl; phthalidyl, dimethylphthalidyl, dimethoxyphthali "Phthalidyl group" such as zircon: the above "lower aliphatic acyl group": the above "aromatic acyl group": "half ester salt residue of succinic acid": "phosphate ester salt residue": "ester of amino acid etc.""Formingresidue": carbamoyl group: a carbamoyl group substituted with 1 to 2 lower alkyl groups: and "1-" such as pivaloyloxymethyloxycarbonyl. It can be exemplified acyloxy) alkyloxycarbonyl group ", preferably a" carbonyloxy alkyl group ".

On the other hand, the “protecting group that can be cleaved in vivo by a biological method such as hydrolysis” as the “ester of a carboxy group” is preferably methoxyethyl,
1-ethoxyethyl, 1-methyl-1-methoxyethyl, 1- (isopropoxy) ethyl, 2-methoxyethyl, 2-ethoxyethyl, 1,1-dimethyl-1-methoxyethyl, ethoxymethyl, n-propoxymethyl ,
Lower alkoxy lower alkyl groups such as isopropoxymethyl, n-butoxymethyl, tert-butoxymethyl,
Lower alkoxylated lower alkoxy lower alkyl groups such as 2-methoxyethoxymethyl, "aryl" oxy "lower alkyl groups" such as phenoxymethyl, 2,2,2.
“Alkoxy lower alkyl group” such as halogenated lower alkoxy lower alkyl group such as 2-trichloroethoxymethyl, bis (2-chloroethoxy) methyl; “lower alkoxy” carbonyl “lower alkyl group” such as methoxycarbonylmethyl “Cyano“ lower alkyl group ”such as cyanomethyl and 2-cyanoethyl;“ “lower alkyl” thiomethyl group ”such as methylthiomethyl and ethylthiomethyl”; ““ aryl ”such as phenylthiomethyl and naphthylthiomethyl. Thiomethyl group "; 2-
“Lower alkyl optionally substituted by halogen” sulfonyl “lower alkyl group” such as methanesulfonylethyl, 2-trifluoromethanesulfonylethyl;
"" Aryl "sulfonyl" lower alkyl group "such as 2-benzenesulfonylethyl, 2-toluenesulfonylethyl; the above" 1- (acyloxy) "lower alkyl group"; the above "phthalidyl group"; the above "aryl group" The above-mentioned "lower alkyl group";"carboxyalkylgroup" such as carboxymethyl; and "amide-forming residue of amino acid" such as phenylalanine.

The "other derivatives" include, when the compound (I) of the present invention has an amino group and / or a carboxy group, derivatives other than the above-mentioned "pharmacologically acceptable salts" and the above-mentioned "esters thereof". Derivatives are shown because Examples of such derivatives include amide derivatives.

The compound (I) of the present invention has an asymmetric carbon in the molecule, and there are stereoisomers each of which is R-coordinate or S-coordination. Are included in the present invention.

[0054]

BEST MODE FOR CARRYING OUT THE INVENTION The saturated heterocyclic compound of the present invention can be produced by the method described below.

[Method A]

[0056]

Embedded image

In the above formula, R ¹ , R ² , A, B, D, E,
G and L have the same meaning as described above.

Y and Y ′ are not particularly limited as long as they are groups which are eliminated as a nucleophilic residue, but preferably, chlorine and
Halogen atom such as bromine and iodine; Trihalogenomethyloxy group such as trichloromethyloxy; Lower alkanesulfonyloxy group such as methanesulfonyloxy and ethanesulfonyloxy; Trifluoromethanesulfonyloxy and pentafluoroethanesulfonyloxy Halogeno lower alkanesulfonyloxy group; benzenesulfonyloxy, p-toluenesulfonyloxy, arylsulfonyloxy groups such as p-nitrobenzenesulfonyloxy, and more preferably halogen atom and lower alkanesulfonyloxy group. Is.

R ⁸ represents a hydrogen atom or a hydroxyl-protecting group. The hydroxyl-protecting group refers to a "protecting group in a reaction" that can be cleaved by a chemical method such as hydrogenolysis, hydrolysis, electrolysis, and photolysis. The same groups as can be mentioned.

[0060] Step A1 is a compound (II), the compound (III), in a solvent, in the presence of a base, are reacted, imino group of the compound (II) is, the formula -A-B-R ¹ This is a step of producing a compound (IV) modified with a group (wherein, A, B and R ¹ have the same meanings as described above).

The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but preferably, it is an aliphatic carbonization such as hexane, heptane, ligroin or petroleum ether. Hydrogen; aromatic hydrocarbons such as benzene, toluene and xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethyl formate, ethyl acetate, propyl acetate, Esters such as butyl acetate, diethyl carbonate; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone, cyclo Ketones such as xanone; nitro compounds such as nitroethane and nitrobenzene; nitriles such as acetonitrile and isobutyronitrile; and more preferably halogenated hydrocarbons and ethers. And most preferably,
Methylene chloride and tetrahydrofuran. The base used is not particularly limited as long as it is used as a base in a normal reaction, but preferably,
N-methylmorpholine, triethylamine, tripropylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4
-(N, N-dimethylamino) pyridine, 2,6-di (t-butyl) -4-methylpyridine, quinoline, N,
N-dimethylaniline, N, N-diethylaniline,
1,5-diazabicyclo [4.3.0] non-5-ene (DBN), 1,4-diazabicyclo [2.2.2] octane (DABCO), 1,8-diazabicyclo [5.
4.0] Organic bases such as undec-7-ene (DBU) can be mentioned, and more preferred are triethylamine and diisopropylethylamine. The reaction temperature is -20 ° C to 100 ° C, and preferably,
The temperature is 0 ° C to 20 ° C. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 5 minutes to 24 hours, and preferably 10 minutes to 12 hours.

The compound (II) wherein A represents a carbonyl group
When reacted with I), the compound of the general formula R ¹ -B-A-OH
A compound having the formula (wherein A, B and R ¹ have the same meanings as described above) and reacting with a “condensing agent” in a solvent in the presence or absence of a base. To be done. Examples of the "condensing agent" used include: (1) a combination of a phosphoric ester such as diethylphosphoryl cyanide or diphenylphosphoryl azide and the following base; (2) 1,3-dicyclohexylcarbodiimide,
3-diisopropylcarbodiimide, 1-ethyl-3-
Carbodiimides such as (3-dimethylaminopropyl) carbodiimide; combinations of the carbodiimides and the following bases; the carbodiimides and N-hydroxysuccinimide, 1-hydroxybenzotriazole, N-hydroxy-5-norbornene-2,3-di A combination of N-hydroxys such as carboximide; (3) 2,2'-dipyridyl disulfide, 2,
A combination of disulfides such as 2'-dibenzothiazolyl disulfide and phosphines such as triphenylphosphine and tributylphosphine; (4) N, N'-disuccinimidyl carbonate, di-2-pyridyl carbonate , S, S'-bis (1-
(5) carbonates such as phenyl-1H-tetrazol-5-yl) dithiocarbonate; (5) phosphinic chlorides such as N, N'-bis (2-oxo-3-oxazolidinyl) phosphinic chloride; 6) N, N'-disuccinimidyl oxalate,
N, N'-diphthalimido oxalate, N, N'-bis (5-norbornene-2,3-dicarboxyimidyl) oxalate, 1,1'-bis (benzotriazolyl) oxalate, 1,1 Oxalates such as'-bis (6-chlorobenzotriazolyl) oxalate and 1,1'-bis (6-trifluoromethylbenzotriazolyl) oxalate; (7) the phosphines and diethyl azodicarboxylate;
A combination of azodicarboxylic acid esters such as 1,1 ′-(azodicarbonyl) dipiperidine or azodicarboxamides; a combination of the phosphines and the following bases: (8) N-ethyl-5-phenylisoxazolium −
N-lower alkyl-5-arylisoxazolium-3'-sulfonates such as 3'-sulfonate; (9) diheteroaryl diselenides such as di-2-pyridyl diselenide; ) Arylsulfonyl triazolides such as p-nitrobenzenesulfonyl triazolide; (11) 2-halo-1-lower alkylpyridinium halides such as 2-chloro-1-methylpyridinium iodide; (12) 1, 1'-Oxalyldiimidazole, N,
Imidazoles such as N'-carbonyldiimidazole; (13) 3-lower alkyl-2-halogen-benzothiazolium fluoroborates such as 3-ethyl-2-chloro-benzothiazolium fluoroborate (14) 3-lower alkyl-benzothiazole-2-therons such as 3-methyl-benzothiazole-2-theron; (15) Phosphates such as phenyldichlorophosphate and polyphosphate ester; (16) Chloro (17) A combination of a lower alkanesulfonyl halide such as methanesulfonyl chloride with the following bases: (17) N, a halogenosulfonyl isocyanate such as sulfonyl isocyanate; (17) A halogenosilane such as trimethylsilyl chloride or triethylsilyl chloride; N, N, N, N ', N'-tetra-lower alkylhalogenoformamidium chlorides such as N', N'-tetramethylchloroformamidium chloride; ).

The solvent to be used is not particularly limited as long as it does not hinder the reaction and dissolves the starting materials to some extent, but is preferably an aliphatic hydrocarbon such as hexane or heptane; Aromatic hydrocarbons such as toluene and xylene; methylene chloride, chloroform,
Halogenated hydrocarbons such as carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; diethyl ether, diisopropyl ether, tetrahydrofuran, Ethers such as dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N-dimethylacetamide,
Examples thereof include amides such as N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphorotriamide. The base used is not particularly limited as long as it is used as a base in a normal reaction, but preferably N-methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methyl. Piperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4- (N, N-dimethylamino) pyridine, 2,6
Mention may be made of organic bases such as -di (tert-butyl) -4-methylpyridine, quinoline, N, N-dimethylaniline, N, N-diethylaniline. Incidentally, 4
-(N, N-dimethylamino) pyridine, 4-pyrrolidinopyridine may be used in a catalytic amount in combination with other bases, and may be used in a molecular sieve in order to carry out the reaction effectively. Dehydrating agents, quaternary ammonium salts such as benzyltriethylammonium chloride, tetrabutylammonium chloride, dibenzo-1
Crown ethers such as 8-crown-6,3,4
-Dihydro-2H-pyrido [1,2-a] pyrimidine-
It is also possible to add an acid scavenger such as 2-one.
The reaction is carried out at a temperature of -20 ° C to 80 ° C, preferably 0 ° C to room temperature. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 10 minutes to 3 days, and preferably 30 minutes to 1 day.

Step A2 is a compound represented by the formula ( ⁸ )
After removing the group, the resulting hydroxyl group is converted into a leaving group Y ′ in the presence of a base or in the presence or absence of a solvent to produce compound (V).

The removal of the R ⁸ group depends on its type, but is generally carried out as follows by methods well known in the art.

When a silyl group is used as the R ⁸ group, a compound which generates a fluorine anion, such as tetrabutylammonium fluoride, hydrofluoric acid, hydrofluoric acid-pyridine and potassium fluoride, is usually used. Treated or acetic acid,
It can be removed by treatment with an organic acid such as methanesulfonic acid, paratoluenesulfonic acid, trifluoroacetic acid, trifluoromethanesulfonic acid, B-bromocatecholborane or an inorganic acid such as hydrochloric acid. In addition, when removing with a fluorine anion, the reaction may be accelerated by adding an organic acid such as formic acid, acetic acid, or propionic acid. The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but preferably diethyl ether or diisopropyl ether.
Examples thereof include ethers such as tellurium, tetrahydrofuran, dioxane, dimethoxyethane, and diethylene glycol dimethyl ether; nitriles such as acetonitrile and isobutyronitrile; water; organic acids such as acetic acid and mixed solvents thereof. The reaction temperature and the reaction time are not particularly limited, but are usually 0 ° C. to 150 ° C. (preferably 10 ° C. to 100 ° C.), and 1 hour to 48 hours (preferably 2 hours to 12 hours). To be done.

When the R ⁸ group is an aralkyl group or an aralkyloxycarbonyl group, it is usually removed by contact with a reducing agent in a solvent (preferably catalytic reduction at room temperature under a catalyst). Alternatively, a method of removing using an oxidizing agent is preferable. The solvent used in the removal by catalytic reduction is not particularly limited as long as it does not participate in this reaction, but alcohols such as methanol, ethanol and isopropanol, diethyl ether, Ethers such as tetrahydrofuran and dioxane, aromatic hydrocarbons such as toluene, benzene and xylene,
Aliphatic hydrocarbons such as hexane and cyclohexane,
Esters such as ethyl acetate and propyl acetate, formamide, dimethylformamide, dimethylacetamide, amides such as N-methyl-2-pyrrolidone and hexamethylphosphorotriamide, formic acid, fatty acids such as acetic acid, water, or These mixed solvents are preferable, and more preferably, alcohols, fatty acids, mixed solvents of alcohols and ethers, mixed solvents of alcohols and water, or fatty acids. It is a mixed solvent with water. The catalyst used is not particularly limited as long as it is usually used in a catalytic reduction reaction, but is preferably palladium carbon, palladium black, Raney-nickel, platinum oxide, platinum black, rhodium-oxidation. Aluminum, triphenylphosphine-rhodium chloride, palladium-barium sulfate are used. The pressure is not particularly limited, but it is usually 1 to 10 atm. The reaction temperature and reaction time depend on the starting materials,
Depending on the type of solvent and catalyst, etc., it is usually 0 ° C to 100 ° C (preferably 20 ° C to 70 ° C), 5 minutes to 4
It is 8 hours (preferably 1 to 24 hours).

The solvent used in the removal by oxidation is not particularly limited as long as it does not participate in the reaction, but is preferably a water-containing organic solvent. Suitable examples of such organic solvents include ketones such as acetone, methylene chloride, chloroform, halogenated hydrocarbons such as carbon tetrachloride, nitriles such as acetonitrile, diethyl ether, tetrahydrofuran, and dioxane. And ethers, amides such as dimethylformamide, dimethylacetamide and hexamethylphosphorotriamide, and sulfoxides such as dimethylsulfoxide. The oxidizing agent used is not particularly limited as long as it is a compound used for oxidation, but preferably potassium persulfate, sodium persulfate, ammonium cerium nitrate (CAN), 2,3-
Dichloro-5,6-dicyano-p-benzoquinone (DD
Q) is used. The reaction temperature and reaction time vary depending on the type of the starting material, the solvent and the catalyst, and the reaction is usually performed at 0 to 150 ° C. for 10 minutes to 24 hours.

In liquid ammonia or methanol
In alcohols such as ethanol and ethanol.
It can also be removed by applying alkali metals such as metallic lithium and metallic sodium at a temperature of from -20 ° C to -20 ° C.

Further, it can be removed by using an aluminum silyl halide such as aluminum chloride-sodium iodide or trimethylsilyl iodide in a solvent. The solvent used is not particularly limited as long as it does not participate in the reaction, but is preferably a nitrile such as acetonitrile, a methylene chloride, a halogenated hydrocarbon such as chloroform, or a mixed solvent thereof. Is used. The reaction temperature and reaction time vary depending on the starting material, solvent, etc., but are usually 0 to 50 ° C. and 5 minutes to 3 minutes.
Implemented for days.

When the reaction substrate has a sulfur atom,
Preferably, aluminum chloride-sodium iodide is used.

When R ⁸ is an aliphatic acyl group, an aromatic acyl group or a lower alkoxycarbonyl group, it is removed by treating with a base in a solvent.

The base to be used is not particularly limited as long as it does not affect the other parts of the compound. Preferably, metal alkoxides such as sodium methoxide; sodium carbonate, potassium carbonate, carbonate Alkali metal carbonates such as lithium; alkali metal hydroxides such as sodium hydroxide, potassium hydroxide, lithium hydroxide, barium hydroxide or ammonia such as aqueous ammonia and concentrated ammonia-methanol are used. . The solvent used is not particularly limited as long as it can be used in a usual hydrolysis reaction, and water; methanol, ethanol
Preferred are organic solvents such as alcohols such as alcohol and n-propanol, organic solvents such as ethers such as tetrahydrofuran and dioxane, or mixed solvents of water and the above organic solvents. The reaction temperature and the reaction time vary depending on the starting material, the solvent, the base used and the like and are not particularly limited. However, in order to suppress side reactions, it is usually carried out at 0 to 150 ° C. for 1 to 10 hours.

When the R ⁸ group is a lower alkoxymethyl group, a tetrahydropyranyl group, a tetrahydrothiopyranyl group, a tetrahydrofuranyl group, a tetrahydrothiofuranyl group or a substituted ethyl group, usually in a solvent,
It is removed by treating with acid. The acid used is not particularly limited as long as it is usually used as a Bronsted acid or a Lewis acid, and preferably hydrogen chloride; an inorganic acid such as hydrochloric acid, sulfuric acid or nitric acid; or acetic acid or triacid. Bronsted acids such as organic acids such as fluoroacetic acid, methanesulfonic acid and p-toluenesulfonic acid: Lewis acids such as boron trifluoride, but also strong acid cation exchange resins such as Dowex 50W. Can be used. The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent,
Suitably, aliphatic hydrocarbons such as hexane, heptane, ligroin, petroleum ether; benzene, toluene,
Aromatic hydrocarbons such as xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; ethyl formate, ethyl acetate, propyl acetate, butyl acetate, diethyl carbonate, etc. Esters; diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; methanol;
, Ethanol, n-propanol, isopropanol
, N-butanol, isobutanol, tert-butanol
Alcohols such as alcohol, isoamyl alcohol, diethylene glycol, glycerin, octanol, cyclohexanol, methyl cellosolve; acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone,
Ketones such as cyclohexanone; water, or a mixed solvent thereof is preferable, and halogenated hydrocarbons, esters or ethers are more preferable. The reaction temperature and the reaction time will differ depending on the starting materials, the solvent, the type and concentration of the acid used, etc., but are usually -10 to 100 ° C.
(Preferably −5 to 50 ° C.) for 5 minutes to 48 hours (preferably 30 minutes to 10 hours).

When the R ⁸ group is an alkenyloxycarbonyl group, the same conditions as those for the removal reaction when the R ⁸ group is an aliphatic acyl group, an aromatic acyl group or a lower alkoxycarbonyl group are usually used. And by treating with a base.

In the case of allyloxycarbonyl, palladium and triphenylphosphine or bis (methyldiphenylphosphine) (1,5-cyclooctadiene) iridium (I) hexafluorophosphate are particularly used. The method of removal is simple and can be carried out with few side reactions.

The solvent used in the subsequent reaction is not particularly limited as long as it does not hinder the reaction and dissolves the starting material to some extent, but is preferably an aromatic solvent such as benzene, toluene or xylene. Hydrocarbons; halogenated hydrocarbons such as methylene chloride and chloroform;
Diethyl ether, tetrahydrofuran, dioxane,
Ethers such as dimethoxyethane or nitriles such as acetonitrile; formamide, N, N-dimethylformamide, N, N-dimethylacetamide, N-
Examples include amides such as methyl-2-pyrrolidone, N-methylpyrrolidinone, and hexamethylphosphorotriamide; pyridine. As the base used,
There is no particular limitation as long as it is used as a base in a usual reaction, but preferably N-methylmorpholine, triethylamine, tripropylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine , 4-pyrrolidinopyridine, picoline, 4- (N, N-dimethylamino) pyridine, 2,6-di (t-butyl) -4-methylpyridine, quinoline, N, N-dimethylaniline,
N, N-diethylaniline, 1,5-diazabicyclo [4.3.0] non-5-ene (DBN), 1,4-diazabicyclo [2.2.2] octane (DABCO),
1,8-diazabicyclo [5.4.0] undec-7-
Mention may be made of organic bases such as ene (DBU), more preferably triethylamine, pyridine and 4
-(N, N-dimethylamino) pyridine.

Most preferably, this is achieved by using pyridine as a solvent and adding a catalytic amount of 4- (N, N-dimethylamino) pyridine. The reaction temperature is -20 ° C to 50 ° C, preferably -10 ° C to 20 ° C.
The reaction time varies depending mainly on the reaction temperature, the starting compound, the reagent or the type of solvent used, but is usually 15 minutes to 24 hours, and preferably 30 minutes to 6 hours.

As a reagent for forming the leaving group Y ', a corresponding halide is used. Examples of such a reagent include sulfonyl halides such as methanesulfonyl chloride and P-toluenesulfonyl chloride.

Step A3 is a step of producing a saturated heterocyclic compound (I) of the present invention by reacting the compound (V) with the compound (VI) in a solvent in the presence of a base.

The solvent used is not particularly limited as long as it does not hinder the reaction and dissolves the starting materials to some extent, but is preferably an aliphatic hydrocarbon such as hexane, heptane, ligroin or petroleum ether. Hydrogens; aromatic hydrocarbons such as benzene, toluene and xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethyl formate, ethyl acetate, propyl acetate; Esters such as butyl acetate and diethyl carbonate; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone, cyclohexane Ketones such as xanone; nitro compounds such as nitroethane and nitrobenzene; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-2 −
Examples thereof include amides such as pyrrolidone, N-methylpyrrolidinone, and hexamethylphosphorotriamide; sulfoxides such as dimethyl sulfoxide and sulfolane, and more preferable are amides, ethers and nitriles. , Most preferably amides. The base to be used is not particularly limited as long as it is used as a base in a usual reaction, but metal iodide such as potassium iodide and sodium carbonate, potassium carbonate, lithium carbonate are preferred. Alkali metal carbonates such as; alkali metal hydrogen carbonates such as sodium hydrogen carbonate, potassium hydrogen carbonate, lithium hydrogen carbonate; alkali metal hydrides such as lithium hydride, sodium hydride, potassium hydride; In combination with alkali metal hydroxides such as sodium, potassium hydroxide, barium hydroxide and lithium hydroxide or inorganic bases such as alkali metal fluorides such as sodium fluoride and potassium fluoride, or , N-methylmorpholine, triethylamine,
Tripropylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4- (N, N-dimethylamino) pyridine, 2,
6-di (t-butyl) -4-methylpyridine, quinoline, N, N-dimethylaniline, N, N-diethylaniline, 1,5-diazabicyclo [4.3.0] nona-5
-Ene (DBN), 1,4-diazabicyclo [2.2.
2] octane (DABCO), 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU), and other organic bases, and more preferably, metal iodide and inorganic base. It is a combination with a class, most preferably,
It is a combination of metal iodide and alkali metal hydrogen carbonates. The reaction temperature is 0 ° C to 150 ° C,
Preferably, it is between 20 ° C and 120 ° C. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 30 minutes to 48 hours, and preferably 1 hour to 12 hours.

[Method B]

[0083]

Embedded image

In the above formula, R ¹ , R ² , A, B, D, E,
G and L have the same meaning as described above. G ′ represents a corresponding group having one less carbon atom than the “alkylene group having 1 to 4 carbon atoms or the alkenylene group having 2 to 4 carbon atoms” in the definition of G.

[Method B] is a separate method for synthesizing the saturated heterocyclic compound (I) from the compound (VII).

Step B1 is an alcohol derivative (VI
The aldehyde derivative (VII
This is a step of producing I) and is usually performed in a solvent in the presence of an oxidizing agent.

The oxidation reaction in this step is not particularly limited as long as it is an oxidation reaction for producing an aldehyde from a primary alcohol. For example, Collins oxidation carried out using pyridine and chromic acid in methylene chloride; ,
Pyridinium chlorochromat
e, PCC) PCC oxidation; pyridinium dichromate (methylene chloride) in methylene chloride
PDC oxidation carried out using PDC; in methylene chloride,
Electrophilic agents (eg acetic anhydride, trifluoroacetic anhydride, thionyl chloride, sulfuryl chloride, oxalyl chloride, dicyclohexylcarbodiimide, diphenylketene-p-tolylimine, N, N-diethylaminoacetylene, N,
N-dimethylaminophenylacetylene, sulfur trioxide
Pyridine complex) and dimethyl sulfoxide (DMS)
O)), such as Swern oxidation, DMSO
Oxidation; and the oxidation of manganese dioxide carried out using manganese dioxide in methylene chloride or benzene. Preference is given to Swern oxidation with oxalyl chloride and DMSO in methylene chloride. The reaction temperature is usually -100 ° C to room temperature, preferably -78 ° C to -20 ° C. The reaction time is usually 1
The time is 0 minutes to 2 days, preferably 10 minutes to 6 days.
Time.

Step B2 is a step of reacting the compound (VIII) with the compound (VI) by reductive amination to produce a saturated heterocyclic compound (I).

The solvent to be used is not particularly limited as long as it does not hinder the reaction and dissolves the starting materials to some extent. Ethers such as tetrahydrofuran and dioxane can be mentioned. More preferably, it is an alcohol,
Most preferably, it is methanol or ethanol. The reducing agent to be used is not particularly limited as long as it is usually used as a reducing agent, but is preferably a hydride such as sodium cyanoborohydride, sodium borohydride or lithium borohydride. Alkali metal borohydride; lithium aluminum hydride, lithium hydride tri-tert-
Aluminum hydride compounds such as butoxide aluminum; sodium tellurium hydride; hydride reagents such as hydrogenated organoaluminum-based reducing agents such as di (isobutyl) aluminum hydride and bis (methoxyethoxy) aluminum sodium hydride; More preferred is an alkali metal borohydride, and most preferred is sodium cyanoborohydride.

The reaction temperature is -10 ° C to 100 ° C, preferably room temperature to 80 ° C. The reaction time varies depending mainly on the reaction temperature, the raw material compound, the reaction reagent or the type of solvent used, but is usually 10 minutes to 2 minutes.
It is a day, preferably 1 to 6 hours.

[Method C]

[0092]

Embedded image

In the above formula, R ² , D and G are as defined above.

R ⁹ represents a hydroxyl-protecting group, and is the same as the “hydroxyl-protecting group” in the definition of R ⁸ . [C
Method] is the same as in the above compound (II),

[0095]

Embedded image

Is a method for producing a compound having a 5-membered ring.

Step C1 is a step of oxidizing the exo-methylene group of compound (IX) to a diol form with an oxidizing agent in a solvent to produce compound (X).

The oxidizing agent to be used is not particularly limited as long as it is usually used in an oxidation reaction, but preferably, manganese oxides such as potassium permanganate and manganese dioxide; ruthenium oxide ( Ruthenium oxides such as IV); selenium compounds such as selenium dioxide; osmium tetroxide, potassium osmate dihydrate (K ₂ OsO _4.
2H ₂ O) and osmium compounds,
More preferably, it is an oxidizing agent for reoxidizing catalytic amounts of osmium tetroxide and osmium. Examples of such oxidizing agents include ferricyanide metals such as potassium ferricyanide; 4-methylmorpholine N-oxide. N-oxides of amines such as; inorganic oxidants such as persulfate compounds such as potassium persulfate, sodium persulfate; peroxides such as t-butyl hydroperoxide; t-butyl hypochlorite Examples of suitable hypochlorous acid compounds; nitrites such as methyl nitrite, and more preferred are ferricyanide and amine N-oxides.

The solvent to be used is not particularly limited as long as it does not hinder the reaction and dissolves the starting materials to some extent. Halogenated hydrocarbons such as methylene chloride and chloroform; ethers such as ether, tetrahydrofuran, dioxane and dimethoxyethane; amides such as dimethylformamide, dimethylacetamide and hexamethylphosphorotriamide; dimethyl sulfoxide Sulfoxides such as methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, and t-butanol.
Alcohols such as alcohol and isoamyl alcohol; esters such as ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; dilute acid such as sulfuric acid water; dilute base such as sodium hydroxide water; water Acetone, ketones such as methyl ethyl ketone; organic bases such as pyridine or nitriles such as acetonitrile and the above-mentioned mixed solvent can be mentioned, and more preferably acetone or a mixed solvent of acetone-water.

The reaction is carried out at a temperature of -20 ° C to 80 ° C, preferably -5 ° C to 50 ° C. The reaction time is
Although it depends mainly on the reaction temperature, the raw material compound, the reagent or the type of solvent used, it is generally 1 hour to 24 hours, and preferably 2 hours to 12 hours. If desired, an asymmetric dihydroxylation reaction using an asymmetric ligand can be carried out to produce an optically active diol derivative having a specific absolute configuration. For such asymmetric dihydroxylation reaction, for example, a method such as Sharpless (Chemical Review, Vol. 94, page 2483 (1994)) is known and can be achieved by carrying out the reaction according to this method. .

For example, the oxidizing agent used in such a reaction is, for example, 0.0001 equivalent to 0.1 equivalent.
1 equivalent (preferably 0.001 equivalent to 0.005 equivalent) of osmium tetroxide and, as an asymmetric ligand, hydroquinidine 1,4-phthalazinediyl diether ((DHQD) ₂ -PHAL), hydroquinidine
2,5 Hydro quinidine, such as diphenyl-4,6-pyrimidinediyl diether ((DHQD) ₂ -PYR) (preferably, a (DHQD) ₂ -PHAL.), And for re-oxidizing the osmium Examples of the oxidizing agent include potassium ferricyanide and potassium carbonate.

Examples of the solvent used include water and halogenated hydrocarbons such as methylene chloride and chloroform;
Ethers such as ether, tetrahydrofuran, dioxane, dimethoxyethane; dimethylformamide,
Amides such as dimethylacetamide, hexamethylphosphorotriamide; sulfoxides such as dimethylsulfoxide; methanol, ethanol, n-propanol, isopropanol, n-butanol, t-butanol. Alcohols such as alcohol, isobutanol and isoamyl alcohol; ketones such as acetone and methyl ethyl ketone; esters such as ethyl acetate, propyl acetate, butyl acetate, diethyl carbonate or nitriles such as acetonitrile A mixed solvent of water and alcohols is preferable, and a mixed solvent of water and t-butanol is more preferable.

Further, the exo-methylene group of the compound (IX) is converted into thiirane according to a conventional method, followed by ring opening with a hydroxy ion to produce a compound (X) wherein D is a sulfur atom. Can be.

Step C2 converts a primary hydroxyl group of compound (X) into a leaving group in the presence of a base in the presence or absence of a solvent, and then converts the primary hydroxyl group in a solvent in the presence or absence of a catalyst. In this step, the compound is reacted with an azide reagent and converted into an azide group to produce a compound (XI).

The solvent to be used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting materials to some extent. Preferably, aromatic solvents such as benzene, toluene and xylene; Halogenated hydrocarbons such as methylene chloride and chloroform; ethers such as ether, tetrahydrofuran, dioxane and dimethoxyethane or nitriles such as acetonitrile; formamide, N, N-dimethylformamide, N, N −
Dimethylacetamide, N-methyl-2-pyrrolidone,
Examples thereof include amides such as N-methylpyrrolidinone and hexamethylphosphorotriamide. More preferably, they are halogenated hydrocarbons and ethers in the first-stage reaction, and are more preferable in the latter-stage reaction. , Amides.

The former reaction is carried out according to the latter step of the above-mentioned Step A2 .

The reagent used in the subsequent reaction is not particularly limited as long as it is usually used for azidation, but is preferably a diaryl phosphoric acid azide derivative such as diphenyl phosphoric acid azide; trimethylsilyl azide, Examples thereof include trialkylsilyl azides such as triethylsilyl azide and alkali metal azides such as sodium azide, potassium azide and lithium azide, and more preferably alkali metal azide.

Examples of the catalyst used include trialkylsilyl triflates such as trimethylsilyl triflate and triethylsilyl triflate, and trifluoroborane etherates, Lewis such as aluminum chloride and zinc chloride. Acids can be mentioned.

The reaction temperature is from 20 ° C. to 180 ° C.
Preferably, it is 50 ° C to 150 ° C. While the reaction time mainly varies depending on the reaction temperature, the raw material compound, the reagent or the type of solvent used, it is generally 10 minutes to 24 hours, and preferably 30 minutes to 8 hours.

Step C3 is a step of producing an amino compound (XII) by reducing the azide group of the compound (XI) in a solvent.

The reduction method is not particularly limited as long as it is a reagent capable of reducing an azide group to an amino group. Preferably, the reduction method is carried out in an aqueous solvent (preferably, ethers such as tetrahydrofuran). Phosphine is used as a reducing agent at 20 ° C. to 150 ° C. (preferably 50 ° C. to 100 ° C.), usually for 15 minutes to 1 day (preferably 1 hour to 12 hours). , Or using a catalyst such as palladium carbon, platinum or Raney nickel, and an alcohol such as methanol or ethanol.
Esters; esters such as ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; ethers such as tetrahydrofuran and dioxane; fatty acids such as acetic acid or mixed solvents of these organic solvents and water (suitably Is an arc
It is a class. ), -10 ° C to 100 ° C (preferably,
The temperature is 0 ° C to 50 ° C. ), It is usually achieved by carrying out catalytic reduction for 1 hour to 4 days (preferably 2 hours to 2 days).

Step C4 reacts the amino group and the DH group of compound (XII) with aldehydes, ketones, or acetals in the presence or absence of a solvent, in the presence or absence of an acid catalyst, In this step, an oxazolidine ring or a thiazolidine ring is formed to produce a compound (II).

The aldehydes used include, for example, formaldehyde, paraformaldehyde, acetaldehyde and the like. The ketones include, for example, acetone and cyclopropanone. The acetal includes, for example, acetone. Dimethyl acetal and the like can be mentioned.

The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but preferably, it is an aliphatic carbonization such as hexane, heptane, ligroin or petroleum ether. Hydrogens; aromatic hydrocarbons such as benzene, toluene and xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethyl formate, ethyl acetate, propyl acetate, Esters such as butyl acetate, diethyl carbonate; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone, cyclo Ketones such as xanone; nitro compounds such as nitroethane and nitrobenzene; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-2 −
Examples thereof include amides such as pyrrolidone, N-methylpyrrolidinone and hexamethylphosphorotriamide; sulfoxides such as dimethyl sulfoxide and sulfolane, and more preferably aromatic hydrocarbons, and most preferably aromatic hydrocarbons. , Benzene and toluene.

The acid catalyst to be used is not particularly limited as long as it is used as an acid catalyst in a usual reaction, but is preferably hydrochloric acid, hydrobromic acid, sulfuric acid, perchloric acid,
Mention may be made of inorganic acids such as phosphoric acid or Bronsted acids such as acetic acid, formic acid, oxalic acid, methanesulphonic acid, p-toluenesulphonic acid, camphorsulphonic acid, trifluoroacetic acid and trifluoromethanesulphonic acid. , More preferably an organic acid, and most preferably p-
It is toluene sulfonic acid.

The reaction is carried out at a temperature of from 50 ° C. to 200 ° C., preferably from 80 ° C. to 150 ° C. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but it is usually 30 minutes to 4 minutes.
8 hours, preferably 1 to 12 hours.

[Method D]

[0118]

Embedded image

In the above formula, R ² , R ⁹ , D, E and G are
The meaning is as defined above.

R ¹⁰ represents a hydroxyl-protecting group, and is the same as the “protecting group in the reaction” in the definition of R ⁸ .

R ¹¹ represents an imino group-protecting group, for example, the above “lower aliphatic acyl group”; the above “aromatic acyl group”; the above “lower alkoxycarbonyl group”; the above “alkenyloxycarbonyl group”; The "aralkyloxycarbonyl group"; or the "silyl group" can be mentioned, preferably a lower alkoxycarbonyl group, and more preferably tert-butoxycarbonyl.

[Method D] is based on the above compound (II).
ring

[0123]

Embedded image

Is a method for producing a compound having a 6- to 8-membered ring.

Step D1 is a diol compound (X)
After converting the primary hydroxyl group of the compound (III) into a leaving group and then substituting the amino group of the aminoalcohol compound (XIII), the resulting secondary amino group is protected with an R ¹¹ group to give a compound (XI
This is a step of manufacturing V).

The reaction for converting the primary hydroxyl group of the diol compound (X) into a leaving group is carried out in accordance with the latter reaction of Step A2 .

The compound obtained by converting the primary hydroxyl group of the diol compound (X) to a leaving group is converted to an amino alcohol compound (XII
The reaction of substituting the amino group of I) is usually performed using a metal salt in a solvent. The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but for example, aromatic hydrocarbons such as benzene, toluene and xylene; methylene chloride, chloroform, Halogenated hydrocarbons such as carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; acetone, methyl ethyl ketone, methyl Ketones such as isobutyl ketone, isophorone and cyclohexanone: nitriles such as acetonitrile, propionitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N-dimethylacetate Bromide,
Examples thereof include amides such as N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphorotriamide. Preferred are nitriles,
More preferably, it is acetonitrile. Examples of the metal salt used include metal perchlorates such as lithium perchlorate, magnesium perchlorate and sodium perchlorate; metal chlorides such as calcium chloride, zinc chloride and cobalt chloride; lithium tetrafluoroborate. Metal tetrafluoroborate salts such as potassium tetrafluoroborate; zinc trifluoromethanesulfonate and the like. Metal perchlorates are preferred, and lithium perchlorate is more preferred.

The reaction temperature is -20 ° C to 150 ° C, preferably room temperature to 100 ° C. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 30 minutes to 2 days, and preferably 2 hours to 1 day.

The secondary amino group at the subsequent stage is represented by R¹¹Engineering protected by a base
The process is carried out as follows. <Method 1> General formula R¹¹A compound having -X, or
General formula R¹¹-OR¹¹A compound having¹¹Is an acyl group
In the above formula, R¹¹Represents the same meaning as described above, X represents elimination
Group, the leaving group is usually a nucleophilic residue
There is no particular limitation as long as it is a leaving group, but preferably a salt
Halogen atom such as elemental, bromine, iodine; methoxycarbo
Lower alkyl groups such as nyloxy and ethoxycarbonyloxy
Lucoxycarbonyloxy group; chloroacetyloxy,
Dichloroacetyloxy, trichloroacetyloxy,
Halogenated alk such as trifluoroacetyloxy
Lucarbonyloxy group; methanesulfonyloxy, eth
Lower alkanesulfonyl groups such as
Xy group; trifluoromethanesulfonyloxy, penta
Lower halogeno such as fluoroethanesulfonyloxy
Alkanesulfonyloxy group; Benzenesulfonyloxy
Ci, p-toluenesulfonyloxy, p-nitrobenze
Arylsulfonyloxy such as sulfonylsulfonyloxy
Group, and more preferably a halogen atom,
Halogeno lower alkane sulfonyloxy group and ant
Is a sulfonylsulfonyloxy group. ] 1 to 4 equivalents (good
Suitably 2 to 3 equivalents) and the resulting compound as a solvent
A method of reacting in the presence or absence of a base,<Method 2> General formula R¹¹A compound having —OH (R¹¹
Is an acyl group) [In the above formula, R¹¹Indicates the same meaning as described above. ], And generate
And the compound in a solvent in the presence of the "condensation agent".
A method of reacting in the presence or absence of a group.

<Method 3> In particular, when R ¹¹ is a tert-butoxycarbonyl group or a benzyloxycarbonyl group, the tert-butoxycarbonyl agent or the benzyloxycarbonylating agent and the resulting compound are dissolved in a solvent,
The secondary amino group can be protected with the R ¹¹ group by reacting in the presence of a base.

The solvent used in <Method 1> is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but preferably it is an aliphatic carbonization such as hexane or heptane. Hydrogen; benzene, toluene,
Aromatic hydrocarbons such as xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; ethyl formate, ethyl acetate, propyl acetate, butyl acetate, diethyl carbonate, etc. Esters; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N- Dimethylacetamide, N-methyl-2-pyrrolidone, N-
Amides such as methylpyrrolidinone and hexamethylphosphorotriamide can be mentioned. The base used in <Method 1> is not particularly limited as long as it is used as a base in a normal reaction,
Preferably, N-methylmorpholine, triethylamine,
Tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4- (N, N
Organic bases such as -dimethylamino) pyridine, 2,6-di (tert-butyl) -4-methylpyridine, quinoline, N, N-dimethylaniline and N, N-diethylaniline. In addition, 4- (N, N-dimethylamino) pyridine and 4-pyrrolidinopyridine can be used in a catalytic amount in combination with other bases.
In order to carry out the reaction effectively, quaternary ammonium salts such as benzyltriethylammonium chloride and tetrabutylammonium chloride, dibenzo-18-
Crown ethers such as crown-6 can also be added. The reaction temperature is usually from -20 ° C to the reflux temperature of the solvent used, preferably 0 ° C to room temperature. The reaction time is mainly the reaction temperature, the raw material compound,
Depending on the type of base used or the type of solvent used, it is usually 10 minutes to 3 days, preferably 1
Time to one day.

Specific examples of the compound having the general formula R ¹¹ -X include aliphatic acyl halides such as acetyl chloride, propionyl chloride, butyryl bromide, valeryl chloride and hexanoyl chloride; methoxycarbonyl chloride and methoxycarbonyl bromide. Ethoxycarbonyl chloride, propoxycarbonyl chloride, butoxycarbonyl chloride, lower alkoxycarbonyl halide such as hexyloxycarbonyl chloride or benzoyl chloride, benzoyl bromide, acyl halides such as arylcarbonyl halide such as naphthoyl chloride, tert-butyl Dimethylsilyl chloride, trimethylsilyl chloride, triethylsilyl chloride, triethylsilyl bromide, triisopropylsilyl chloride Chloride, dimethylisopropylsilyl chloride, diethylisopropylsilyl chloride,
tert-Butyldiphenylsilyl chloride, diphenylmethylsilyl chloride, silyl halides such as triphenylsilyl chloride or the corresponding silyl trifluoromethanesulfonates, benzyl chloride, aralkyl halides such as benzyl bromide or pivaloyloxy. Carbonyloxy lower alkyl halides such as methyl chloride and ethoxycarbonyloxymethyl chloride can be mentioned.

Specific examples of the compound having the general formula R ¹¹ —O—R ¹¹ include, for example, aliphatic carboxylic anhydrides such as acetic anhydride, propionic anhydride, valeric anhydride and hexanoic anhydride. Alternatively, mixed acid anhydrides such as formic acid and acetic acid can be used.

The solvent used in <Method 2> is not particularly limited as long as it does not hinder the reaction and dissolves the starting material to some extent. Hydrogens: benzene, toluene,
Aromatic hydrocarbons such as xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; ethyl formate, ethyl acetate, propyl acetate, butyl acetate, diethyl carbonate, etc. Esters; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N- Dimethylacetamide, N-methyl-2-pyrrolidone, N-
Amides such as methylpyrrolidinone and hexamethylphosphorotriamide can be mentioned. As the base used in <Method 2> , the same base as described in <Method 1> above can be used. The reaction is carried out at a temperature of -20 ° C to 80 ° C, preferably 0 ° C to room temperature. The reaction time mainly depends on the reaction temperature,
Although it depends on the type of the starting compound, the reaction reagent or the solvent used, it is usually 10 minutes to 3 days, preferably
30 minutes to 1 day.

The solvent used in <Method 3> is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent. Preferably, the solvent is an aliphatic carbon such as hexane or heptane. Hydrogens, benzene, toluene,
Aromatic hydrocarbons such as xylene, halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene, ethyl formate, ethyl acetate, propyl acetate, butyl acetate, diethyl carbonate, etc. Esters, diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, ethers such as diethylene glycol dimethyl ether, acetonitrile, nitriles such as isobutyronitrile, formamide, N, N-dimethylformamide, N, N- Dimethylacetamide, N-methyl-2-pyrrolidone, N-
Examples thereof include organic solvents such as amides such as methylpyrrolidinone and hexamethylphosphorotriamide; water; and mixed solvents of water and the above organic solvents. As the base used in <Method 3> , the same base as described in <Method 1> above can be used. <One
The tert-butoxycarbonylating agent used in Process 3> is preferably di-tert-butyl dicarbonate, 2- (tert-butoxycarbonyloxyimino)-
2-phenylacetonitrile, S- (4,6-dimethylpyrimidin-2-yl) thiolcarboxylic acid tert-butyl ester, 1,2,2,2-tetrachloroethyl
Examples thereof include tert-butyl carbonate, and more preferably di-tert-butyl dicarbonate. <
Preferable examples of the benzyloxycarbonylating agent used in Method 3> include benzyloxycarbonyl chloride, benzyloxycarbonyl cyanide, dibenzyl dicarbonate and the like. The reaction temperature is -20 ° C to 80 ° C, and preferably,
The temperature is 0 ° C to room temperature. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 10 minutes to 3 days, and preferably 30 minutes.
Minutes to 1 day.

Step D2 undergoes a dehydration reaction from compound (XIV) by Mitsunobu reaction, and the ring is closed to form compound (X
This is a step of manufacturing V).

The reagent used in the Mitsunobu reaction is not particularly limited as long as it can be used in the Mitsunobu reaction, but is preferably a diazo reagent such as diethyl azodicarboxylate or diisopropyl azodicarboxylate. Azo compounds such as lower alkyl azodicarboxylates or azodicarbonyls such as 1,1 '-(azodicarbonyl) dipiperidine and triarylphosphines such as triphenylphosphine or tri-n-butylphosphine. It is a combination of phosphines such as tri-lower alkyl phosphines, more preferably a combination of di-lower alkyl azodicarboxylates and triaryl phosphines, most preferably diethyl azodicarboxylate and triphenyl. It is a combination of phosphines. The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but preferably, aromatic hydrocarbons such as benzene, toluene and xylene; methylene chloride, Halogenated hydrocarbons such as chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; diethyl ether, diisopropyl ether
Ethers such as ter, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl Examples include amides such as 2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphorotriamide; sulfoxides such as dimethyl sulfoxide and sulfolane, preferably aromatic hydrocarbons and ethers. Is. The reaction temperature is −20 ° C. to 100 ° C., preferably 0 ° C. to 50 ° C. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 10 minutes to 3 days, and preferably 30 minutes to 12 hours.

In the course of carrying out this step, R ⁹
The group and the R ¹¹ group may be removed, in which case
If desired, the imino group can be protected again with the R ¹¹ group according to the latter step of Step D1 , and the hydroxyl group can be protected with the R ⁹ group again according to any of the following methods. .

<Method 1> A compound having the general formula R ⁹ —X or a compound having the general formula R ⁹ —O—R ⁹ (R
^{When 9} is an acyl group) [In the above formula, R ⁹ has the same meaning as described above, and preferably,
It is a “silyl group”, most preferably a tert-butyldimethylsilyl group. X represents a leaving group, and the leaving group is not particularly limited as long as it is a group capable of leaving as a nucleophilic residue, but preferably, such as chlorine, bromine or iodine. Halogen atom; lower alkoxycarbonyloxy group such as methoxycarbonyloxy, ethoxycarbonyloxy; halogenated alkylcarbonyloxy group such as chloroacetyloxy, dichloroacetyloxy, trichloroacetyloxy, trifluoroacetyloxy; methanesulfonyloxy, ethane Lower alkanesulfonyloxy group such as sulfonyloxy; halogeno lower alkanesulfonyloxy group such as trifluoromethanesulfonyloxy, pentafluoroethanesulfonyloxy; benzenesulfonyloxy, p-toluenesulfonyloxy, p-nitrobenzenesulfo Ants, such as aryloxy - can be exemplified Le sulfonyloxy group, more preferably a halogen atom, a lower alkanesulfonyloxy group, and, ants - a le sulfonyloxy group. 1 to 4 equivalents (preferably 2 to 3 equivalents)
A method of reacting in a solvent in the presence or absence of a base.

<Method 2> Compound having the general formula R ⁹ —OH (when R ⁹ is an acyl group) [In the above formula, R ⁹ has the same meaning as described above. ] In the presence of the above-mentioned "condensation agent" and a base in a solvent, or a method of reacting.

<Method 3> Compound having the general formula R ⁹ —OH (when R ⁹ is an acyl group) [wherein R ⁹ has the same meaning as described above. ] In the presence of a halogenated phosphoric acid dialkyl ester such as diethyl chlorophosphate and a base in a solvent.

The method is carried out according to any one of the above methods.

The solvent used in <Method 1> is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but is preferably an aliphatic carbon such as hexane or heptane. Hydrogens: benzene, toluene,
Aromatic hydrocarbons such as xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; ethyl formate, ethyl acetate, propyl acetate, butyl acetate, diethyl carbonate, etc. Esters; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N- Dimethylacetamide, N-methyl-2-pyrrolidone, N-
Examples thereof include amides such as methylpyrrolidinone and hexamethylphosphorotriamide, and more preferably,
Amides. The base used in <Method 1> is not particularly limited as long as it is used as a base in a normal reaction, but preferably N-methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexyl. Amine, N
-Methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4- (N, N-dimethylamino) pyridine, 2,6-di (tert-butyl) -4-methylpyridine, imidazole, quinoline, N, N- Organic bases such as dimethylaniline and N, N-diethylaniline can be mentioned, and more preferably, triethylamine and 4- (N, N-dimethylamino) pyridine. still,
4- (N, N-dimethylamino) pyridine and 4-pyrrolidinopyridine can be used in catalytic amounts in combination with other bases, and in order to carry out the reaction effectively,
Quaternary ammonium salts such as benzyltriethylammonium chloride and tetrabutylammonium chloride, crown ethers such as dibenzo-18-crown-6 and the like can be added. The reaction temperature is usually -20 ° C to 100 ° C, but preferably,
It is -10 ° C to 50 ° C. The reaction time varies depending mainly on the reaction temperature, the raw material compound, the base used or the type of solvent used, but is usually 10 minutes to 1 day, and preferably 30 minutes to 10 hours.

Specific examples of the compound having the general formula R ⁹ -X include aliphatic acyl halides such as acetyl chloride, propionyl chloride, butyryl bromide, valeryl chloride and hexanoyl chloride; methoxycarbonyl chloride and methoxycarbonyl bromide. ,
Lower alkoxycarbonyl halides such as ethoxycarbonyl chloride, propoxycarbonyl chloride, butoxycarbonyl chloride, hexyloxycarbonyl chloride or acylhalides such as arylcarbonyl halides such as benzoyl chloride, benzoyl bromide, naphthoyl chloride, t-butyldimethyl. Silyl chloride, trimethyl silyl chloride, triethyl silyl chloride, triethyl silyl bromide, triisopropyl silyl chloride, dimethyl isopropyl silyl chloride, diethyl isopropyl silyl chloride,
Silyl halides such as t-butyldiphenylsilyl chloride, diphenylmethylsilyl chloride, triphenylsilyl chloride or corresponding silyl trifluoromethanesulfonates, aralkyl halides such as benzyl chloride and benzyl bromide, or pivaloyloxy. Carbonyloxy lower alkyl halides such as methyl chloride and ethoxycarbonyloxymethyl chloride can be mentioned.

Specific examples of the compound having the general formula R ⁹ —O—R ⁹ include, for example, aliphatic carboxylic anhydrides such as acetic anhydride, propionic anhydride, valeric anhydride and hexanoic anhydride. Alternatively, mixed acid anhydrides such as formic acid and acetic acid can be used.

The solvent used in <Method 2> is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent. Hydrogens: benzene, toluene,
Aromatic hydrocarbons such as xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; ethyl formate, ethyl acetate, propyl acetate, butyl acetate, diethyl carbonate, etc. Esters; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N- Dimethylacetamide, N-methyl-2-pyrrolidone, N-
Amides such as methylpyrrolidinone and hexamethylphosphorotriamide can be mentioned. As the base used in <Method 2> , the same base as described in <Method 1> above can be used. The reaction is carried out at a temperature of -20 ° C to 80 ° C, preferably 0 ° C to room temperature. The reaction time mainly depends on the reaction temperature,
Although it depends on the type of the starting compound, the reaction reagent or the solvent used, it is usually 10 minutes to 3 days, preferably
30 minutes to 1 day.

The solvent used in <Method 3> is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but preferably it is an aliphatic carbonization such as hexane or heptane. Hydrogen; benzene, toluene,
Aromatic hydrocarbons such as xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; ethyl formate, ethyl acetate, propyl acetate, butyl acetate, diethyl carbonate, etc. Esters; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N- Dimethylacetamide, N-methyl-2-pyrrolidone, N-
Amides such as methylpyrrolidinone and hexamethylphosphorotriamide can be mentioned. As the base used in <Method 3> , the same base as described in <Method 1> above can be used. The reaction is carried out at a temperature of from 0 ° C. to the reflux temperature of the solvent used, preferably from room temperature to 50 ° C. The reaction time depends mainly on the reaction temperature, the starting compound, the reaction reagent or the type of the solvent used, but is usually from 10 minutes to 3 minutes.
Days, preferably 30 minutes to 1 day.

Step D3 is a compound represented by the formula ( ¹¹ )
In this step, the compound (II) is produced by removing the group.

The removal of the R ¹¹ group depends on its type, but is generally carried out as follows by methods well known in the art. When R ¹¹ is a silyl group, it is usually removed by treatment with a compound that produces a fluorine anion, such as tetrabutylammonium fluoride. The reaction solvent is not particularly limited as long as it does not inhibit the reaction, but ethers such as tetrahydrofuran and dioxane are preferable. The reaction temperature and reaction time are
Although not particularly limited, the reaction is usually performed at room temperature for 10 minutes to 18 hours.

When R ¹¹ is an aliphatic acyl group, an aromatic acyl group, an alkoxycarbonyl group or a substituted methylene group forming a Schiff base, treatment with an acid or a base in the presence of a solvent. Can be removed. The acid used is usually used as an acid and is not particularly limited as long as it does not inhibit the reaction, but is preferably an inorganic acid such as hydrochloric acid, sulfuric acid, phosphoric acid or hydrobromic acid. Alternatively, a Lewis acid such as B-bromocatecholborane is used, more preferably hydrochloric acid or B-bromocatecholborane. The solvent used in the reaction with the acid is not particularly limited as long as it is used in a usual hydrolysis reaction, and examples thereof include aromatic hydrocarbons such as benzene, toluene and xylene; methylene chloride, Chloroform, carbon tetrachloride, dichloroethane,
Halogenated hydrocarbons such as chlorobenzene and dichlorobenzene; Ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; Nitrated hydrocarbons such as nitroethane and nitrobenzene Can be mentioned. Aromatic hydrocarbons and halogenated hydrocarbons are preferred.

The base to be used is not particularly limited as long as it does not affect the other parts of the compound, but is preferably a metal alkoxide such as sodium methoxide, sodium carbonate, potassium carbonate, or the like. Alkali metal carbonates such as lithium carbonate, alkali metal hydroxides such as sodium hydroxide, potassium hydroxide and lithium hydroxide or ammonia such as aqueous ammonia and concentrated ammonia-methanol are used. It should be noted that isomerization may occur in hydrolysis with a base. The solvent used in the reaction with a base is not particularly limited as long as it is used in a usual hydrolysis reaction, and water; alcohol such as methanol, ethanol and n-propanol. -Such as alcohols, tetrahydrofuran, dioxane
An organic solvent such as tellurium or a mixed solvent of water and the above organic solvent is preferable. The reaction temperature and the reaction time vary depending on the starting material, the solvent and the acid or base used, and are not particularly limited. It

When R ¹¹ is an aralkyl group or an aralkyloxycarbonyl group, it is usually removed by contacting with a reducing agent in a solvent (preferably catalytic reduction at room temperature under a catalyst). Alternatively, a method of removing using an oxidizing agent is preferable. The solvent used in the removal by catalytic reduction is not particularly limited as long as it does not participate in this reaction, but alcohols such as methanol, ethanol and isopropanol, diethyl ether, Ethers such as tetrahydrofuran and dioxane, aromatic hydrocarbons such as toluene, benzene and xylene,
Aliphatic hydrocarbons such as hexane and cyclohexane,
Esters such as ethyl acetate and propyl acetate, fatty acids such as acetic acid, or a mixed solvent of these organic solvents and water is preferable. The catalyst used is not particularly limited as long as it is usually used in a catalytic reduction reaction,
Palladium carbon, Raney nickel, platinum oxide, platinum black, rhodium-aluminum oxide, triphenylphosphine-rhodium chloride and palladium-barium sulfate are preferably used. The pressure is not particularly limited, but it is usually 1 to 10 atm. The reaction temperature and the reaction time vary depending on the starting material, the solvent, the kind of the catalyst, etc., but usually,
It is carried out at 0 to 100 ° C. for 5 minutes to 24 hours.

The solvent used in the removal by oxidation is not particularly limited as long as it does not participate in this reaction, but is preferably a water-containing organic solvent. Suitable examples of such organic solvents include ketones such as acetone, methylene chloride, chloroform, halogenated hydrocarbons such as carbon tetrachloride, nitriles such as acetonitrile, diethyl ether, tetrahydrofuran, and dioxane. And ethers, amides such as dimethylformamide, dimethylacetamide and hexamethylphosphorotriamide, and sulfoxides such as dimethylsulfoxide. The oxidizing agent used is not particularly limited as long as it is a compound used for oxidation, but preferably potassium persulfate, sodium persulfate, ammonium cerium nitrate (CAN), 2,3-
Dichloro-5,6-dicyano-p-benzoquinone (DD
Q) is used. The reaction temperature and reaction time vary depending on the type of the starting material, the solvent and the catalyst, and the reaction is usually performed at 0 to 150 ° C. for 10 minutes to 24 hours.

When R ¹¹ is an alkenyloxycarbonyl group, the protecting group for the amino group is usually the above-mentioned aliphatic acyl group, aromatic acyl group, alkoxycarbonyl group or a substituted methylene group forming a Schiff base. It is achieved by treating with a base in the same manner as in the removal reaction in some cases.

In the case of allyloxycarbonyl, the removal method using palladium and triphenylphosphine or nickel tetracarbonyl is particularly simple and can be carried out with few side reactions.

[Method E]

[0157]

Embedded image

In the above formula, R ² , R ⁹ , D and G are as defined above.

X ′ and X ″ represent the same groups as the groups in the definition of Y.

E'in the definition of E is "an alkylene group having 1 to 4 carbon atoms which may be substituted with a halogen atom" or "3 to 8 carbon atoms containing a cycloalkane ring having 3 to 6 carbon atoms". “Alkylene group” represents a corresponding group having one less carbon atom.

[Method E] is the same as Compound [I], as in Method D.
In I), the ring

[0162]

Embedded image

Is a method for producing a compound having a 6- to 8-membered ring.

Step E1 is to react an amino group of the compound (XII) with the compound (XVI) in a solvent in the presence of a base, perform acylation, and then carry out alkylation to a DH group. To form a cyclic amide, and the compound (X
VII) is a process of manufacturing.

The solvent used in the preceding acylation is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but it is preferably an aliphatic solvent such as hexane or heptane. Hydrocarbons; aromatic hydrocarbons such as benzene, toluene, xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; ethyl formate, ethyl acetate, propyl acetate , Esters such as butyl acetate and diethyl carbonate; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles such as acetonitrile and isobutyronitrile;
Formamide, N, N-dimethylformamide, N, N
Examples include amides such as -dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphorotriamide. The base used is not particularly limited as long as it is used as a base in a normal reaction, but preferably,
N-methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine, pyridine, 4-pyrrolidinopyridine, picoline, 4- (N, N-dimethylamino) pyridine, 2,6-di (tert. -Butyl) -4-methylpyridine, quinoline, N, N-dimethylaniline,
Mention may be made of organic bases such as N, N-diethylaniline. Incidentally, 4- (N, N-dimethylamino) pyridine and 4-pyrrolidinopyridine can be used in catalytic amounts in combination with other bases, and in order to effectively carry out the reaction, molecular Dehydrating agents such as sieves, quaternary ammonium salts such as benzyltriethylammonium chloride, tetrabutylammonium chloride, crown ethers such as dibenzo-18-crown-6, 3,4-dihydro-2H-pyrido [1 ，
An acid scavenger such as 2-a] pyrimidin-2-one can also be added. Reaction temperature is -20 ° C to 80 ° C
The temperature is preferably 0 ° C. to room temperature. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 10 minutes to 3 days, and preferably 30 minutes to 1 day.

In the case of the carboxylic acid derivative in which the X ″ group of the compound (XVI) represents a hydroxyl group, the compound is reacted with the above-mentioned “condensing agent” in the above-mentioned solvent in the presence or absence of the above-mentioned base. Can also be achieved.

The solvent used in the subsequent alkylation reaction is not particularly limited as long as it does not hinder the reaction and dissolves the starting materials to some extent. Aromatic hydrocarbons; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane,
Ethers such as dimethoxyethane and diethylene glycol dimethyl ether; nitriles such as acetonitrile, propionitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-2 -Pyrrolidone, N
-Methylpyrrolidinone, amides such as hexamethylphosphorotriamide; dimethyl sulfoxide, sulfoxides such as sulfolane, and more preferably ethers and amides, and most preferably, Tetrahydrofuran and N, N-dimethylformamide. The base used is not particularly limited as long as it is used as a base in a usual reaction, but preferably alkali metal carbonates such as sodium carbonate, potassium carbonate and lithium carbonate; sodium hydrogen carbonate. , Alkali metal hydrogencarbonates such as potassium hydrogencarbonate and lithium hydrogencarbonate; alkali metal hydrides such as lithium hydride, sodium hydride and potassium hydride; sodium hydroxide, potassium hydroxide, barium hydroxide, water Alkali metal hydroxides such as lithium oxide; Inorganic bases such as alkali metal fluorides such as sodium fluoride and potassium fluoride; Sodium methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, potassium Alkali metal alkoxides such as t-butoxide and lithium methoxide There may be mentioned earth, more preferably, an alkali metal hydrides and alkali metal alkoxides. The reaction temperature is -20 ° C to 100 ° C, preferably 0 ° C to 50 ° C.
It is. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 10 minutes to 24 hours, and preferably 30 minutes to 12 hours.

Step E2 is a step for producing the compound (II) by reducing the amide group of the compound (XVII) to an imino group in a solvent using a reducing agent.

The solvent to be used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting materials to some extent. Preferably, aromatic solvents such as benzene, toluene and xylene; Methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene,
Halogenated hydrocarbons such as dichlorobenzene; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether can be mentioned, and ether is more preferable. Classes, most preferably diethyl ether and tetrahydrofuran. The reducing agent used is not particularly limited as long as it is usually used as a reducing agent, but preferably, an alkali metal borohydride such as sodium borohydride and lithium borohydride; hydride Aluminum hydride compounds such as lithium aluminum and lithium tri-tert-butoxide aluminum hydride; sodium tellurium hydride; hydrogenated organoaluminum-based reducing agents such as di (isobutyl) aluminum hydride and bis (methoxyethoxy) aluminum sodium hydride Hydride reagents such as: borane-dimethyl sulfide complex, borane-reducing agents such as borane-tetrahydrofuran complex can be mentioned, more preferably an aluminum hydride compound and a boron-based reducing agent, and even more preferably , A boron-based reducing agent, most suitable Is a borane-dimethyl sulfide complex. The reaction temperature is −78 ° C. to 150 ° C., preferably −20 ° C. to 100 ° C.
The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 5 minutes to 24 hours, and preferably 10 minutes to 2 hours.

In this step, the R ⁹ group may be removed. In this case, if desired, the above Step
The hydroxyl group can be protected with the R ⁹ group again in the same manner as in <Method 1> to <Method 3> of D2 .

[Method F]

[0172]

Embedded image

In the above formula, R ² , R ⁹ and G are as defined above.

[Method F] is a method for producing compound (IX) which is a raw material compound in the above [Method C].

In Step F1 , compound (XVIII) and magnesium metal are reacted according to a conventional method to produce a Grignard reagent, and then cross-coupling of the Grignard reagent and compound (XIX) using a palladium catalyst or a nickel catalyst. In this step, the reaction is carried out to produce compound (IX).

The palladium catalyst to be used is not particularly limited as long as it is a catalyst containing palladium. Preferably, tetrakis (triphenylphosphine) palladium (0), bis (triphenylphosphene) palladium (II) ), Bis (acetonitrile) palladium (I
I) Chloride, [1,1′-bis (diphenylphosphino) ferrocene] palladium (II) Chloride, tris (dibenzylideneacetone) dipalladium (0),
Mention may be made of [1,2-bis (diphenylphosphino) ethane] dichloropalladium (II) and palladium acetate. The nickel catalyst used is not particularly limited as long as it is a catalyst containing nickel, but is preferably bis (triphenylphosphine) nickel (II) chloride,
[1,3-Bis (diphenylphosphino) propane dichloronickel (II) and nickel (II) acetylacetonate can be mentioned.

The solvent to be used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but is preferably diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol. And ethers such as dimethyl ether, and more preferably diethyl ether or tetrahydrofuran.

The reaction is carried out at a temperature of 0 ° C. to 120 ° C., preferably room temperature to 80 ° C.

The reaction time varies depending mainly on the reaction temperature, starting materials, reaction reagents and the type of solvent used, but is usually from 10 minutes to 24 hours, preferably from 30 minutes to 5 hours. [G method]

[0180]

Embedded image

In the above formula, R ² and G ′ are as defined above.

W is the same as the group in the definition of Y.

W may be a single bond together with R ¹² , in which case the compound (XXI) is an acid anhydride.

R ¹² represents a carboxy-protecting group, and represents a “protecting group in the reaction” which can be cleaved by a chemical method such as hydrogenolysis, hydrolysis, electrolysis, or photolysis.
Such "reaction protecting group" is preferably the above "lower alkyl group"; the above "lower alkenyl group"; the above "lower alkynyl group"; the above "halogeno lower alkyl group"; the above hydroxy "lower alkyl group". “Aliphatic acyl” such as acetylmethyl— “lower alkyl group”;
The “aralkyl group” in the definition of the “ester thereof”; the “silyl group” can be mentioned. [G
Method] is a method for producing the compound (IX) in which the G group has 3 or 4 carbon atoms.

In Step G1 , compound (XX) and acid derivative (XXI) are reacted by Friedel-Crafts reaction in the presence or absence of a solvent in the presence of a Lewis acid, and then the acid derivative ( XXI) is an acid anhydride,
Compound (XXII) is produced by optionally esterifying the formed free carboxylic acid with R ¹² group and then converting the carbonyl group into an exomethylene group by Wittig reaction in the presence of a base in a solvent. It is a process.

The Lewis acid used in the Friedel-Crafts reaction in the first stage is not particularly limited as long as it is usually used as a Lewis acid, but preferably,
Tri-lower alkylsilyl trifluoromethanesulfonates such as trimethylsilyltrifluoromethanesulfonate, aluminum chlorides, aluminums such as aluminum bromide, tins such as tin tetrachloride, zincs such as zinc bromide and titanium tetrachloride. Such titanium or perchloric acid such as perchloric acid trimethylsilyl ester and perchloric acid triphenylmethyl ester, more preferably aluminum and titanium, particularly preferably aluminum chloride and bromide. It is aluminum.

The solvent to be used is not particularly limited as long as it does not hinder the reaction and dissolves the starting materials to some extent. Preferably, aromatic solvents such as benzene, toluene and xylene; Methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene,
Halogenated hydrocarbons such as dichlorobenzene; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; nitro compounds such as nitroethane and nitrobenzene. Halogenated hydrocarbons are more preferable.

The reaction is carried out at a temperature of from -10 ° C to 150 ° C, preferably from 0 ° C to 100 ° C. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 30 minutes to 24 hours, and preferably 1 hour to 12 hours.

In the middle stage of esterification, when such a reaction belongs to alkylation, the carboxylic acid can be esterified by treating with any of the following methods.

<Method 1> Compound having General Formula R ¹² —W ′ (In the above formula, R ¹² has the same meaning as described above, and W ′ is a halogen atom such as chlorine, bromine, or iodine; Lower alkanesulfonyloxy groups such as methanesulfonyloxy and ethanesulfonyloxy; halogeno lower alkanesulfonyloxy groups such as trifluoromethanesulfonyloxy and pentafluoroethanesulfonyloxy;
A group which leaves as a nucleophilic residue, such as an arylsulfonyloxy group such as benzenesulfonyloxy, p-toluenesulfonyloxy and p-nitrobenzenesulfonyloxy, is shown. ) And in a solvent (as the solvent used,
There is no particular limitation as long as it does not inhibit the reaction and dissolves the starting material to some extent, but is preferably an aliphatic hydrocarbon such as hexane or heptane; an aromatic hydrocarbon such as benzene, toluene or xylene. Halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether Ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone and cyclohexanone; Nitriles such as acetonitrile and isobutyronitrile; Formamide, N, N-dimethylformamide, N, N-dimethylacetate Toamido, N- methyl-2
Mention may be made of amides such as pyrrolidone, N-methylpyrrolidinone and hexamethylphosphorotriamide. ), In the presence of a base (the base used is not particularly limited as long as it is used as a base in a normal reaction, but preferably, an alkali such as sodium carbonate, potassium carbonate or lithium carbonate is used. Metal carbonates; alkali metal hydrogencarbonates such as sodium hydrogencarbonate, potassium hydrogencarbonate, lithium hydrogencarbonate; alkali metal hydrides such as lithium hydride, sodium hydride, potassium hydride; sodium hydroxide, hydroxide Alkali metal hydroxides such as potassium, barium hydroxide and lithium hydroxide; inorganic bases such as alkali metal fluorides such as sodium fluoride and potassium fluoride; sodium methoxide, sodium ethoxide, potassium methoxy Like potassium ethoxide, potassium tert-butoxide, lithium methoxide Alkali metal alkoxides; sodium methylmercaptan, mercaptans alkali metals such as ethyl mercaptan sodium; N- methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N- methylpiperidine, pyridine, 4-
Pyrrolidinopyridine, picoline, 4- (N, N-dimethylamino) pyridine, 2,6-di (tert-butyl) -4
-Methylpyridine, quinoline, N, N-dimethylaniline, N, N-diethylaniline, 1,5-diazabicyclo [4.3.0] non-5-ene (DBN), 1,4-
Diazabicyclo [2.2.2] octane (DABC
O), organic bases such as 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU) or organometallic bases such as butyllithium, lithium diisopropylamide, lithium bis (trimethylsilyl) amide. Can be mentioned. ), Usually from -20 ° C to 12
A method of reacting at 0 ° C. (preferably 0 to 80 ° C.) for 0.5 to 10 hours.

<Method 2> Compound having General Formula R ¹² —OH [In the above formula, R ¹² has the same meaning as described above. ] In the presence or absence of a base in a solvent, a method of reacting with the above-mentioned "condensing agent".

The solvent to be used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent. Preferably, the solvent is an aliphatic hydrocarbon such as hexane or heptane; Aromatic hydrocarbons such as toluene and xylene; methylene chloride, chloroform,
Halogenated hydrocarbons such as carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; esters such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate and diethyl carbonate; diethyl ether, diisopropyl ether, tetrahydrofuran, Ethers such as dioxane, dimethoxyethane and diethylene glycol dimethyl ether; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N-dimethylacetamide,
Examples thereof include amides such as N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphorotriamide.

The base to be used is not particularly limited as long as it is used as a base in a usual reaction. Preferably, N-methylmorpholine, triethylamine, tributylamine, diisopropylethylamine, dicyclohexylamine, N-methylpiperidine,
Pyridine, 4-pyrrolidinopyridine, picoline, 4-
(N, N-dimethylamino) pyridine, 2,6-di (te
rt-Butyl) -4-methylpyridine, quinoline, N, N
Organic bases such as -dimethylaniline and N, N-diethylaniline.

Incidentally, 4- (N, N-dimethylamino) pyridine and 4-pyrrolidinopyridine can be used in combination with other bases in a catalytic amount. , Dehydrating agents such as molecular sieves, quaternary ammonium salts such as benzyltriethylammonium chloride, tetrabutylammonium chloride, crown ethers such as dibenzo-18-crown-6, 3,4-dihydro-2H- Pyrido [1,
An acid scavenger such as 2-a] pyrimidin-2-one can also be added.

The reaction temperature is -20 ° C to 80 ° C, preferably 0 ° C to room temperature. The reaction time is
Although it depends mainly on the reaction temperature, the starting compound, the reaction reagent or the type of the solvent used, it is usually from 10 minutes to 3 days, preferably from 30 minutes to 1 day.

<Method 3> When the protecting group is a lower alkyl group, it is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent in a solvent. Alcohols such as hexane and heptane; aromatic hydrocarbons such as benzene, toluene and xylene; methylene chloride, chloroform;
Halogenated hydrocarbons such as carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; acetone,
Ketones such as methyl ethyl ketone, methyl isobutyl ketone, isophorone, and cyclohexanone; nitriles such as acetonitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-2-pyrrolidone , N-
Examples thereof include amides such as methylpyrrolidinone and hexamethylphosphorotriamide, and preferably the same alcohol as the reagent. ), In the presence of an acid catalyst (there is no particular limitation so long as it can be used as an acid catalyst in a normal reaction, but it is preferably hydrogen chloride, hydrobromic acid, sulfuric acid, perchloric acid, phosphoric acid, or the like). Inorganic acid or Bronsted acid such as acetic acid, formic acid, oxalic acid, methanesulfonic acid, paratoluenesulfonic acid, trifluoroacetic acid, trifluoromethanesulfonic acid, or organic acid such as boron trichloride, boron trifluoride, boron tribromide Lewis acids or acidic ion exchange resins), corresponding alcohols such as methanol, ethanol, propanol, butanol and 0 ° C to 15 ° C.
The reaction is performed at 0 ° C. (preferably 50 ° C. to 100 ° C.) for 10 minutes to 24 hours (preferably 30 minutes to 5 hours).

In the latter stage of the Wittig reaction, the reagents used are not particularly limited as long as they are usually used for the Wittig reaction. Preferably, methyltriphenylphosphonium bromide, methyltriphenyl iodide are used. Methyltriphenylphosphonium halides such as phosphonium. The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but preferably, aromatic hydrocarbons such as benzene, toluene and xylene; methylene chloride, Chloroform, carbon tetrachloride, dichloroethane, chlorobenzene,
Halogenated hydrocarbons such as dichlorobenzene; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran; nitriles such as acetonitrile and isobutyronitrile; formamide, dimethylformamide, dimethylacetamide, hexa Examples thereof include amides such as methylphosphorotriamide; sulfoxides such as dimethyl sulfoxide and sulfolane, more preferably aromatic hydrocarbons, most preferably benzene. The base used is not particularly limited as long as it is used as a base in a usual reaction, but preferably, sodium carbonate,
Alkali metal carbonates such as potassium carbonate and lithium carbonate; Alkali metal hydrogen carbonates such as sodium hydrogen carbonate, potassium hydrogen carbonate, lithium hydrogen carbonate; Alkali metal hydrogen such as lithium hydride, sodium hydride and potassium hydride Alkali metal hydroxides such as sodium hydroxide, potassium hydroxide, barium hydroxide, lithium hydroxide; inorganic bases such as alkali metal fluorides such as sodium fluoride and potassium fluoride; sodium Methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, potassium t-butoxide,
Examples thereof include alkali metal alkoxides such as lithium methoxide, more preferred are alkali metal hydrides and alkali metal alkoxides, and most preferred are alkali metal alkoxides. The reaction temperature is −20 ° C. to 100 ° C., preferably 0
C. to 50.degree. The reaction time varies depending mainly on the reaction temperature, the starting compound, the solvent used or the type of base used, but is usually 10 minutes to 24 hours, and preferably 30 minutes to 12 hours.

Step G2 is an ester compound (XX
In the step of producing a compound (IX), the carboxyl group of II) is subjected to a reduction reaction in a solvent using a reducing agent to convert it into a primary hydroxyl group, and the hydroxyl group is protected with an R ⁹ group. is there.

The reducing agent used in the first-stage reduction reaction is not particularly limited as long as it is generally used as a reducing agent. Preferably, the reducing agent such as sodium borohydride or lithium borohydride is used. Alkali metal borohydride; aluminum hydride compounds such as lithium aluminum hydride and lithium tri-tert-butoxide aluminum; sodium tellurium hydride; di (isobutyl) aluminum hydride, bis (methoxyethoxy) aluminum sodium hydride Hydride reagents such as organoaluminum hydride-based reducing agents can be mentioned, and more preferred are aluminum hydride compounds and organoaluminum hydride-based reducing agents, and most preferred are aluminum hydride compounds.

The solvent used is not particularly limited as long as it does not hinder the reaction and dissolves the starting materials to some extent. Preferably, aromatic solvents such as benzene, toluene and xylene; Methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene,
Halogenated hydrocarbons such as dichlorobenzene; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether can be mentioned, and ether is more preferable. Classes, most preferably diethyl ether and tetrahydrofuran. The reaction temperature is −78 ° C. to 50 ° C., preferably −20 ° C. to 20 ° C. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but is usually 5 minutes to 24 hours, and preferably 10 minutes to 2 hours.

The protection reaction at the subsequent R ⁹ group is carried out according to the above-mentioned Ste.
or <Method 1> of p D2 are carried out according to <Method 3>.

[Method H]

[0203]

Embedded image

In the above formula, R ² has the same meaning as described above.

R ¹³ represents a protecting group for a carboxy group;
The same groups as those in the definition of ¹² are shown. R ¹⁴ is
The above "lower alkyl group" is shown, and preferable examples of such a group include methyl, ethyl, propyl and isopropyl. Further, two R ¹⁴ groups may together represent a lower alkylene group, and preferable examples of such a group include methylene, ethylene and trimethylene. R ¹⁵ represents a hydroxyl-protecting group and is the same as the group defined in R ⁹ . W '' is
It represents a halogen atom, and is preferably a chlorine atom.

[Method H] is a method for producing a compound (XXVII) in which the G group has 2 carbon atoms in the compound (IX).

Step H1 is a step of producing a β-ketoester derivative (XXIV) from the compound (XXIII). For example, the method of J. Wemple et al. (Synthesis, 290)
(1993)) according to the usual method.

Step H2 is an alcohol having the β-ketoester derivative (XXIV) and the formula R ¹⁴ —OH (where R ¹⁴ has the same meaning as described above), the formula HO—R ¹⁴ ′ —O
An alkanediol having H (in the formula, R ¹⁴ ′ represents a lower alkylene group formed by two R ¹⁴ groups taken together), or a formula (R ¹⁴ —O) ₃ CH (wherein R ¹⁴ is Which has the same meaning as described above) to produce a ketal (XXV), and the reaction is, for example, in an alcohol or an alkanediol,
It is carried out by heating in the presence or absence of an acid catalyst.

Examples of the alcohol having the formula R ¹⁴ —OH include methanol, ethanol, propanol and isopropanol. It is preferably ethanol. The alkanediol having the formula HO-R ¹⁴ '-OH, such as ethylene glycol and propylene glycol. Examples of the orthoformate ester having the formula (R ¹⁴ —O) ₃ CH (wherein R ¹⁴ has the same meaning as described above) include trimethoxymethane and triethoxymethane.

A preferred method is heating in ethanol in the presence of ethyl orthoformate using p-toluenesulfonic acid as a catalyst.

The reaction temperature is usually from 40 ° C. to 150 ° C., preferably from 50 ° C. to 100 ° C.

The reaction time depends mainly on the reaction temperature, the starting materials and the solvent used, but is usually from 30 minutes to 2 days, preferably from 2 hours to 12 hours.

Step H3 is a step of producing the compound (XXVI) by reducing the ester of the compound (XXV), deprotecting the ketal group, and then protecting the primary hydroxyl group with the R ¹⁵ group.

[0214] The reaction of reducing the ester, Step G
It is carried out according to the process of the previous stage of 2 .

The deprotection of the ketal group is usually carried out in a solvent in the presence of an acid, preferably using trifluoroacetic acid in chloroform.

The reaction temperature is usually from -20 ° C to 100 ° C.
The temperature is preferably -10 ° C to room temperature. The reaction time varies depending mainly on the reaction temperature, the starting materials and the solvent used, but is usually 10 minutes to 1 day, and preferably 30 minutes to 2 hours.

[0217] to protect the primary hydroxyl group reaction, Step
It is performed according to <Method 1> to <Method 3> of D2 . Suitably, it is performed according to <Method 1>.

Step H4 converts the carbonyl group of compound (XXVI) into an exo-methylene group by a Wittig reaction in a solvent in the presence of a base to give compound (XXVI).
It is a process of manufacturing I). Reaction of this step, the St
It is carried out according to the subsequent reaction of ep G1 .

[Method I]

[0220]

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In the above formula, R ² and R ¹⁵ are as defined above.

[Method I] is another method for producing compound (XXVII).

Step I1 is described in Ito et al. (Bull. Chem.
Soc. Jpn., 64, 3746 (1991))
Compound (XVIII) is reacted with magnesium metal according to the method described in 1. above to produce a Grignard reagent according to a conventional method, and then in the presence or absence of a Lewis acid, a catalytic amount (preferably 0.1 to 0) is used. 0.5 equivalents) of palladium catalyst,
By coupling with diketene in a solvent, and then reacting the produced carboxylic acid according to the desired step of Step G1 to esterify and reduce the ester to protect the primary hydroxyl group produced, This is a method for producing a compound (XXVII).

The Lewis acid used in the main step is not particularly limited as long as it is generally used as a Lewis acid, and the reaction is carried out in the presence of the Lewis acid to reduce the amount of by-products and to reduce the yield. Although achieved at a high rate, preferably as a Lewis acid, tri-lower alkylsilyltrifluoromethanesulfonates such as trimethylsilyltrifluoromethanesulfonate, aluminums such as aluminum chloride, tins such as tin tetrachloride, zinc chloride, Zincs such as zinc bromide, titaniums such as titanium tetrachloride or perchloric acids such as trimethylsilyl perchlorate and triphenylmethyl perchlorate, more preferably zincs And most preferably zinc chloride. The palladium catalyst used is
There is no particular limitation as long as it is a catalyst containing palladium,
Preference is given to organophosphorus palladium such as bis (triphenylphosphine) palladium chloride. The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent,
Preferred are ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether, and more preferred is diethyl ether. The reaction temperature is −20 ° C. to 50 ° C., preferably 0 ° C. to 20 ° C. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reaction reagent or the type of solvent used, but it is usually 15 minutes to 8 minutes.
Time, preferably 30 minutes to 2 hours.

The reduction of the ester in the latter step is carried out in accordance with the desired step of Step G1 , and the protection of the primary hydroxyl group is carried out according to the <Method 1> to <Method 3> of Step D2. Implemented in accordance with

[Method J]

[0227]

Embedded image

In the above formula, R ¹⁶ , J and ring Ar are as defined above. Q represents a hydroxyl group or the above halogen atom.

Q 'represents a halogen atom, preferably a bromine atom.

[Method J] In compound (VI), L is the following formula (I _L ):

[0231]

[Chemical 21]

(Wherein J and ring Ar have the same meanings as described above).

Step J1 is a step of producing a compound (XXX) from the compound (XXIX).

(1) When Q is a hydroxyl group, this step comprises the steps of:
This can be achieved by converting the hydroxyl group of compound (XXIX) to an acetylthio group and then hydrolyzing with a base to remove the acetyl group.

In the first reaction, the compound (XXIX)
It is achieved by converting the hydroxyl group of 1 to a leaving group and then reacting with a salt of thioacetic acid, or by carrying out the Mitsunobu reaction using (b) thioacetic acid. The reaction of converting a hydroxyl group into a leaving group in the above (a) is performed according to the latter step of Step A2 , and the reaction of substituting with a thioacetyl group is usually performed by reacting with a salt of thioacetic acid in a solvent. Achieved by The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent, but for example, aromatic hydrocarbons such as benzene, toluene and xylene; methylene chloride, chloroform, Halogenated hydrocarbons such as carbon tetrachloride, dichloroethane, chlorobenzene, dichlorobenzene; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; acetone, methyl ethyl ketone, methyl Ketones such as isobutyl ketone, isophorone and cyclohexanone: nitriles such as acetonitrile, propionitrile and isobutyronitrile; formamide, N, N-dimethylformamide, N, N-dimethylacetate Bromide,
Examples thereof include amides such as N-methyl-2-pyrrolidone, N-methylpyrrolidinone and hexamethylphosphorotriamide. Amides are preferred, and N, N-dimethylformamide is more preferred. Preferable examples of the salt of thioacetic acid used include metal salts of thioacetic acid such as lithium thioacetate, sodium thioacetate and potassium thioacetate. The reaction temperature is-
It is carried out at 20 ° C. to 150 ° C., preferably room temperature to 100 ° C. While the reaction time mainly varies depending on the reaction temperature, the raw material compound, and the type of solvent used, it is generally 30 minutes to 2 days, and preferably 2 hours to 1 day.

The Mitsunobu reaction using thioacetic acid in the above (b) is carried out in the same manner as in Step D2 , except that the compound (XXIX) and thioacetic acid are used. The reaction for removing the acetyl group of the acetylthio group is achieved by treatment with a base in a solvent.

The base used is not particularly limited as long as it does not affect the other parts of the compound, but is preferably an alkali metal alkoxide such as sodium methoxide; sodium carbonate, potassium carbonate, or the like. Alkali metal carbonates such as lithium carbonate; sodium hydroxide,
Alkali metal hydroxides such as potassium hydroxide, lithium hydroxide, barium hydroxide or aqueous ammonia, ammonia such as concentrated ammonia-methanol are used.
The solvent used is not particularly limited as long as it is used in a usual hydrolysis reaction, water; alcohols such as methanol, ethanol and n-propanol, tetrahydrofuran, An organic solvent such as ethers such as dioxane or a mixed solvent of water and the above organic solvent is preferable. The reaction temperature and the reaction time vary depending on the starting material, the solvent, the base used, etc. and are not particularly limited, but in order to suppress side reactions, it is usually 0 to 150 ° C. and 1 to 10 ° C.
Implemented for hours.

(2) When Q is a halogen atom, this step is achieved by reacting compound (XXIX) with thiourea by heating in a solvent, followed by hydrolysis. Preferable examples of the solvent used in the reaction in the first stage include alcohols such as methanol, ethanol and isopropanol.

The reaction temperature is usually from room temperature to 150 ° C. in the solvent.
And is preferably 50 ° C. to 100 ° C. The reaction time mainly varies depending on the kind of the solvent and the starting material, but is usually 30 minutes to 4 days, and preferably 12 hours to 24 hours.

The latter hydrolysis is usually carried out in a mixed solvent of water and the above alcohols. The reaction temperature is usually room temperature to 150 ° C., preferably 50 ° C. to 100 ° C. The reaction time mainly varies depending on the kind of the solvent and the starting material, but is usually 30 minutes to 6 hours, and preferably 30 minutes to 2 hours.

Step J2 is a step of producing compound (XXXII) by reacting compound (XXX) with compound (XXXI) in a solvent in the presence of a base.

The solvent to be used is not particularly limited as long as it does not hinder the reaction and dissolves the starting materials to some extent. Preferably, aliphatic solvents such as hexane and heptane; Aromatic hydrocarbons such as toluene and xylene; methylene chloride, chloroform,
Halogenated hydrocarbons such as carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane, dimethoxyethane and diethylene glycol dimethyl ether; acetonitrile, isobutyro Nitriles such as nitriles; formamide, N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-2-pyrrolidone, N-
Amides such as methylpyrrolidinone and hexamethylphosphorotriamide can be mentioned. Ethers are more preferred, and tetrahydrofuran is most preferred. The base used is not particularly limited as long as it is used as a base in a normal reaction,
Preferred are alkali metal hydrides such as lithium hydride, sodium hydride, potassium hydride, and n-butyl lithium, sec-butyl lithium, tert-butyl lithium, lithium diisopropylamide, lithium bis (trimethylsilyl) amide. The organic metal bases such as Organometallic bases are more preferred, and butyl lithium is most preferred. The reaction temperature is generally -100 ° C to 100 ° C, preferably -78 ° C to 0 ° C. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reagent, or the type of solvent used, but is usually 0.5 hour to 10 hours,
It is preferably 1 to 6 hours.

Step J3 is a step of producing a compound (XXIII) by performing a dehydration reaction from the compound (XXXII) in the presence or absence of a solvent in the presence of an acid, followed by ring closure.

The solvent to be used is not particularly limited as long as it does not hinder the reaction and dissolves the starting materials to some extent, but is preferably alcohols such as methanol and ethanol; and alcohols such as hexane and heptane. Aliphatic hydrocarbons; aromatic hydrocarbons such as benzene, toluene and xylene; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, chlorobenzene and dichlorobenzene; diethyl ether, diisopropyl Ethers such as ether, tetrahydrofuran, dioxane, dimethoxyethane, diethylene glycol dimethyl ether; acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone,
Ketones such as cyclohexanone; acetonitrile,
Nitriles such as isobutyronitrile; amides such as formamide, N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-2-pyrrolidone, N-methylpyrrolidinone, hexamethylphosphorotriamide Among them, methanol or ethanol is more preferable. As the acid used,
There is no particular limitation as long as it is used as an acid in a normal reaction, but preferably, an inorganic acid such as hydrogen chloride, hydrobromic acid, sulfuric acid, perchloric acid, phosphoric acid or acetic acid, formic acid, oxalic acid, Bronsted acids such as organic acids such as methanesulfonic acid, paratoluenesulfonic acid, trifluoroacetic acid and trifluoromethanesulfonic acid, or Lewis acids such as boron trichloride, boron trifluoride and boron tribromide, or acidic ion exchange resins. Can be mentioned. More preferred is an inorganic acid, and most preferred is sulfuric acid. The reaction temperature is usually 0 ° C to 150 ° C, preferably 50 ° C to 120 ° C. The reaction time varies depending mainly on the reaction temperature, the starting compound, the reagent, or the type of solvent used, but is usually 10 minutes to 24 hours, and preferably 5 hours to 24 hours.

Step J4 is a compound (XXXIII)
Of the sulfoxide derivative (XXX
IV) is a process for producing, and is usually performed using an oxidizing agent in the presence or absence of a solvent. The oxidizing agent to be used is not particularly limited as long as it is usually used in a reaction for oxidizing a sulfide to produce a sulfoxide, but preferably, m-chloroperbenzoic acid and 3,5-dinitroperoxide are used. Peracids such as benzoic acid, o-carboxyperbenzoic acid, peracetic acid, pertrifluoroacetic acid, perphthalic acid; and N
There may be mentioned a combination of succinimides such as -bromosuccinimide and an alkali, more preferred are peracids, most preferred is m-chloroperbenzoic acid. The solvent used is not particularly limited as long as it does not inhibit the reaction and dissolves the starting material to some extent,
Preferably, aromatic hydrocarbons such as benzene, toluene and xylene; halogenated hydrocarbons such as methylene chloride and chloroform; ethers such as diethyl ether, tetrahydrofuran, dioxane and dimethoxyethane; dimethyl. Amides such as formamide, dimethylacetamide, hexamethylphosphorotriamide; sulfoxides such as dimethylsulfoxide; methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol- Alcohol, alcohol such as isoamyl alcohol; dilute acid such as sulfuric acid water; dilute base such as sodium hydroxide water; water; ketones such as acetone and methyl ethyl ketone; organic base such as pyridine; Nitriles such as acetonitrile or a mixed solvent of the above It can be a gel, more preferably,
Halogenated hydrocarbons, most preferably methylene chloride. The reaction temperature is −20 ° C. to 80 ° C., preferably −5 ° C. to 50 ° C. The reaction time mainly depends on the reaction temperature, the raw material compound, the oxidizing agent or the kind of the solvent used, but it is usually 1 hour to 24 hours.
Time, preferably 2 to 12 hours.

After completion of each of the above reactions, the target compound is collected from the reaction mixture according to a conventional method. For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration, and then an immiscible organic solvent such as water and ethyl acetate is added. The organic layer is separated, dried over anhydrous magnesium sulfate or the like, and then obtained by distilling off the solvent. If necessary, the obtained target compound can be obtained by a conventional method, for example, recrystallization, reprecipitation, or a method usually used for separation and purification of organic compounds, for example, silica gel, alumina, magnesium-silica gel type florisil. Column chromatography using a suitable carrier; Sephadex LH-20 (manufactured by Pharmacia), Amberlite XAD-11 (Rohm and
A method using a synthetic adsorbent such as distribution column chromatography using a carrier such as Haas Co., Ltd., Diaion HP-20 (manufactured by Mitsubishi Kasei), a method using ion exchange chromatography, or silica gel or alkylation. Separation and purification can be achieved by appropriately combining a normal phase / reverse phase column chromatography method with silica gel (preferably high performance liquid chromatography) and eluting with a suitable eluent.

The starting compounds (for example, compound (XXI)
X) and the like) can be purchased commercially or can be easily synthesized according to a known production method.

The novel saturated heterocyclic compounds of the present invention have excellent antagonistic activity against substance P and neurokinin A receptors and have low toxicity, so that they prevent or treat tachykinin-mediated diseases, for example, , Anxiety, depression,
Diseases of the central nervous system including psychiatry and schizophrenia; dementia in AIDS, senile dementia of the Alzheimer type, Alzheimer's disease, Down's syndrome, demyelinating disease, amyotrophic lateral sclerosis, neuropathy, peripheral neuropathy, Respiratory diseases including chronic obstructive pulmonary disease, bronchitis, pneumonia, bronchoconstriction, asthma, cough; inflammatory bowel disease (IBD), psoriasis, connective tissue inflammation, osteoarthritis, degeneration Inflammatory diseases including osteoarthritis and rheumatoid arthritis; allergic diseases including eczema; and rhinitis; hypersensitivity diseases including hypersensitivity diseases to vines; conjunctivitis, spring conjunctivitis, spring catarrh, blood associated with various inflammatory eye diseases Ophthalmic diseases including disruption of the aqueous humor barrier, increased intraocular pressure, miosis; skin diseases including contact dermatitis, atopic dermatitis, hives and other eczema-like dermatitis; Somatic disorders due to stress; reflex sympathetic dystrophy including shoulder-hand syndrome; mood swings; undesired immune reactions including graft rejection and immune enhancement including systemic lupus erythematosus; Or diseases related to immunosuppression; diseases due to abnormalities in the nerves regulating the internal organs; gastrointestinal diseases including colitis, ulcerative colitis, Crohn's disease; X-ray irradiation and chemotherapeutic agents, poisons, toxins, pregnancy, vestibule Vomiting, including vomiting induced by disorders, postoperative illness, gastrointestinal obstruction, gastrointestinal motility, visceral pain, migraine, increased intracranial pressure, decreased intracranial pressure, or side effects associated with the administration of various drugs; cystitis, urinary bladder including urinary incontinence Functional disorders; collagen diseases, scleroderma, eosinophilia due to fluke infection; vasodilation including angina, migraine, and Raynaud's disease; disorders caused by abnormal blood flow due to contraction; migraine; Pain including headache, toothache It is useful as a preventive agent and a therapeutic agent for pain harm receptor.

The administration form of the compound (I) of the present invention includes, for example, oral administration by tablets, capsules, granules, powders or syrups, and parenteral administration by injections or suppositories. These formulations may contain excipients (eg, sugar derivatives such as lactose, sucrose, glucose, mannitol, sorbitol; starch derivatives such as corn starch, potato starch, alpha starch, dextrin, carboxymethyl starch; crystalline cellulose). Cellulose derivatives such as low-substituted hydroxypropylcellulose, hydroxypropylmethylcellulose, carboxymethylcellulose, carboxymethylcellulose calcium, internally crosslinked sodium carboxymethylcellulose; gum arabic; dextran; organic excipients such as pullulan And silicate derivatives such as light anhydrous silicic acid, synthetic aluminum silicate, and magnesium aluminometasilicate; phosphates such as calcium phosphate; carbonates such as calcium carbonate; inorganic compounds such as sulfates such as calcium sulfate. Shape forming agents), lubricants (eg, stearic acid metal salts such as stearic acid, calcium stearate, magnesium stearate; talc; colloidal silica; waxes such as bee gum and gay wax; boric acid; Adipic acid; sulfate such as sodium sulfate; glycol; fumaric acid; sodium benzoate; DL leucine; sodium salt of fatty acid; lauryl sulfate such as sodium lauryl sulfate and magnesium lauryl sulfate; silicic acid anhydride, silicic acid hydrate, etc. Examples thereof include silicic acids; and the above starch derivatives.) , Binders (eg, polyvinylpyrrolidone, macrogol, and compounds similar to the above-mentioned excipients), disintegrants (eg, compounds similar to the above-mentioned excipients,
And, chemically modified starch / cellulose such as croscarmellose sodium, sodium carboxymethyl starch, and cross-linked polyvinylpyrrolidone can be mentioned. ), Stabilizers (paraoxybenzoic acid esters such as methylparaben, propylparaben; alcohols such as chlorobutanol, benzyl alcohol, phenylethyl alcohol; benzalkonium chloride;
Phenols, phenols such as cresol; thimerosal; dehydroacetic acid; and sorbic acid. ), Flavoring agents (eg, commonly used,
Examples thereof include sweeteners, acidulants, and flavors. ), A diluent or the like, and a known method.

The dosage varies depending on the condition, age, administration method and the like. For example, in the case of oral administration,
As a lower limit, 0.01 mg / kg body weight (preferably 0.1
mg / kg body weight), as an upper limit, 100 mg / kg body weight (preferably 50 mg / kg body weight).
As a lower limit, 0.01 mg / kg body weight (preferably 0.05 mg / kg body weight) per dose, 100 mg / kg as an upper limit
It is desirable to administer body weight (preferably 50 mg / kg body weight) once to several times a day depending on the symptoms.

Hereinafter, the present invention will be described more specifically with reference to examples.

Hereinafter, the present invention will be described more specifically with reference to examples.

[0253]

Example 1 1- [2-[(5R)-(3,4-dichlorophenyl)
-3- (3,4,5-trimethoxybenzoyl) oxa
Zolidin-5-yl] ethyl] -4-phenylpiperidi
4-Carboxylic acid amide

[0254]

Example 1 (a) 3- (3,4-dichlorophenyl) -3-butenoic acid
11.31 g (0.47 mol) of chill ester metal magnesium piece was added to 300 ml of ether, a small amount of iodine was added, and the mixture was left for 1 hour, and then 1-bromo-3,4-dichlorobenzene 1 was added.
02.87 g (0.46 mol) of ether (150 m
l) The solution was slowly added dropwise. After adding 150 ml of ether, 60.33 g (44.3 mmol) of anhydrous zinc chloride was slowly added and stirred for 1 hour. Further, bis (triphenylphosphine) palladium chloride 3.
After addition of 10 g (4.42 mmol) diketene 3
4.15 ml (42.8 mmol) ether (600
ml) solution was added dropwise and the reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into 1 liter of ice-cooled 1N hydrochloric acid, extracted with ether (500 ml × 3 times), and the collected organic layers were combined with 1N aqueous sodium hydroxide solution (700 ml × 3).
3 times). The aqueous layer was acidified with concentrated hydrochloric acid under ice cooling, extracted with ether (500 ml × 3 times), and the organic layer was dried over magnesium sulfate. The solvent was distilled off under reduced pressure,
The residue was dissolved in methanol (350 ml), concentrated sulfuric acid (10 ml) was added, and the mixture was heated under reflux for 30 min. After cooling, the mixture was neutralized with a saturated aqueous solution of sodium hydrogen carbonate, methanol was distilled off under reduced pressure, and the residue was diluted with methylene chloride (200 ml).
X 3 times). The organic layer was dried over magnesium sulfate, and the solvent was concentrated under reduced pressure. The residue was distilled under reduced pressure to give 69.13 g (62%) of the desired compound as a pale yellow oily substance.
%)Obtained. Boiling point: 144-146 ° C (5 mmHg) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ )
δ ppm: 7.51 (1H, d, J = 2.2Hz), 7.40 (1H, d, J = 8.2Hz), 7.25
(1H, dd, J = 8.2,2.2Hz), 5.55 (1H, s), 5.30 (1H, s), 3.67 (3H,
s), 3.49 (2H, s)

[0255]

Example 1 (b) 3- (3,4-dichlorophenyl) -3-butenol
11.76 g (0.28 mol) of lithium aluminum hydride t-butyldimethylsilyl ether was suspended in 500 ml of anhydrous tetrahydrofuran,
Then, 3- (3,4-dichlorophenyl) -3-butenoic acid methyl ester synthesized in Example 1 (a) 69.
06 g (0.28 mol) of anhydrous tetrahydrofuran (5
(00 ml) was slowly added dropwise at 0 ° C. over 15 minutes under a nitrogen atmosphere. The reaction mixture at the same temperature,
After stirring for 30 minutes, water (500 ml) and 10% aqueous sodium hydroxide solution (500 ml) were slowly added,
Furthermore, it stirred at room temperature for 1 hour. The reaction mixture was filtered through Celite, and the filtrate was washed with ethyl acetate (500 ml x 3 times).
Extraction with, after drying the organic layer with magnesium sulfate,
The solvent was concentrated under reduced pressure and the residue was dried under reduced pressure. This was dissolved in 250 ml of anhydrous dimethylformamide, and then 47.12 ml (0.34 mol) of triethylamine under cooling with ice, 4
-Dimethylaminopyridine 6.88 g (0.06 mol)
And t-butyldimethylsilyl chloride 50.96 g
(0.34 mol) were sequentially added, and the mixture was further stirred under ice cooling for 2 hours. 1 liter of ethyl acetate was added to the reaction mixture,
Then, it was washed successively with ice-cooled 10% hydrochloric acid and saturated saline and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was subjected to silica gel flash column chromatography (developing solvent: n-hexane: ethyl acetate = 50: 1).
~ 20: 1) to obtain 43.52 g (47%) of the desired compound as a colorless oily substance. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 7.50 (1H, d, J = 2.1Hz), 7.38 (1H, d, J = 8.1Hz), 7.24
(1H, dd, J = 8.1,2.1Hz), 5.35 (1H, s), 5.16 (1H, s), 3.70 (2H,
t, J = 6.9Hz), 2.67 (2H, t, J = 6.9Hz), 0.86 (9H, s), 0.00 (6H,
s).

[0256]

[Example 1 (c)] 4-t-butyldimethylsilyloxy- (2R)-
(3,4-dichlorophenyl) butane-1,2-dio
Le (DHQD)_Two -PHAL (hydroquinidine 1,4
-Phthalazine diyl diether) 790 mg (1.01
Mmol), K_Three Fe (CN)₆ (Potassium ferricyanide
100.19 g (0.30 mol), potassium carbonate
42.06 g (0.30 mol) and osmium tetroxide
(0.393M toluene solution) 0.516 ml (0.2
0 mmol), 500 ml of t-butanol and 50 ml of water.
Dissolved in 0 ml, cooled to 0 ° C. and combined in Example 1 (b).
33.61 g (0.10 mol) of the olefin compound formed was added.
Then, the mixture was further stirred at 0 ° C. for 5 hours. Sodium sulfite
(150 g) was added and stirred at room temperature for 1 hour, then the reaction
The mixture was extracted with ethyl acetate (800 ml x 3 times),
The organic layer was dried over magnesium sulfate. The solvent is distilled off under reduced pressure
After that, the residue is silica gel flash column chromatograph
(Developing solvent: n-hexane: ethyl acetate = 5: 1 ~
1: 1) to obtain the target compound as a colorless oil
To give 32.3 g (87%). Optical purity: 97% ee [α]_D ^{twenty four} +1.39 (c = 1.01, methano
Nuclear magnetic resonance spectrum (400MHz, CDCl_Three )
δ ppm: 7.57 (1H, d, J = 2.1Hz), 7.43 (1H, d, J = 8.1Hz), 7.24
(1H, dd, J = 8.1,2.1Hz), 5.00 (1H, s), 3.80 (1H, ddd, J = 10.4,
3.8,3.8Hz), 3.5 ~ 3.7 (3H, m), 2.51 (1H, dd, J = 8.0,5.2H
z), 2.37 (1H, ddd, J = 15.0,11.1,4.0Hz), 1.86 (1H, ddd, J = 1
5.0,2.9,2.9Hz), 0.89 (9H, s), 0.04 (3H, s),-0.01 (3H, s)

[0257]

Example 1 (d) 1-azido-4-t-butyldimethylsilyloxy-
(2R)-(3,4-dichlorophenyl) -2-butano
Lumpur Example 1 (c) synthesized in the diol 32.07 g (8
7.8 mmol) and 4-dimethylaminopyridine 1.
07 g (8.76 mmol) was dissolved in 320 ml of pyridine, and methanesulfonyl chloride 10.1 was added under ice cooling.
9 ml (0.132 mol) was slowly added dropwise, and the mixture was stirred under nitrogen atmosphere at the same temperature for 2 hours. The reaction mixture was poured into ice-cold 10% hydrochloric acid (1500 ml), then
Extraction was performed with ethyl acetate (200 ml × 3 times), the organic layer was washed with saturated saline, and then dried over magnesium sulfate. The solvent was concentrated under reduced pressure and the residue was dried under reduced pressure. This was dissolved in 300 ml of anhydrous dimethylformamide,
11.41 g (0.18 mol) of sodium azide was added, and the mixture was heated at 120 ° C. for 4 hours under a nitrogen atmosphere. After the reaction mixture was brought to room temperature, it was poured into 1000 ml of saturated saline and extracted with ethyl acetate (500 ml × 3 times).
The organic layer was dried over magnesium sulfate, the solvent was evaporated under reduced pressure, and the residue was subjected to silica gel flash column chromatography (developing solvent: n-hexane: ethyl acetate = 10: 1).
~ 5: 1) to obtain the target compound as a colorless oil (29.3 g, 85%). [Α] _D ²⁴ -48.56 (c = 1.04, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃₎
δ ppm: 7.59 (1H, d, J = 2.2Hz), 7.44 (1H, d, J = 8.3Hz), 7.24
(1H, dd, J = 8.3,2.2Hz), 5.12 (1H, s), 3.81 (1H, ddd, J = 10.6,
4.1,3.0Hz), 3.51 (1H, ddd, J = 10.6,10.6,2.8Hz), 3.40 (1H,
d, J = 12.5Hz), 3.31 (1H, d, J = 12.5Hz), 2.35 (1H, ddd, J = 15.
8,10.6,4.1Hz), 1.91 (1H, ddd, J = 15.8,3.0,2.8Hz), 0.88 (9
H, s), 0.02 (3H, s),-0.04 (3H, s)

[0258]

Example 1 (e) 1-Amino-4-t-butyldimethylsilyloxy-
(2R)-(3,4-dichlorophenyl) -2-butano
Lumpur Example 1 (d) synthesized in the azide compound 10.00 g (2
(5.6 mmol) was dissolved in 100 ml of tetrahydrofuran and 0.6 ml of water, 7.39 g (28.2 mmol) of triphenylphosphine was added, and the mixture was stirred at 80 ° C. for 4 hours under a nitrogen atmosphere. The solvent was distilled off under reduced pressure, n-hexane was added to the residue, and the precipitated crystals were separated by filtration,
After the filtrate was concentrated under reduced pressure, the residue was purified by flash column chromatography on silica gel (developing solvent: methylene chloride: methanol = 30: 1 to 10: 1), and 3.83 g (41%) of the target compound as a colorless oil. )Obtained. [Α] _D ²⁴ +3.94 (c = 0.71, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ).
δ ppm: 7.56 (1H, d, J = 2.2Hz), 7.42 (1H, d, J = 8.6Hz), 7.22
(1H, dd, J = 8.6,2.2Hz), 4.91 (1H, br.s), 3.73 (1H, ddd, J = 1
0.3,4.6,3.7Hz), 3.53 (1H, ddd, J = 10.3,10.2,3.7Hz), 2.91
(1H, d, J = 13.1Hz), 2.86 (1H, d, J = 13.1Hz), 2.16 (1H, ddd, J =
14.6,10.2,4.6Hz), 1.88 (1H, ddd, J = 14.6,3.7,3.7Hz), 1.4
4 (2H, br.s), 0.87 (9H, s), 0.01 (3H, s),-0.04 (3H, s)

[0259]

Example 1 (f) 2-[(5R)-(3,4-dichlorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidi
N-5-yl] ethanol t-butyldimethylsilyl
Amino alcohol compound 1.35 synthesized in ether Example 1 (e)
g (3.71 mmol) was dissolved in 50 ml of benzene, 167 mg (5.57 mmol) of paraformaldehyde and 13 mg of p-toluenesulfonyl chloride were added, and the mixture was heated to 100 ° C. under a nitrogen atmosphere using a Dean Stark apparatus. And heated to reflux for 3 hours. After evaporating the solvent under reduced pressure, 100 ml of ethyl acetate was added to the residue, washed with a saturated aqueous sodium hydrogen carbonate solution, and dried over magnesium sulfate. After distilling off the solvent under reduced pressure, the residue is treated with 50 ml of methylene chloride.
Dissolved in 0.62 ml (4.45 ml) of triethylamine.
45 mg) and 4-dimethylaminopyridine 45 mg
(0.37 mmol) was added, and then under ice cooling 3,4,5
-Trimethoxybenzoyl chloride 1.03 g (4.
(47 mmol) was added, and the mixture was stirred at 0 ° C for 1 hr. After adding 100 ml of methylene chloride to the reaction mixture, 10
% Hydrochloric acid, a saturated aqueous sodium hydrogen carbonate solution, and a saturated saline solution, and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was subjected to silica gel flash column chromatography (developing solvent: ethyl acetate: n-hexane =
The mixture was purified at a ratio of 1: 5 to 2: 1) to obtain 1.27 g (60%) of the target compound as white amorphos. [Α] _D ²⁴ +61.73 (c = 1.39, methanol)

[0260]

Example 1 (g) 2-[(5R)-(3,4-dichlorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidi
N-5-yl] ethanol methanesulfonate 3.95 g (6.92 mmol) of the t-butyldimethylsilyl ether compound synthesized in Example 1 (f) was added to acetic acid: tetrahydrofuran: water = 3: 3: 1. It was dissolved in 70 ml of the mixed solution and heated at 80 ° C. for 8 hours under a nitrogen atmosphere. After neutralizing with a saturated aqueous solution of sodium hydrogen carbonate, the mixture was extracted with ethyl acetate, and the organic layer was dried over magnesium sulfate. After the solvent was distilled off under reduced pressure, the residue was dissolved in 30 ml of pyridine and 70 mg of 4-dimethylaminopyridine (0.57
Mmol) and methanesulfonyl chloride 0.66 ml
(8.53 mmol) was added under ice cooling, and under a nitrogen atmosphere,
Stirred at 0 ° C. for 2 hours. The reaction mixture was ice-cooled 10
% Hydrochloric acid, and then ethyl acetate (10
(0 ml × 3 times). The collected organic layer was washed with saturated brine and dried over magnesium sulfate. After evaporating the solvent under reduced pressure, the residue was subjected to silica gel flash column chromatography (developing solvent: n-hexane: ethyl acetate = 5: 1).
The target compound was obtained as white amorphos in an amount of 3.02 g (82%). [Α] _D ²⁴ +53.1 (c = 1.0, methanol)

[0261]

Example 1 (h) 1- [2-[(5R)-(3,4-dichlorophenyl)
-3- (3,4,5-trimethoxybenzoyl) oxa
Zolidin-5-yl] ethyl] -4-phenylpiperidi
4-Carboxylic acid amide 150 mg (0.2 mg) of the mesyl compound synthesized in Example 1 (g)
8 mmol) and 75 mg (0.31 mmol) of 4-phenylpiperidine-4-carboxylic acid amide hydrochloride in 3 ml of anhydrous dimethylformamide, then 71 mg (0.85 mmol) of sodium hydrogen carbonate and 70 mg of potassium iodide. (0.42 mmol) was added, and the mixture was heated at 80 ° C. for 6 hours under a nitrogen atmosphere. Saturated saline 5
Add 0 ml, then ethyl acetate (50 ml x 3 times)
The organic layer collected was dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel thin layer chromatography (developing solvent: methylene chloride: methanol = 10: 1) to obtain 127 mg (71%) of the target compound as white amorphous. [Α] _D ²⁴ +25.2 (c = 0.48, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ).
δ ppm: 7.50 ~ 7.10 (8H, m), 6.67 (2H, s), 5.30 ~ 4.85 (2H,
m), 5.18 (2H, s), 4.13〜3.70 (2H, m), 3.87 (3H, s), 3.85 (6H,
s), 2.67 to 1.93 (12H, m) infrared absorption spectrum ν _max (KBr) cm ^-1 : 29
40, 1678, 1640, 1584, 1456, 14
16,1236,1128 Elemental analysis value (% as C ₃₃ H ₃₇ N ₃ O ₆ Cl ₂ .0.5H ₂ O) Calculated value: C: 60.77, H: 5.83, N: 6.45, Cl: 10.89 Found: C: 60.63, H: 5.94, N: 6.39, Cl: 10.93 Mass Spectrometry (FAB) m / z: 642 ((M + H) ⁺ ). The following compounds can be produced by performing the same method as in the examples.

[0262]

Example 2 1- [2-[(5R)-(3,4-dichlorophenyl)
-3- (3,4,5-trimethoxybenzoyl) oxa
Zolidin-5-yl] ethyl] -4-phenylpiperidi
4-Carboxylic acid dimethylamide yield: 76% [α] _D ²⁴ +19.2 (c = 1.05, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ).
δ ppm: 7.60 to 7.10 (8H, m), 6.71 (2H, br.s), 5.50 to 4.90
(2H, m), 3.88 (9H, s), 3.40-1.40 (20H, m) Infrared absorption spectrum ν _max (KBr) cm ^-1 : 29
38, 1633, 1584, 1464, 1416, 12
36,1128 Elemental analysis (as _{C 35 H 41 N 3 O 6} Cl 2 · H 2 O,%) Calculated: C: 61.05, H: 6.29 , N: 6.10, Cl: 10. 30 Found: C: 60.66, H: 6.25, N: 5.80, Cl: 10.65

[0263]

Example 3 1- [2-[(5R)-(3,4-dichlorophenyl)
-3- (3,4,5-trimethoxybenzoyl) oxa
Zolidin-5-yl] ethyl] -4-phenylpiperidi
4-Carboxylic acid Pyrrolidineamide Yield: 82% [α] _D ²⁴ +23.2 (c = 0.49, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ).
δ ppm: 7.52 ~ 7.40 (2H, m), 7.33 ~ 7.00 (6H, m), 6.68 (2H, m
s), 5.30 ~ 4.85 (2H, m), 4.09 ~ 3.65 (2H, m), 3.87 (3H, s), 3.
86 (6H, s), 3.56-3.41 (2H, br.s), 2.89-2.60 (4H, m), 2.48
~ 2.29 (4H, m), 2.20 ~ 1.98 (10H, m) Infrared absorption spectrum ν _max (KBr) cm ^-1 : 29
48, 1625, 1584, 1464, 1415, 12
35,1128 Elemental analysis value (% as C ₃₇ H ₄₃ N ₃ O ₆ Cl ₂ .0.5H ₂ O) Calculated value: C: 62.98, H: 6.28, N: 5.95, Cl: 10.04 Found: C: 63.01, H: 6.43, N: 5.97, Cl: 9.71 Mass spectrum (FAB) m / z: 696 ((M + H) ⁺ ).

[0264]

Example 4 1- [2-[(5R)-(3,4-dichlorophenyl)
-3- (3,4,5-trimethoxybenzoyl) oxa
Zolidin-5-yl] ethyl] -4-phenylpiperidi
N-4-carboxylic acid morpholine amide Yield: 63% [α] _D ²⁴ +20.5 (c = 1.04, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ).
δ ppm: 7.60 ~ 7.10 (8H, m), 6.70 (2H, s), 5.40 ~ 4.90 (2H,
m), 3.87 (9H, s), 4.10 to 1.40 (22H, m) infrared absorption spectrum ν _max (KBr) cm ^-1 : 29
66, 1637, 1584, 1455, 1416, 12
33,1128 Elemental analysis value (% as C ₃₇ H ₄₃ N ₃ O ₇ Cl ₂ .0.5H ₂ O) Calculated value: C: 61.58, H: 6.15, N: 5.82, Cl: 9.83 Found: C: 61.47, H: 6.62, N: 5.45, Cl: 9.67 Mass Spectrometry (FAB) m / z: 712 ((M + H) ⁺ ). Similarly, the compounds of the following Examples 5 to 40 were synthesized.

[0265]

Embedded image

[0266]

Embedded image

[0267]

Embedded image

[0268]

Example 41 1- [3-[(5R)-(3,4-dichlorophenyl)
-3- (3,4,5-trimethoxybenzoyl) oxa
Zolidine-5-yl] propyl-4-phenylpiperidi
4-Carboxylic acid amide

[0269]

Example 41 (a) 4- (3,4-dichlorophenyl) -4-oxobutane
Acid methyl ester Dichlorobenzene 1.00 g (6.80 mmol) and succinic anhydride 0.72 g (7.14 mmol) were suspended in dichloroethane 3 ml, and aluminum chloride (powder) 1.36 g (10.2 mmol). ) Is added and 60 ° C
Then, the mixture was stirred for 3 hours. The reaction mixture was ice-cooled, 1N hydrochloric acid was added, and the mixture was extracted with methylene chloride. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. Dissolve the residue in 30 ml of methanol,
Sulfuric acid (0.20 ml) was added, and the mixture was heated under reflux for 2 hours. The reaction solution was brought to room temperature, poured into water, and extracted with ethyl ether.
The organic phase was washed with saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography (elution solvent: n
-Hexane: ethyl ether = 17: 3 to 7: 3) to give the target compound as pale orange crystals, 0.25 g.
(14%) obtained. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 8.07 (1H, d, J = 2Hz), 7.81 (1H, dd, J = 2,8Hz), 7.56
(1H, d, J = 8Hz), 3.71 (3H, s), 3.27 (2H, t, J = 7Hz), 2.78 (2H,
(t, J = 7Hz)

[0270]

Example 41 (b) 4- (3,4-dichlorophenyl) -4-pentenoic acid
Methyl ester methyltriphenylphosphonium bromide 330mg
(0.92 mmol) and potassium t-butoxide 105
mg (0.94 mmol) to 4 ml of dried benzene
And was stirred at room temperature under a nitrogen stream for 4 hours. 4- (3,4-dichlorophenyl) -4-oxobutanoic acid methyl ester obtained in Example 41 (a) 200 m
g was dissolved in 1 ml of benzene and added, and the mixture was stirred for 18 hours. The reaction solution was filtered through Celite, washed with ethyl ether, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: n-hexane: ethyl ether = 23: 2) to obtain the target compound as a pale yellow oily substance (95 mg, 64%). Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 7.48 (1H, d, J = 2Hz), 7.40 (1H, d, J = 8Hz), 7.23 (1H,
dd, J = 2,8Hz), 5.32 (1H, s), 5.14 (1H.s), 3.67 (3H, s), 2.79
(2H, t, J = 8Hz), 2.48 (2H, t, J = 8Hz)

[0271]

Example 41 (c) 4- (3,4-dichlorophenyl) -4-pentene-1
-All t-butyldimethylsilyl ether Using 4- (3,4-dichlorophenyl) -4-pentenoic acid methyl ester obtained in Example 41 (b),
The target compound was obtained in a yield of 93% in the same manner as in Example 1 (b).
I got it. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 7.49 (1H, d, J = 2Hz), 7.38 (1H, d, J = 9Hz), 7.24 (1H,
dd, J = 2,9Hz), 5.30 (1H, s), 5.13 (1H, d, J = 1Hz), 3.62 (2H, t,
J = 6Hz), 2.52 (2H, t, J = 8Hz), 1.60 ~ 1.68 (2H, m), 0.90 (9H,
s), 0.04 (6H, s)

[0272]

Example 41 (d) (2R) -5- (t-butyldimethylsilyloxy)-
2- (3,4-dichlorophenyl) pentane-1,2-
Diol Using 4- (3,4-dichlorophenyl) -4-penten-1-ol t-butyldimethylsilyl ether obtained in Example 41 (c) in the same manner as in Example 1 (c). The target compound was obtained with a yield of 90%. [Α] _D ²⁴ -2.08 (c = 0.48, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ).
δ ppm: 7.56 (1H, d, J = 2Hz), 7.41 (1H, d, J = 8Hz), 7.23 (1H,
dd, J = 2,8Hz), 4.96 (1H, s), 3.53〜3.70 (4H, m), 1.98〜2.14
(3H, m), 1.35-1.57 (2H, m), 0.91 (9H, s), 0.082 (3H, s), 0.0
78 (3H, s)

[0273]

Example 41 (e): (2R) -1-azido-5- (t-butyldimethylsilyl)
Luoxy) -2- (3,4-dichlorophenyl) -2-
Pentanol Example 1 using the (2R) -5- (t-butyldimethylsilyloxy) -2- (3,4-dichlorophenyl) pentane-1,2-diol obtained in Example 41 (d). The target compound was obtained in a yield of 86% in the same manner as in (d). [Α] _D ²⁴ -48.2 (c = 0.61, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃₎
δ ppm: 7.58 (1H, d, J = 2Hz), 7.42 (1H, d, J = 9Hz), 7.23 (1H,
dd, J = 2,9Hz), 4.93 (1H, s), 3.67 (1H, m), 3.58 (1H, m), 3.43
(1H, d, J = 12Hz), 3.31 (1H, d, J = 12Hz), 2.13 (1H, m), 2.04 (1
H, m), 1.54 (1H, m), 1.40 (1H, m), 0.91 (9H, s), 0.09 (3H, s),
0.08 (3H, s)

[0274]

Example 41 (f) (f) (2R) -1-amino-5- (t-butyl dimethyl)
Rusilyloxy) -2- (3,4-dichlorophenyl)
2-Pentanol (2R) -1-azido-5 obtained in Example 41 (e)
-(T-butyldimethylsilyloxy) -2- (3,4
The target compound was obtained with a yield of 76% in the same manner as in Example 1 (e) using -dichlorophenyl) -2-pentanol. [Α] _D ²⁴ -8.13 (c = 0.48, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ )
δ ppm: 7.54 (1H, d, J = 2Hz), 7.40 (1H, d, J = 9Hz), 7.21 (1H,
dd, J = 2,9Hz), 4.57 (1H, br.s), 3.50〜3.62 (2H, m), 2.96 (1
H, d, J = 13Hz), 2.82 (1H, d, J = 13Hz), 1.93 (1H, m), 1.80 (1H,
m), 1.33 to 1.60 (2H, m), 0.89 (9H, s), 0.04 (6H, s)

[0275]

Example 41 (g) 3-[(5R)-(3,4-dichlorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidi
N-5-yl] -1-propanol t-butyl dimethyl
Obtained in Le silyl ether Example 41 (f) (2R) -1- amino-5
-(T-butyldimethylsilyloxy) -2- (3,4
Using -dichlorophenyl) -2-pentanol, the target compound was obtained in a yield of 48% in the same manner as in Example 1 (f). [Α] _D ²⁴ +37.73 (c = 0.44, methanol)

[0276]

Example 41 (h) 3-[(5R)-(3,4-dichlorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidi
N-5-yl] -1-propanol methanesulfone
Over preparative Example 41 (g) obtained in 3 - [(5R) -5-
(3,4-Dichlorophenyl) -3- (3,4,5-trimethoxybenzoyl) oxazolidin-5-yl]-
1-Propanol t-Butyldimethylsilyl ether was used to give the target compound in a yield of 93% as in Example 1 (g). [Α] _D ²⁴ +52.90 (c = 0.62, methanol)

[0277]

Example 41 (i) 1- [3-[(5R)-(3,4-dichlorophenyl)
-3- (3,4,5-trimethoxybenzoyl) oxa
Zolidine-5-yl] propyl-4-phenylpiperidi
Obtained in emission-4-carboxylic acid amide Example 41 (h) 3 - [( 5R) - (3,4
Example 1 using -dichlorophenyl) -3- (3,4,5-trimethoxybenzoyl) oxazolidin-5-yl] -1-propanol methanesulfonate.
The target compound was obtained in a yield of 66% in the same manner as in (h). [Α] _D ²⁴ +35.9 (c = 0.48, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ).
δ ppm: 7.60 ~ 7.10 (8H, m), 6.68 (2H, br.s), 5.40 ~ 4.90
(4H, m), 3.88 (9H, s), 3.87 (9H, s), 4.10 ~ 1.10 (16H, m) Infrared absorption spectrum ν _max (KBr) cm ^-1 : 34
40, 3353, 2940, 1676, 1641, 15
85 Elemental analysis value (% as C ₃₄ H ₃₉ N ₃ O ₆ Cl ₂ .0.5H ₂ O) Calculated value: C: 61.35, H: 6.06, N: 6.31, Cl: 10. 65 Measured value: C: 61.81, H: 6.22, N: 6.50, Cl: 10.26 Mass spectrometry (FAB) m / z: 656 ((M + H) ⁺ ) Same as in the above example. Thus, the compounds of Examples 41 to 50 below were synthesized.

[0278]

Embedded image

[0279]

Example 51 (Exemplary Compounds described below Table 2-1969) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl] -4-phenylpiperidine-4-ca
Rubonamide

[0280]

Example 51 (a) 3- (3,4-dichlorophenyl) -3-butenoic acid
11.31 g (0.47 mol) of chill ester metal magnesium piece was added to 300 ml of ether, a small amount of iodine was added, and the mixture was left for 1 hour, and then 1-bromo-3,4-dichlorobenzene 1 was added.
02.87 g (0.46 mol) of ether (150 m
l) The solution was slowly added dropwise. After adding 150 ml of ether, 60.33 g (44.3 mmol) of anhydrous zinc chloride was slowly added and stirred for 1 hour. Further, bis (triphenylphosphine) palladium chloride 3.
After addition of 10 g (4.42 mmol) diketene 3
4.15 ml (42.8 mmol) ether (600
ml) solution was added dropwise and the reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into 1 liter of ice-cooled 1N hydrochloric acid, extracted with ether (500 ml × 3 times), and the collected organic layers were combined with 1N aqueous sodium hydroxide solution (700 ml × 3).
3 times). The aqueous layer was acidified with concentrated hydrochloric acid under ice cooling, extracted with ether (500 ml × 3 times), and the organic layer was dried over magnesium sulfate. The solvent was distilled off under reduced pressure,
The residue was dissolved in methanol (350 ml), concentrated sulfuric acid (10 ml) was added, and the mixture was heated under reflux for 30 min. After cooling, the mixture was neutralized with a saturated aqueous solution of sodium hydrogen carbonate, methanol was distilled off under reduced pressure, and the residue was diluted with methylene chloride (200 ml).
X 3 times). The organic layer was dried over magnesium sulfate, and the solvent was concentrated under reduced pressure. The residue was distilled under reduced pressure to give 69.13 g (62%) of the desired compound as a pale yellow oily substance.
%)Obtained. Boiling point: 144-146 ° C (5 mmHg) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ )
δ ppm: 7.51 (1H, d, J = 2.2Hz), 7.40 (1H, d, J = 8.2Hz), 7.25
(1H, dd, J = 8.2,2.2Hz), 5.55 (1H, s), 5.30 (1H, s), 3.67 (3H,
s), 3.49 (2H, s)

[0281]

Example 51 (b) 3- (3,4-dichlorophenyl) -3-butenol
11.76 g (0.28 mol) of lithium aluminum hydride t-butyldimethylsilyl ether was suspended in 500 ml of anhydrous tetrahydrofuran,
Then, 3- (3,4-dichlorophenyl) -3-butenoic acid methyl ester 6 synthesized in Example 51 (a)
A solution of 9.06 g (0.28 mol) of anhydrous tetrahydrofuran (500 ml) in a nitrogen atmosphere at 0 ° C.
Slowly added dropwise over a period of minutes. The reaction mixture was stirred for 30 minutes at the same temperature, then water (500 ml) and 10%
Aqueous sodium hydroxide solution (500 ml) was slowly added, and the mixture was further stirred at room temperature for 1 hr. The reaction mixture was filtered through Celite, and the filtrate was washed with ethyl acetate (500 ml x 3
The organic layer was dried over magnesium sulfate, the solvent was concentrated under reduced pressure, and the residue was dried under reduced pressure. This was dissolved in 250 ml of anhydrous dimethylformamide, and then 47.12 ml (0.34 mol) of triethylamine and 6.88 g (0.04 mol) of 4-dimethylaminopyridine under ice cooling.
6 mol) and t-butyldimethylsilyl chloride 50.
96 g (0.34 mol) were added sequentially, and further under ice cooling, 2
Stirred for hours. Ethyl acetate (1 liter) was added to the reaction mixture, and the mixture was washed successively with ice-cooled 10% hydrochloric acid and saturated saline and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was subjected to silica gel flash column chromatography (developing solvent: n-hexane: ethyl acetate = 5).
Purification was performed at 0: 1 to 20: 1) to obtain 43.52 g (47%) of the target compound as a colorless oily substance. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 7.50 (1H, d, J = 2.1Hz), 7.38 (1H, d, J = 8.1Hz), 7.24
(1H, dd, J = 8.1,2.1Hz), 5.35 (1H, s), 5.16 (1H, s), 3.70 (2H,
t, J = 6.9Hz), 2.67 (2H, t, J = 6.9Hz), 0.86 (9H, s), 0.00 (6H,
s)

[0282]

Example 51 (c) 3- (3,4-dichlorophenyl) -3,4-epoxy
-1-butanol tert-butyldimethylsilyl ether
Le 3- (3,4-dichlorophenyl) -3-butenol
3.00 g of tert-butyldimethylsilyl ether (9.
(05 mmol) was dissolved in 60 ml of methylene chloride, 2.52 g (30.0 mmol) of sodium hydrogen carbonate and 3.88 g (15.7 mm) of 3-chloroperbenzoic acid (content 70%).
ol) was added and the mixture was stirred at room temperature for 3 hours. The reaction solution was diluted with methylene chloride and washed with 1N aqueous sodium hydroxide solution and saturated brine. After the organic layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: n-hexane: ethyl ether = 24: 1 to 19: 1) to obtain 2.70 g of the target compound. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 7.47 (1H, d, J = 2Hz), 7.38 (1H, d, J = 8Hz), 7.21 (1H,
dd, J = 2,8Hz), 3.57 to 3.72 (2H, m), 3.01 (1H, d, J = 5Hz), 2.68
(1H, d, J = 5Hz), 2.27 (1H, m), 2.01 (1H, m), 0.84 (9H, s),-0.0
16 (3H, s),-0.024 (3H, s)

[0283]

Example 51 (d) 4- (tert-butyldimethylsilyloxy) -2-
(3,4-dichlorophenyl) -1- [N- (tert-but
Toxycarbonyl) -N- (2-hydroxyethyl) a
Mino] -2-butanol 3- (3,4-dichlorophenyl) -3,4-evoxy-1-butanol tert obtained in Example 51 (c).
-Butyl dimethyl silyl ether 1.50 g (4.32
mmol) and lithium perchlorate 1.84 g (17.3 mmo)
l) was dissolved in 30 ml of acetonitrile and stirred under a nitrogen atmosphere at room temperature for 10 minutes. 2.11 g (34.5 mmol) of 2-aminoethanol was added to the reaction solution, and the mixture was heated under reflux for 5 hours. The reaction solution was cooled to room temperature, diluted with ethyl acetate, and washed with saturated saline. After the organic layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue is dissolved in 30 ml of methylene chloride, 0.89 ml (6.42 mmol) of triethylamine and 943 mg (4.32 mmol) of di-tert-butyl dicarbonate are added,
Stirred at room temperature for 16 hours. The reaction solution was poured into water, extracted with methylene chloride, and washed with saturated saline. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: n-hexane: ethyl acetate = 3: 2) to obtain 1.94 g of the target compound. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 7.30 to 7.75 (3H, m), 5.30 and 5.57 (total 1H, each b
rs), 3.05 ~ 4.00 (9H, m), 2.00 ~ 2.40 (2H, m), 1.53 (9H, s),
0.94 (9H, s), 0.09 (3H, s), 0.07 (3H, s) Infrared absorption spectrum ν _max cm ^-1 (KBr): 329
8, 2955, 2936, 2885, 2857, 1659 Mass spectrum (FAB) m / z: 508 ((M +
H) ⁺ )

[0284]

Example 51 (e) 2- [4-tert-butoxycarbonyl-2- (3,4-
Dichlorophenyl) morpholin-2-yl] ethanol
tert-Butyldimethylsilyl ether 4- (tert-butyldimethylsilyloxy) -2- (3,4-dichlorophenyl) -1- [N- (tert-butoxycarbonyl) -obtained in Example 51 (d) N-
(2-Hydroxyethyl) amino] -2-butanol 1
0.4 g (20.5 mmol) and 8.03 g (30.6 mmol) triphenylphosphine were added to dry toluene 18
After dissolving in 0 ml, a solution of diethyl azodicarboxylate 5.33 g (30.6 mmol) in 20 ml toluene was added dropwise at room temperature under a nitrogen atmosphere, and the mixture was stirred for 2 hours. The reaction solution is
The mixture was poured into an aqueous solution of ammonium chloride, extracted with ethyl acetate, and washed with saturated saline. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue
Purification by silica gel column chromatography (eluting solvent: hexane: ethyl acetate = 23: 2-9: 1) gave 8.85 g of the desired compound. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 7.56 (1H, br.s), 7.43 (1H, d, J = 9Hz), 7.28 (1H, dd,
J = 2,9Hz), 4.20 ~ 4.55 (1H, br.s), 3.00 ~ 3.80 (8H, m), 1.80
~ 2.10 (2H, m), 1.35 ~ 1.60 (9H, br.s), 0.85 (9H, s),-0.01
(6H, s) Infrared absorption spectrum ν _max cm ^-1 (CHCl ₃ ):
2957, 2931, 2859, 1730, 1687 Mass spectrum (FAB) m / z: 490 ((M +
H) ⁺ )

[0285]

Example 51 (f) 2- [2- (3,4-dichlorophenyl) morpholine-
2-yl] ethanol 2- [4-tert-butoxycarbonyl-2- (3,4-dichlorophenyl) morpholin-2-yl] ethanol tert-butyldimethylsilyl ether obtained in Example 51 (e) 7. 80 g (15.9 mmol) was dissolved in 150 ml of methylene chloride, 7.05 g (35.5 mmol) of B-bromocatecholborane was added, and the mixture was stirred at room temperature under a nitrogen stream for 2 hours. 150 ml of water was added to the reaction solution, and the mixture was further stirred for 2 hours. The mixture was made alkaline with 1N aqueous sodium hydroxide solution, extracted with methylene chloride, and washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue
Purification by silica gel column chromatography (eluting solvent: methylene chloride: methanol = 19: 1 to 17: 3) gave 4.40 g of the desired compound. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 7.51 (1H, d, J = 2Hz), 7.48 (1H, d, J = 8Hz), 7.24 (1
H, dd, J = 2,8Hz), 3.76 (1H, dt, J = 3,12Hz), 3.66 (1H, m), 3.58
(2H, t, J = 6Hz), 3.36 (1H, d, J = 13Hz), 3.11 (1H, d, J = 13Hz),
2.97 (1H, m), 2.79 (1H, dt, J = 3,13Hz), 2.14 (1H, dt, J = 6,15H
z) .1.79 (1H, dt, J = 6,15Hz)

[0286]

Example 51 (g) 2- [2- (3,4-dichlorophenyl) -4- (3,3)
4,5-Trimethoxybenzoyl) morpholin-2-i
Le] obtained in ethanol Example 51 (f), 2- [2- a (3,4-dichlorophenyl) morpholin-2-yl] ethanol 1.28 g (4.63 mmol), was dissolved in methylene chloride 30ml , Triethylamine 2.66g (26.3mmo
l), 1.28 g (5.55 mmol) of 3,4,5-trimethoxybenzoyl chloride and 5 mg of 4-dimethylaminopyridine were added, and the mixture was stirred at room temperature for 6 hours. The reaction solution was poured into an aqueous solution of sodium hydrogen carbonate, extracted with methylene chloride, and washed with saturated saline. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: methylene chloride: acetone = 4: 1 to 7: 3) to obtain 1.72 g of the target compound. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 6.80 ~ 7.80 (3H, m), 6.47 (2H, s), 3.40 ~ 4.80 (8H,
m), 3.84 and 3.86 (total 9H, each s), 1.75 to 2.25 (2H, m) infrared absorption spectrum ν _max cm ^-1 (KBr): 3429,
2940, 2838, 1630, 1585 Mass spectrum (EI) m /
z: 469 (M ⁺ )

[0287]

Example 51 (h) 2- [2- (3,4-dichlorophenyl) -4- (3,3)
4,5-Trimethoxybenzoyl) morpholin-2-i
]] Ethanol methanesulfonate 2- [2- (3,4-dichlorophenyl-4- (3,4,5-trimethoxybenzoyl) morpholin-2-yl] ethanol obtained in Example 51 (g) 388 mg.
(0.83 mmol) was dissolved in 5 ml of methylene chloride, 126 mg (1.25 mmol) of triethylamine and 0.078 ml (1.01 mmol) of methanesulfonyl chloride were added, and the mixture was stirred at room temperature for 2 hours. The reaction solution was diluted with methylene chloride and washed with 1N hydrochloric acid and saturated saline.
After drying the organic layer over anhydrous sodium sulfate, under reduced pressure,
The solvent was distilled off. The residue was subjected to silica gel column chromatography (elution solvent: hexane: ethyl acetate = 1: 4 ~
Purification by 0: 1) gave 424 mg of the desired compound. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 6.90 ~ 7.80 (3H, m), 6.52 (2H, s), 3.40 ~ 4.35 (8H,
m), 3.86 and 3.87 (total 9H, each s), 2.93 (3H, s), 2.10 to 2.55
(2H, m) Infrared absorption spectrum ν _max cm ^-1 (KBr): 2999,
2966, 2939, 2875, 1634, 1585 Mass spectrum (FAB) m / z: 548 ((M +
H) ⁺ )

[0288]

Example 51 (i) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl] -4-phenylpiperidine-4-ca
Rubonic acid amide 200 mg of 2- [2- (3,4-dichlorophenyl) -4- (3,4,5-trimethoxybenzoyl) morpholin-2-yl] ethanol methanesulfonate obtained in Example 51 (h) (0.36 mmol), 105 mg of 4-phenylpiperidine-4-carboxamide hydrochloride (0.4
4 mmol), sodium hydrogencarbonate 100 mg (1.19 mmo)
l) and 100 mg (0.60 mmol) of potassium iodide,
Suspend in 2 ml of dimethylformamide and under nitrogen flow, 8
The mixture was stirred at 0 ° C for 6 hours. The reaction solution was poured into water, extracted with ethyl acetate, and washed successively with an aqueous sodium thiosulfate solution, water and saturated saline. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by thin-layer chromatography (developing solvent: methylene chloride: methanol = 9: 1) and crystallized from hexane to obtain 205 mg of the desired compound (yield 86%). Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δ ppm: 6.80 to 7.75 (8H, m), 6.48 (2H, s), 5.18 (2H, s), 1.8
0 to 4.70 (18H, m), 3.83 and 3.85 (total 9H, each s) infrared absorption spectrum ν _max cm ^-1 (KBr): 3440,
3356, 2937, 2831, 1679, 1631, 1584 Mass spectrum (FAB) m / z: 656 ((M +
H) ⁺⁾ Elemental analysis as _{(C 34 H 39 N 3 O} 6 Cl 2 · 1/10 H 2 O): Calculated: C: 62.02; H: 6.00 ; N: 6.38; Cl: 10.76 Found: C : 61.54; H: 6.07; N: 6.25; Cl: 11.35 In the same manner as in the above-mentioned Example 51, the compounds of the following Examples 52 to 69 were synthesized.

[0289]

Example 52 (Exemplary Compounds Table 2-1971) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl] -4-phenylpiperidine-4-ca
Rubonic acid dimethylamide Yield: 84% Mass spectrum (FAB) m / z: 684 ((M +
H) ⁺⁾ Elemental analysis (as _{C 36 H 43 N 3 O 6} Cl 2): Calculated: C: 63.16; H: 6.33 ; N: 6.14; Cl: 10.36 Found: C: 63.28; H: 6.64 ; N: 5.79; Cl: 9.96

[0290]

Example 53 (Exemplary Compounds described below Table 2-1972) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl] -4-phenylpiperidine-4-ca
Rubonic acid Pyrrolidineamide Yield: 76% Mass spectrum (FAB) m / z: 710 ((M +
H) ⁺⁾ Elemental analysis as _{(C 38 H 45 N 3 O} 6 Cl 2 · 1/10 H 2 O): Calculated: C: 64.06; H: 6.39 ; N: 5.90; Cl: 9.95 Found: C : 63.62; H: 6.37; N: 5.75; Cl: 9.96

[0291]

Example 54 (Exemplary Compounds described below Table 2-1973) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl] -4-phenylpiperidine-4-ca
Rubonic acid Morpholinamide Yield: 68% Mass spectrum (FAB) m / z: 726 ((M +
H) ⁺⁾ Elemental analysis as _{(C 38 H 45 N 3 O} 7 Cl 2 · 1/10 H 2 O): Calculated: C: 62.65; H: 6.25 ; N: 5.77; Cl: 9.73 Found: C : 62.26; H: 6.18; N: 5.66; Cl: 9.87

[0292]

Example 55 (Exemplary Compounds Table 2-2006) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl] spiro [isobenzofuran-1 (3
H), 4'-piperidine] Yield: 63% Mass spectrum (FAB) m / z: 641 ((M +
H) ⁺⁾ Elemental analysis as _{(C 34 H 38 N 2 O} 6 Cl 2 · 1/10 H 2 O): Calculated: C: 63.47; H: 5.98 ; N: 4.35; Cl: 11.02 Found: C : 63.04; H: 6.10; N: 4.24; Cl: 11.10

[0293]

Example 56 (Exemplary Compounds described below Table 2-2014) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl] -1-methanesulfonyl-spiro
(Indoline-3,4'-piperidine) Yield: 85% Mass spectrum (FAB) m / z: 718 ((M +
H) ⁺ ) Elemental analysis (as C ₃₅ H ₄₁ N ₃ O ₇ SCl ₂ ): Calculated: C: 58.49; H: 5.75; N: 5.85; Cl: 9.87; S: 4.46 Found: C: 58.26; H: 5.80; N: 5.74; Cl: 10.02; S: 4.33

[0294]

Example 57 (Exemplary Compounds described below Table 2-2008) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl] spiro [benzo [c] thiophene-
1 (3H), 4'-piperidine] Yield: 78% Mass spectrum (FAB) m / z: 657 ((M +
H) ⁺ ) Elemental analysis value (as C ₃₄ H ₃₈ N ₂ O ₅ SCl ₂ · H ₂ O): Calculated value: C: 60.44; H: 5.97; N: 4.15; Cl: 10.49; S: 4.74 Actual value: C: 60.68; H: 5.95; N: 3.92; Cl: 10.60; S: 4.85

[0295]

Example 58 (Exemplary Compounds described below Table 2-2010) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl] spiro [benzo [c] thiophene-
1 (3H), 4′-piperidine] -2-oxide yield: 60% mass spectrum (FAB) m / z: 673 ((M +
H) ⁺ ) Elemental analysis value (as C ₃₄ H ₃₈ N ₂ O ₆ SCl ₂ ): Calculated value: C: 60.62; H: 5.69; N: 4.16; Cl: 10.53; S: 4.76 Actual value: C: 60.50; H: 5.94; N: 4.09; Cl: 10.35; S: 4.71

[0296]

Example 59 (Exemplary Compounds described below Table 2-2015) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl] spiro [isoquinoline-1 (2
H), 4'-Piperidin] -3 (4H) -one Yield: 80% Mass spectrum (FAB) m / z: 668 ((M +
H) ⁺⁾ Elemental analysis (as _{C 35 H 39 N 3 O 6} Cl 2): Calculated: C: 62.87; H: 5.88 ; N: 6.29; Cl: 10.61 Found: C: 62.95; H: 5.98 ; N: 6.07; Cl: 10.77

[0297]

Example 60 (Exemplary Compounds described below Table 2-2353) 1- [2- [2- (3,4-dichlorophenyl) -4-
(2-Pyridylcarbonyl) morpholin-2-yl] d
Cyl] -4-phenylpiperidine-4-carboxylic acid ami
De Yield: 73% mass spectrum (FAB) m / z: 567 ((M +
H) ⁺⁾ Elemental analysis as _{(C 30 H 32 N 4 O} 3 Cl 2 · 1/2 H 2 O): Calculated: C: 62.50; H: 5.77 ; N: 9.72; Cl: 12.30 Found: C : 62.19; H: 5.88; N: 9.39; Cl: 13.12

[0298]

Example 61 (Exemplary Compounds described below Table 2-2355) 1- [2- [2- (3,4-dichlorophenyl) -4-
(2-Pyridylcarbonyl) morpholin-2-yl] d
Cyl] -4-phenylpiperidine-4-carboxylic acid di
Methylamide yield: 70% Mass spectrum (FAB) m / z: 595 ((M +
H) ⁺⁾ Elemental analysis as _{(C 32 H 36 N 4 O} 3 Cl 2 · 1/2 H 2 O): Calculated: C: 63.57; H: 6.17 ; N: 9.27; Cl: 11.73 Found: C : 63.34; H: 6.26; N: 9.23; Cl: 11.97.

[0299]

Example 62 (Exemplary Compounds described below Table 2-1585) 1- [2- [2- (3,4-dichlorophenyl) -4-
(2-Methoxybenzoyl) morpholin-2-yl] d
Cyl] -4-phenylpiperidine-4-carboxylic acid ami
De Yield: 75% mass spectrum (FAB) m / z: 596 ((M +
H) ⁺⁾ Elemental analysis as _{(C 32 H 35 N 3 O} 4 Cl 2 · 1/2 H 2 O): Calculated: C: 63.47; H: 5.99 ; N: 6.94; Cl: 11.71 Found: C : 63.02; H: 6.12; N: 6.74; Cl: 12.97

[0300]

Example 63 (Exemplified Compounds, Table 2-1586) 1- [2- [2- (3,4-dichlorophenyl) -4-]
(2-Methoxybenzoyl) morpholin-2-yl] d
Cyl] -4-phenylpiperidine-4-carboxylic acid di
Methylamide yield: 77% Mass spectrum (FAB) m / z: 624 ((M +
H) ⁺⁾ Elemental analysis as _{(C 34 H 39 N 3 O} 4 Cl 2 · 1/2 H 2 O): Calculated: C: 64.45; H: 6.36 ; N: 6.63; Cl: 11.19 Found: C : 64.29; H: 6.42; N: 6.68; Cl: 11.57

[0301]

Example 64 (Exemplary Compounds Table 2-1633) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3-Methoxybenzoyl) morpholin-2-yl] d
Cyl] -4-phenylpiperidine-4-carboxylic acid ami
De Yield: 80% mass spectrum (FAB) m / z: 596 ((M +
H) ⁺⁾ Elemental analysis as _{(C 32 H 35 N 3 O} 4 Cl 2 · 1/2 H 2 O): Calculated: C: 63.47; H: 5.99 ; N: 6.94; Cl: 11.71 Found: C : 63.44; H: 5.79; N: 6.79; Cl: 11.47

[0302]

Example 65 (Exemplary Compounds Table 2-1635) 1- [2- [2- (3,4-dichlorophenyl) -4-
(3-Methoxybenzoyl) morpholin-2-yl] d
Cyl] -4-phenylpiperidine-4-carboxylic acid di
Methylamide yield: 80% Mass spectrum (FAB) m / z: 624 ((M +
H) ⁺⁾ Elemental analysis as _{(C 34 H 39 N 3 O} 4 Cl 2 · 1/5 H 2 O): Calculated: C: 65.01; H: 6.32 ; N: 6.69; Cl: 11.29 Found: C : 64.79; H: 6.47; N: 6.42; Cl: 10.93

[0303]

Example 66 (Exemplary Compounds Table 2-1681) 1- [2- [2- (3,4-dichlorophenyl) -4-
(4-Methoxybenzoyl) morpholin-2-yl] d
Cyl] -4-phenylpiperidine-4-carboxylic acid ami
De Yield: 94% mass spectrum (FAB) m / z: 596 ((M +
H) ⁺⁾ Elemental analysis as _{(C 32 H 35 N 3 O} 4 Cl 2 · 1/5 H 2 O): Calculated: C: 64.04; H: 5.95 ; N: 7.00; Cl: 11.82 Found: C : 63.67; H: 5.97; N: 6.70; Cl: 12.20

[0304]

Example 67 (Exemplary Compounds described below Table 2-1683) 1- [2- [2- (3,4-dichlorophenyl) -4-
(4-Methoxybenzoyl) morpholin-2-yl] d
Cyl] -4-phenylpiperidine-4-carboxylic acid di
Methylamide yield: 78% Mass spectrum (FAB) m / z: 624 ((M + H) ⁺ ) Elemental analysis value (as C ₃₄ H ₃₉ N ₃ O ₄ Cl ₂ ): Calculated value: C: 65.38; H: 6.29; N: 6.73; Cl: 11.35 Found: C: 65.32; H: 6.94; N: 6.61; Cl: 10.97.

[0305]

Example 68 (Exemplary Compounds Table 2-2497) 1- [2- [2- (3,4-dichlorophenyl) -4-
(2-Pyrazinylcarbonyl) morpholin-2-yl]
Ethyl] -4-phenylpiperidine-4-carboxylic acid
Yield of amide : 31% Mass spectrum (FAB) m / z: 568 ((M +
H) ⁺ ) Elemental analysis value (as C ₂₉ H ₃₁ N ₅ O ₃ Cl ₂ .H ₂ O): Calculated value: C: 59.39; H: 5.67; N: 11.87; Cl: 12.09 Measured value: C: 59.58; H: 5.82; N: 11.30; Cl: 12.56

[0306]

Example 69 (Exemplary Compounds described below Table 2-2499) 1- [2- [2- (3,4-dichlorophenyl) -4-
(2-Pyrazinylcarbonyl) morpholin-2-yl]
Ethyl] -4-phenylpiperidine-4-carboxylic acid
Dimethylamide yield: 33% Mass spectrum (FAB) m / z: 596 ((M +
H) ⁺ ) Elemental analysis (as C ₃₁ H ₃₅ N ₅ O ₃ Cl ₂ .H ₂ O): Calculated: C: 60.58; H: 6.07; N: 11.40; Cl: 11.54 Found: C: 60.57; H: 5.95; N: 9.97; Cl: 12.88

[0307]

Example 70 (Exemplary Compounds described below Table 2-1969) 1- [2-[(2R)-(3,4-dichlorophenyl)
-4- (3,4,5-trimethoxybenzoyl) morpho
Phosphorus-2-yl] ethyl] -4-phenylpiperidine-
4-carboxylic acid amide

[0308]

Example 70 (a) 4-tert-butyldimethylsilyloxy- (2R)
-(3,4-Dichlorophenyl) butane-1,2-dio
Lumpur (DHQD) ₂ -PHAL (Hydro quinidine 1,4
-Phthalazine diyl diether) 790 mg (1.01)
Mmol), K ₃ Fe (CN) ₆ (potassium ferricyanide) 100.19 g (0.30 mol), potassium carbonate 42.06 g (0.30 mol) and osmium tetroxide (0.393 M toluene solution) 0.516 ml ( 0.2
0 mmol), tert-butanol 500 ml and water 5
It was dissolved in 00 ml and cooled to 0 ° C. to give Example 51 (b).
33.61 g (0.10 mol) of the olefin compound synthesized in
Was further added, and the mixture was further stirred at 0 ° C. for 5 hours. After adding 150 g of sodium sulfite and stirring at room temperature for 1 hour,
The reaction mixture was extracted with ethyl acetate (800 ml x 3 times), and the organic layer was dried over magnesium sulfate. After the solvent was distilled off under reduced pressure, the residue was subjected to silica gel flash column chromatography (developing solvent: n-hexane: ethyl acetate = 5:
The target compound was obtained as a colorless oily substance in an amount of 32.3 g (87%). Optical purity: 97% ee [α] _D ²⁴ + 11.39 (C = 1.01, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ).
δ ppm: 7.57 (1H, d, J = 2.1Hz), 7.43 (1H, d, J = 8.1Hz), 7.24
(1H, dd, J = 8.1,2.1Hz), 5.00 (1H, s), 3.80 (1H, ddd, J = 10.4,
3.8,3.8Hz), 3.5 ~ 3.7 (3H, m), 2.51 (1H, dd, J = 8.0,5.2H
z), 2.37 (1H, ddd, J = 15.0,11.1,4.0Hz), 1.86 (1H, ddd, J = 1
5.0,2.9,2.9Hz), 0.89 (9H, s), 0.04 (3H, s),-0.01 (3H, s)

[0309]

Example 70 (b) 1-azido-4-tert-butyldimethylsilyloxy-
(2R)-(3,4-dichlorophenyl) -2-butano
Diol 32.07g synthesized in Lumpur Example 70 (a)
(87.8 mmol) and 4-dimethylaminopyridine (1.07 g, 8.76 mmol) were added to pyridine (320 m).
It was dissolved in 1 and methanesulfonyl chloride 1 under ice cooling.
Slowly add 0.19 ml (0.132 mol)
Under a nitrogen atmosphere, the mixture was stirred at the same temperature for 2 hours. The reaction mixture was poured into ice-cooled 10% hydrochloric acid (1500 ml), followed by extraction with ethyl acetate (200 ml × 3 times),
The organic layer was washed with saturated saline and then dried over magnesium sulfate. The solvent was concentrated under reduced pressure and the residue was dried under reduced pressure.
This was dissolved in 300 ml of anhydrous dimethylformamide, 11.41 g (0.18 mol) of sodium azide was added, and the mixture was heated at 120 ° C. for 4 hours under a nitrogen atmosphere.
After the reaction mixture was brought to room temperature, it was poured into 1000 ml of saturated saline and extracted with ethyl acetate (500 ml × 3 times). The organic layer was dried over magnesium sulfate, the solvent was evaporated under reduced pressure, and the residue was subjected to silica gel flash column chromatography (developing solvent: n-hexane: ethyl acetate = 1.
Purification was performed at 0: 1 to 5: 1) to obtain 29.3 g (85%) of the target compound as a colorless oily substance. [Α] _D ²⁴ -48.56 (C = 1.04, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃₎
δ ppm: 7.59 (1H, d, J = 2.2Hz), 7.44 (1H, d, J = 8.3Hz), 7.24
(1H, dd, J = 8.3,2.2Hz), 5.12 (1H, s), 3.81 (1H, ddd, J = 10.6,
4.1,3.0Hz), 3.51 (1H, ddd, J = 10.6,10.6,2.8Hz), 3.40 (1H,
d, J = 12.5Hz), 3.31 (1H, d, J = 12.5Hz), 2.35 (1H, ddd, J = 15.
8,10.6,4.1Hz), 1.91 (1H, ddd, J = 15.8,3.0,2.8Hz), 0.88 (9
H, s), 0.02 (3H, s),-0.04 (3H, s)

[0310]

Example 70 (c) 1-amino-4-tert-butyldimethylsilyloxy-
(2R)-(3,4-dichlorophenyl) -2-butano
Lumpur Example 70 (b) synthesized in the azide compound 10.00 g (2
(5.6 mmol) was dissolved in 100 ml of tetrahydrofuran and 0.6 ml of water, 7.39 g (28.2 mmol) of triphenylphosphine was added, and the mixture was stirred at 80 ° C. for 4 hours under a nitrogen atmosphere. The solvent was distilled off under reduced pressure, n-hexane was added to the residue, and the precipitated crystals were separated by filtration,
After the filtrate was concentrated under reduced pressure, the residue was purified by flash column chromatography on silica gel (developing solvent: methylene chloride: methanol = 30: 1 to 10: 1), and 3.83 g (41%) of the target compound as a colorless oil. )Obtained. [Α] _D ²⁴ +3.94 (C = 0.71, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ).
δ ppm: 7.56 (1H, d, J = 2.2Hz), 7.42 (1H, d, J = 8.6Hz), 7.22
(1H, dd, J = 8.6,2.2Hz), 4.91 (1H, br.s), 3.73 (1H, ddd, J = 1
0.3,4.6,3.7Hz), 3.53 (1H, ddd, J = 10.3,10.2,3.7Hz), 2.91
(1H, d, J = 13.1Hz), 2.86 (1H, d, J = 13.1Hz), 2.16 (1H, ddd, J =
14.6,10.2,4.6Hz), 1.88 (1H, ddd, J = 14.6,3.7,3.7Hz), 1.4
4 (2H, br.s), 0.87 (9H, s), 0.01 (3H, s),-0.04 (3H, s)

[0311]

Example 70 (d) 1- (chloroacetyl) amino-4-tert-butyldime
Tylsilyloxy- (2R)-(3,4-dichlorophen
2. Nyl) -2-butanol Amino alcohol derivative synthesized in Example 70 (c).
60 g (9.88 mmol) and triethylamine 1.
64 ml (11.8 mmol), 4-dimethylaminopyridine 121 mg (0.99 mmol), and methylene chloride 1
It was dissolved in 00 ml, 0.94 ml (11.8 mmol) of chloroacetyl chloride was added dropwise under ice cooling, and 2 at the same temperature.
Stirred for hours. 100 ml of methylene chloride was added to the reaction mixture, and the mixture was washed successively with ice-cooled 10% hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel flash column chromatography (developing solvent: ethyl acetate: n-hexane = 1: 5-1: 2), and the target compound was used as a colorless oily substance to give 3 .32 g
(76%) was obtained. Nuclear magnetic resonance spectrum (270MHz, CDCl ₃₎
δppm: 7.64 (1H, d, J = 2.1Hz), 7.47 (1H, d, J = 8.4Hz), 7.28
(1H, dd, J = 8.4,2.1Hz), 7.03 (1H, br.t), 5.27 (1H, s), 4.04
(2H, ABq, J = 15.1Hz, Δδ = 0.08ppm), 3.81 (1H, dt, J = 10.5,
3.7Hz), 3.72 (1H, dd, J = 13.5,6.2Hz), 3.53 (1H, dd, J = 10.9,
2.3Hz), 3.45 (1H, dd, J = 13.5,5.4Hz), 2.24 (1H, ddd, J = 14.
8,10.9,4.1Hz), 1.93 (1H, dt, J = 14.8,2.8Hz), 0.92 (9H, s),
0.06 (3H, s), 0.00 (3H, s)

[0312]

Example 70 (e) 2-[(2R)-(3,4-dichlorophenyl) -5-
Oxomorpholin-2-yl] ethanol tert-butyl
219 mg (5.48 mmol) of sodium dimethylsilyl ether sodium hydride (containing 60%) was suspended in 30 ml of anhydrous tetrahydrofuran, and then 1.61 g (3% of chloroacetyl compound synthesized in Example 70 (d)). A solution of 0.65 mmol) dissolved in 30 ml of anhydrous tetrahydrofuran was slowly added dropwise over 30 minutes under ice cooling, and the mixture was further stirred at the same temperature for 4 hours. The reaction mixture was poured into ice-cooled 10% hydrochloric acid, extracted with ethyl acetate (100 ml × 3 times), the organic layer was washed with saturated brine and dried over magnesium sulfate. After the solvent was distilled off under reduced pressure, the residue was subjected to silica gel flash column chromatography (developing solvent; ethyl acetate:
Purification with n-hexane = 1: 4 to 2: 1) yielded 700 mg (47%) of the desired compound. [Α] _D ²⁴ = + 67.65 (c = 0.81, methanol) Nuclear magnetic resonance spectrum (270 MHz, CDCl ₃ ).
δppm: 7.532 (1H, d, J = 2.2Hz), 7.526 (1H, d, J = 8.1Hz), 7.
27 (1H, dd, J = 8.1,2.2Hz), 6.76 (1H, br.s), 4.17 (2H, ABq, J =
17.3Hz, Δδ = 0.24ppm), 3.98 (1H, dd, J = 13.0,3.9Hz), 3.7
6 (1H, dd, J = 13.0,2.0Hz), 3.63 (1H, m), 3.29 (1H, m), 2.12 (2
H, m), 0.91 (9H, s), 0.04 (3H, s), 0.03 (3H, s)

[0313]

Example 70 (f) 2-[(2R)-(3,4-dichlorophenyl) morpho
Phosphorus-2-yl] ethanol 2-[(2R)-(3, obtained in Example 70 (e).
4-dichlorophenyl) -5-oxomorpholine-2-
Yl] ethanol tert-butyldimethylsilyl ether (580 mg, 1.43 mmol) is dissolved in dry tetrahydrofuran (6 ml) and heated to reflux under a nitrogen stream to give borane dimethyl sulfide complex (10 M) (0.60 ml).
(6.0 mmol) was added dropwise and the mixture was stirred for 2 hours. The solvent of the reaction solution was distilled off, 5 ml of 1N hydrochloric acid was added, and the mixture was stirred at 100 ° C. for 1 hour. The reaction solution was allowed to cool, made alkaline with 1N aqueous sodium hydroxide solution, diluted with saturated brine, and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography (elution solvent: methylene chloride: methanol =
9: 1 to 17: 3) to give the desired compound 360
mg was obtained. [Α] _D ²⁴ = + 16.22 (c = 0.45, methanol) The nuclear magnetic resonance spectrum, infrared absorption spectrum, and mass spectrum were identical to those of the racemate produced in Example 51 (f).

[0314]

Example 70 (g) 2-[(2R)-(3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethanol 2-[(2R)-(3, obtained in Example 70 (f).
4-dichlorophenyl) morpholin-2-yl] ethanol was used and carried out in the same manner as in Example 51 (g) to obtain the target compound with a yield of 92%. [Α] _D ²⁴ = + 30.65 (c = 0.56, methanol) The nuclear magnetic resonance spectrum, infrared absorption spectrum, and mass spectrum were identical to those of the racemate produced in Example 51 (g).

[0315]

Example 70 (h) 2-[(2R)-(3,4-dichlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethanol methanesulfonate 2-[(2R)-(3, obtained in Example 70 (g).
4-dichlorophenyl) -4- (3,4,5-trimethoxybenzoyl) morpholin-2-yl] ethanol was used and carried out in the same manner as in Example 51 (h) to obtain the target compound with a yield of 99%. It was [Α] _D ²⁴ = + 18.52 (c = 0.61, methanol) The nuclear magnetic resonance spectrum, infrared absorption spectrum and mass spectrum were identical to those of the racemic body produced in Example 51 (h).

[0316]

Example 70 (i) 1- [ 2-[(2R)-(3,4-dichlorophenyl)]
-4- (3,4,5-trimethoxybenzoyl) morpho
Phosphorus-2-yl] ethyl] -4-phenylpiperidine-
4-Carboxylic acid amide 2-[(2R)-(3, obtained in Example 70 (h)
4-dichlorophenyl) -4- (3,4,5-trimethoxybenzoyl) morpholin-2-yl] ethanol
The procedure of Example 51 (i) was repeated using methanesulfonate to obtain the target compound with a yield of 79%. [Α] ^{_{D 24 = + 7.53 (c =}} 0.50, methanol) (as _{C 34 H 39 N 3 O 6} Cl 2 · 1/5 H 2 O) Elemental analysis: Calculated: C: 61.85; H : 6.01; N: 6.36; Cl: 10.74 Found: C: 61.51; H: 6.18; N: 6.13; Cl: 10.72 Nuclear magnetic resonance spectrum, infrared absorption spectrum and mass spectrum were obtained in Example 51 (i). It coincided with that of the racemate.

In the same manner as in Example 70, the following compounds of Examples 71 to 74 were synthesized.

[0318]

Example 71 (Exemplary Compounds described below Table 2-1971) 1- [2-[(2R)-(3,4-dichlorophenyl)
-4- (3,4,5-trimethoxybenzoyl) morpho
Phosphorus-2-yl] ethyl] -4-phenylpiperidine-
4-Carboxylic acid dimethylamide yield: 84% [α] _D ²⁴ = + 7.04 (c = 0.45, methanol) Elemental analysis value (as C ₃₆ H ₄₈ N ₃ O ₆ Cl ₂ ): Calculated value: C : 62.69; H: 7.02; N: 6.09; Cl: 10.28 Found: C: 62.37; H: 6.42; N: 5.94; Cl: 10.72

[0319]

Example 72 (Exemplary Compounds described below Table 2-2010) 1- [2-[(2R)-(3,4-dichlorophenyl)
-4- (3,4,5-trimethoxybenzoyl) morpho
Lin-2-yl] ethyl] spiro [benzo [c] thiof
En-1 (3H), 4′-piperidine] -2-oxide yield: 66% [α] _D ²⁴ = −2.50 (c = 0.50, methanol) Elemental analysis value (C ₃₄ H ₃₈ N ₂ O ₆ SCl ₂ ): Calculated: C: 60.62; H: 5.69; N: 4.16; Cl: 10.53; S: 4.76 Found: C: 60.17; H: 5.68; N: 4.00; Cl: 10.47; S : 4.55

[0320]

Example 73 (Exemplary Compounds described below Table 2-2015) 1- [2-[(2R)-(3,4-dichlorophenyl)
-4- (3,4,5-trimethoxybenzoyl) morpho
Rin-2-yl] ethyl] spiro [isoquinoline-1
(2H), 4'-piperidine] -3 (4H) - on Yield: 75% [α] ^{_{D 24 = + 2.58 (c =}} 0.40, methanol) Elemental analysis (C ₃₅ H ₃₉ N ₃ O ₆ Cl ₂ ): Calculated: C: 62.87; H: 5.88; N: 6.29; Cl: 10.61 Found: C: 62.46; H: 6.01; N: 6.08; Cl: 9.63.

[0321]

Example 74 (Exemplary Compounds described below Table 2-1635) 1- [2-[(2R)-(3,4-dichlorophenyl)
-4- (3-methoxybenzoyl) morpholin-2-i
]] Ethyl] -4-phenylpiperidine-4-carvone
Acid dimethylamide Yield: 78% [α] ^{_{D 24 = + 9.67 (c =}} 0.50, methanol) Elemental analysis (as _{C 34 H 39 N 3 O 4} Cl 2 · 1/5 H 2 O): Calculated: C: 65.01; H: 6.32; N: 6.69; Cl: 11.29 Found: C: 64.84; H: 6.46; N: 6.52; Cl: 11.58

[0322]

Example 75 (Exemplary Compounds described below Table 1-4097) 1- {2-[(5R)-(3,4-dichlorophenyl)
-3- (3,4,5-trimethoxybenzoyl) oxa
Zolidine-5-yl] ethyl} spiro [benzo [c] thi
Offen-1 (3H), 4'-piperidine] -2-Oki
Sid

[0323]

Example 75 (a) 3- (3,4-dichlorophenyl) -3-butenoic acid
11.31 g (0.47 mol) of chill ester metal magnesium piece,
To 300 ml of ether, a small amount of iodine was added, and the mixture was left for 1 hour. Then, 102.87 g (0.46 mol) of 1-bromo-3,4-dichlorobenzene was added to ether (150 m2).
l) The solution was slowly added dropwise. After adding 150 ml of ether, 60.33 g (44.3 mmol) of anhydrous zinc chloride was slowly added and stirred for 1 hour. Further, bis (triphenylphosphine) palladium chloride 3.
After addition of 10 g (4.42 mmol) diketene 3
4.15 ml (42.8 mmol) ether (600
ml) solution was added dropwise and the reaction mixture was stirred at room temperature for 30 minutes.

The reaction mixture was poured into 1 liter of ice-cooled 1N hydrochloric acid, and extracted with ether (500 ml × 3 times).
The collected organic layers were mixed with 1N aqueous sodium hydroxide solution (700
(ml x 3 times). The aqueous layer was acidified with concentrated hydrochloric acid under ice cooling, extracted with ether (500 ml × 3 times), and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, the residue was dissolved in methanol (350 ml), concentrated sulfuric acid (10 ml) was added, and the mixture was refluxed for 30 minutes. After allowing to cool, the mixture was neutralized with a saturated aqueous sodium hydrogen carbonate solution, methanol was distilled off under reduced pressure, and the residue was extracted with methylene chloride (200 ml × 3 times). The organic layer was dried over anhydrous magnesium sulfate, and the solvent was concentrated under reduced pressure. The residue was distilled under reduced pressure to give the target compound as a pale yellow oil,
Obtained 9.13 g (62%).

Boiling point: 144 to 146 ° C. (5 mmHg) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ) δ
ppm: 7.51 (1H, d, J = 2.2Hz), 7.40 (1H, d, J = 8.2H
z), 7.25 (1H, dd, J = 8.2, 2.2Hz), 5.55 (1H, s), 5.30
(1H, s), 3.67 (3H, s), 3.49 (2H, s).

[0326]

Example 75 (b) 3- (3,4-dichlorophenyl) -3-butene-1-
11.76 g (0.28 mol) of all tert-butyldimethylsilyl ether lithium aluminum hydride was suspended in 500 ml of anhydrous tetrahydrofuran,
Then, 3- (3,4-dichlorophenyl) -3-butenoic acid methyl ester 6 synthesized in Example 75 (a)
A solution of 9.06 g (0.28 mol) of anhydrous tetrahydrofuran (500 ml) in a nitrogen atmosphere at 0 ° C.
Slowly added dropwise over a period of minutes. The reaction mixture was stirred for 30 minutes at the same temperature, then water (500 ml) and 10%
Aqueous sodium hydroxide solution (500 ml) was slowly added, and the mixture was further stirred at room temperature for 1 hr.

After the reaction mixture was filtered through celite, the filtrate was extracted with ethyl acetate (500 ml × 3 times), the organic layer was dried over anhydrous magnesium sulfate, the solvent was concentrated under reduced pressure, and the residue was dried under reduced pressure. This was dissolved in 250 ml of anhydrous dimethylformamide, then under ice-cooling, 47.12 ml (0.34 mol) of triethylamine, 6.88 g (0.06 mol) of 4-dimethylaminopyridine and tert-.
Butyldimethylsilyl chloride 50.96 g (0.34
Mol) was sequentially added, and the mixture was further stirred under ice cooling for 2 hours.

To the reaction mixture was added 1 liter of ethyl acetate, and the mixture was washed successively with ice-cooled 10% hydrochloric acid and saturated saline, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was subjected to silica gel flash column chromatography (eluting solvent: n-hexane: ethyl acetate =
Purification was performed at 50: 1 to 20: 1) to obtain 43.52 g (47%) of the target compound as a colorless oily substance.

Nuclear magnetic resonance spectrum (400 MHz, C
DCl ₃ ) δppm: 7.50 (1H, d, J = 2.1Hz), 7.38 (1
H, d, J = 8.1Hz), 7.24 (1H, dd, J = 8.1, 2.1Hz), 5.35
(1H, s), 5.16 (1H, s), 3.70 (2H, t, J = 6.9Hz), 2.67
(2H, t, J = 6.9Hz), 0.86 (9H, s), 0.00 (6H, s).

[0330]

Example 75 (c) 4-tert-butyldimethylsilyloxy- (2R)
-(3,4-Dichlorophenyl) butane-1,2-dio
Lumpur (DHQD) ₂ -PHAL (Hydro quinidine 1,4
-Phthalazine diyl diether) 790 mg (1.01)
Mmol), K ₃ Fe (CN) ₆ (potassium ferricyanide) 100.19 g (0.30 mol), potassium carbonate 42.06 g (0.30 mol) and osmium tetroxide (0.393 M toluene solution) 0.516 ml ( 0.2
0 mmol) to 2-methyl-2-propanol 500
33 ml of water and 500 ml of water, and under cooling to 0 ° C., 33.61 g of the olefin compound synthesized in Example 75 (b)
(0.10 mol) was added, and the mixture was further stirred at 0 ° C. for 5 hours.

To the mixture was added 150 g of sodium sulfite, and the mixture was stirred at room temperature for 1 hour.
(0 ml × 3 times), and the organic layer was dried over anhydrous magnesium sulfate. After the solvent was distilled off under reduced pressure, the residue was purified by silica gel flash column chromatography (eluting solvent: n-hexane: ethyl acetate = 5: 1 to 1: 1) to obtain 32.3 g of the desired compound as a colorless oily substance. (87
%)Obtained.

Optical purity: 97% ee [α] _D ²⁴ +11.39 (c = 1.01, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ) δ
ppm: 7.57 (1H, d, J = 2.1Hz), 7.43 (1H, d, J = 8.1H)
z), 7.24 (1H, dd, J = 8.1, 2.1Hz), 5.00 (1H, s), 3.80
(1H, ddd, J = 10.4, 3.8, 3.8Hz), 3.5-3.7 (3H, m), 2.5
1 (1H, dd, J = 8.0, 5.2Hz), 2.37 (1H, ddd, J = 15.0, 1
1.1, 4.0Hz), 1.86 (1H, ddd, J = 15.0, 2.9, 2.9Hz), 0.
89 (9H, s), 0.04 (3H, s), -0.01 (3H, s).

[0333]

Example 75 (d) 1-azido-4-tert-butyldimethylsilyloxy
Ci- (2R)-(3,4-dichlorophenyl) -2-bu
Synthesized diol 32.07g in ethanol Example 75 (c)
(87.8 mmol) and 4-dimethylaminopyridine (1.07 g, 8.76 mmol) were added to pyridine (320 m).
It was dissolved in 1 and methanesulfonyl chloride 1 under ice cooling.
Slowly add 0.19 ml (0.132 mol)
The mixture was stirred under the nitrogen atmosphere at the same temperature for 2 hours.

The reaction mixture was washed with ice-cooled 10% hydrochloric acid (15%).
00 ml) and then ethyl acetate (200 ml
(× 3 times), the organic layer was washed with saturated saline and then dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure and the residue was dried under reduced pressure.

This was treated with anhydrous dimethylformamide 300
It was dissolved in 11.2 g of sodium azide (0.
18 mol) was added, and the mixture was heated at 120 ° C. for 4 hours under a nitrogen atmosphere. After the reaction mixture was brought to room temperature, saturated saline solution 1
It was poured into liter and extracted with ethyl acetate (500 ml × 3 times). After drying the organic layer over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel flash column chromatography (eluting solvent: n-hexane: ethyl acetate = 10: 1 to 5: 1). 29.3 g (85%) of the desired compound was obtained as a colorless oil.

[Α] _D ²⁴ −48.56 (C = 1.04,
Methanol) Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ ) δ
ppm: 7.59 (1H, d, J = 2.2Hz), 7.44 (1H, d, J = 8.3H
z), 7.24 (1H, dd, J = 8.3, 2.2Hz), 5.12 (1H, s), 3.81
(1H, ddd, J = 10.6, 4.1, 3.0Hz), 3.51 (1H, ddd, J = 10.
6, 10.6, 2.8Hz), 3.40 (1H, d, J = 12.5Hz), 3.31 (1H,
d, J = 12.5Hz), 2.35 (1H, ddd, J = 15.8, 10.6, 4.1Hz),
1.91 (1H, ddd, J = 15.8, 3.0, 2.8Hz), 0.88 (9H, s),
0.02 (3H, s), -0.04 (3H, s).

[0337]

Example 75 (e) 1-Amino-4-tert-butyldimethylsilyloxy
Ci- (2R)-(3,4-dichlorophenyl) -2-bu
Pentanol Example 75 (d) synthesized in the azide compound 10.00 g (2
(5.6 mmol) was dissolved in 100 ml of tetrahydrofuran and 0.6 ml of water, 7.39 g (28.2 mmol) of triphenylphosphine was added, and the mixture was stirred at 80 ° C. for 4 hours under a nitrogen atmosphere. The solvent was distilled off under reduced pressure, n-hexane was added to the residue, and the precipitated crystals were separated by filtration,
After the filtrate was concentrated under reduced pressure, the residue was purified by silica gel flash column chromatography (elution solvent: methylene chloride: methanol = 30: 1 to 10: 1) to give the target compound as a colorless oil, 3.83 g (41%). )Obtained.

[Α] _D ²⁴ +3.94 (C = 0.71, methanol) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ) δ
ppm: 7.56 (1H, d, J = 2.2Hz), 7.42 (1H, d, J = 8.6H
z), 7.22 (1H, dd, J = 8.6, 2.2Hz), 4.91 (1H, br.s),
3.73 (1H, ddd, J = 10.3, 4.6, 3.7Hz), 3.53 (1H, ddd,
J = 10.3, 10.2, 3.7Hz), 2.91 (1H, d, J = 13.1Hz), 2.86
(1H, d, J = 13.1Hz), 2.16 (1H, ddd, J = 14.6, 10.2, 4.6
Hz), 1.88 (1H, ddd, J = 14.6, 3.7, 3.7Hz), 1.44 (2H,
br. s), 0.87 (9H, s), 0.01 (3H, s), -0.04 (3H, s)
.

[0339]

Example 75 (f) 2-[(5R)-(3,4-dichlorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidi
N-5-yl] ethanol tert-butyldimethyl
Silyl ether Amino alcohol derivative 1.3 synthesized in Example 75 (e)
5 g (3.71 mmol) are dissolved in 50 ml of benzene, 167 mg (5.57 mmol) of paraformaldehyde and 13 mg of p-toluenesulfonyl chloride.
Was added and the mixture was heated under reflux at 100 ° C. for 3 hours in a nitrogen atmosphere using a Dean Stark apparatus. After evaporating the solvent under reduced pressure, 100 ml of ethyl acetate was added to the residue, washed with a saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous magnesium sulfate.

After distilling off the solvent under reduced pressure, the obtained 2-[(5
R)-(3,4-Dichlorophenyl) oxazolidine-
The residue of 5-yl) ethanol tert-butyldimethylether was dissolved in 50 ml of methylene chloride, 0.62 ml (4.45 mmol) of triethylamine and 45 mg (0.37 mmol) of 4-dimethylaminopyridine were added, and the mixture was cooled with ice. , 3,4,5-trimethoxybenzoyl chloride (1.03 g, 4.47 mmol) was added,
Stirred at 0 ° C. for 1 hour.

To the reaction mixture was added methylene chloride (100 ml), and the mixture was washed successively with 10% hydrochloric acid, a saturated aqueous solution of sodium hydrogencarbonate and saturated saline, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel flash column chromatography (eluting solvent: ethyl acetate: n-hexane = 1: 5 to 2: 1) to obtain 1.27 g (60
%)Obtained.

[Α] _D ²⁴ +61.73 (C = 1.39,
methanol).

[0343]

Example 75 (g) 2-[(5R)-(3,4-dichlorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidi
N-5-yl] ethanol methanesulfonate 3.95 g (6.92 mmol) of the tert-butyldimethylsilyl ether compound synthesized in Example 75 (f) was added.
Acetic acid: tetrahydrofuran: water = 3: 3: 1 mixture 7
It was dissolved in 0 ml and heated at 80 ° C. for 8 hours under a nitrogen atmosphere. After neutralization with a saturated aqueous solution of sodium hydrogen carbonate, the mixture was extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was treated with pyridine 3
Dissolved in 0 ml, 4-dimethylaminopyridine 70 m
g (0.57 mmol) and methanesulfonyl chloride 0.66 ml (8.53 mmol) were added under ice cooling,
The mixture was stirred at 0 ° C. for 2 hours under a nitrogen atmosphere. The reaction mixture was poured into 200 ml of ice-cold 10% hydrochloric acid, and then
It was extracted with ethyl acetate (100 ml x 3 times). The collected organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. After the solvent was distilled off under reduced pressure, the residue was purified by silica gel flash column chromatography (eluting solvent: n-hexane: ethyl acetate = 5: 1 to 1: 1) to obtain 3.02 g of the target compound as a white amorphous ( 82
%)Obtained.

[Α] _D ²⁴ +53.1 (C = 1.0, methanol).

[0345]

Example 75 (h) 1- {2-[(5R)-(3,4-dichlorophenyl)
-3- (3,4,5-trimethoxybenzoyl) oxa
Zolidine-5-yl] ethyl} spiro [benzo [c] thi
Offen-1 (3H), 4'-piperidine] -2-Oki
600 mg of mesyl derivative obtained in Sid Example 75 (g) (1.
12 mmol), and the spiro [benzo [c] thiophene-1 (3H), 4′-piperidine] obtained in Reference Example 4.
318 mg (1.23 mmol) of 2-oxide hydrochloride, 283 mg (3.37 mmol) of sodium hydrogen carbonate, 280 mg (1.69 mmol) of potassium iodide
Was suspended in 10 ml of anhydrous dimethylformamide and heated at 80 ° C. for 8 hours under a nitrogen atmosphere. The reaction solution was poured into 100 ml of saturated saline and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography (elution solvent: methylene chloride: methanol = 40: 1 to 20:
Purification by 1) and crystallization with diisopropyl ether gave 496 mg of the desired compound as white crystals.

Nuclear magnetic resonance spectrum (400 MHz, C
_{DCl 3) δppm: 7.1-7.6 (7H} , m), 6.70 and 6.68 (total
2H, each s), 4.9-5.4 (total 2H, m), 4.29 (1H, d, J = 16.8Hz), 4.00
(1H, d, J = 16.8Hz), 3.7-4.2 (2H, m), 3.86, 3.87, 3.88 and
3.89 (total 9H, each s), 1.4-3.1 (12H, m) infrared absorption spectrum ν _max cm ^-1 (KBr): 294
0, 1642, 1585, 1416, 1236, 112
8 Mass spectrum (FAB) m / z: 659 ((M +
H) ⁺ ) Elemental analysis value (C ₃₃ H ₃₆ N ₂ O ₆ SCl ₂ · 0.5H ₂ O
Calculated value: C: 59.28, H: 5.58, N: 4.19, S: 4.79, Cl: 10.60 Actual value: C: 59.57, H: 5.23, N: 4.15, S: 4.75, Cl: 10.3
0.

The compounds shown in Table 1 [compounds represented by the following general formula (I-1)] and the compounds shown in Table 2 [compounds represented by the following general formula (I-2)] are also described above. It is synthesized in the same manner as in the embodiment.

[0348]

Embedded image

In the following table, the substituents (indicated as “O” in the table) represent the following groups.

[0350]

Embedded image

[0351]

Embedded image

[0352]

Embedded image

[0353]

Embedded image

D represents an oxygen atom, and G represents a dimethylene group or a trimethylene group.

[0355]

[Table 1] ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 1-1 1-1 33 3,4-diClPh CH _Two Single bond Position 1 1-2 Position 33 3,4-diClPh CH _Two Single bond Position 2 1-3 Position 33 3,4-diClPh CH _Two Single bond Position 3 1-4 Position 33 3,4-diClPh CH _Two Single bond Position 4 1-5 Position 33 3,4-diClPh CH _Two Single bond Position 5 1-6 Position 33 3,4-diClPh CH _Two Single bond Position 6 1-7 Position 33 3,4-diClPh CH _Two Single bond position 7 1-8 position 33 3,4-diClPh CH _Two Single bond position 8 1-9 position 33 3,4-diClPh CH _Two Single bond position 9 1-10 position 33 3,4-diClPh CH _Two Single bond 10 1-11 1 33 3,4-diClPh CH _Two Single bond 11 1-12 1 33 3,4-diClPh CH _Two Single bond Position 12 1-13 Position 33 3,4-diClPh CH _Two Single bond 13 1-14 Device 33 3,4-diClPh CH _Two Single bond 14 1-15 3 33 3,4-diClPh CH _Two Single bond 15 1-16 Device 33 3,4-diClPh CH _Two Single bond 16 1-17 Position 33 3,4-diClPh CH _Two Single bond 17 17 18 33 3,4-diClPh CH _Two Single bond 18 18 19 33 3,4-diClPh CH _Two Single bond Position 19 1-20 Position 33 3,4-diClPh CH _Two Single bond Position 20 1-21 Position 33 3,4-diClPh CH _Two Single bond 21 1-22 33 33,4-diClPh CH _Two Single bond Position 22 1-23 Position 33 3,4-diClPh CH _Two Single bond 23 1-24 Device 33 3,4-diClPh CH _Two Single bond 24 1-25 Device 33 3,4-diClPh CH _Two Single bond 25 1-26 Device 33 3,4-diClPh CH _Two Single bond 26 1-27 33 33 4,4-diClPh CH _Two Single bond 27 27 28 33 3,4-diClPh CH _Two Single bond 28 1-29 Device 33 3,4-diClPh CH _Two Single bond 29 1-30 Device 33 3,4-diClPh CH _Two Single bond 30 1-31 Device 33 3,4-diClPh CH _Two Single bond Position 31 1-32 Position 33 3,4-diClPh CH _Two Single bond 32 1-33 34 34 3,4-diClPh CH _Two Single bond Position 1 1-34 Position 34 3,4-diClPh CH _Two Single bond Position 2 1-35 Position 34 3,4-diClPh CH _Two Single bond Position 3 1-36 Position 34 3,4-diClPh CH _Two Single bond Position 4 1-37 Position 34 3,4-diClPh CH _Two Single bond Position 5 1-38 Position 34 3,4-diClPh CH _Two Single bond Position 6 1-39 Position 34 3,4-diClPh CH _Two Single bond Position 7 1-40 Position 34 3,4-diClPh CH _Two Single bond Position 8 1-41 Position 34 3,4-diClPh CH _Two Single bond Position 9 1-42 Position 34 3,4-diClPh CH _Two Single bond 10-43 Device 34 3,4-diClPh CH _Two Single bond 11-44 Device 34 3,4-diClPh CH _Two Single bond Position 12 1-45 Position 34 3,4-diClPh CH _Two Single bond 13 1-46 Device 34 3,4-diClPh CH _Two Single bond 14-47 Device 34 3,4-diClPh CH _Two Single bond Position 15 1-48 Position 34 3,4-diClPh CH _Two Single bond 16 16-49 34 3,4-diClPh CH _Two Single bond 17 1-50 Device 34 3,4-diClPh CH _Two Single bond 18 1-51 Device 34 3,4-diClPh CH _Two Single bond Position 19 1-52 Position 34 3,4-diClPh CH _Two Single bond Position 20 1-53 Position 34 3,4-diClPh CH _Two Single bond 21-54 Device 34 3,4-diClPh CH _Two Single bond Position 22 1-55 Position 34 3,4-diClPh CH _Two Single bond 231-56 Device 34 3,4-diClPh CH _Two Single bond Position 24 1-57 Position 34 3,4-diClPh CH _Two Single bond 25 1-58 Device 34 3,4-diClPh CH _Two Single bond 26 1-59 Device 34 3,4-diClPh CH _Two Single bond Position 27 1-60 Position 34 3,4-diClPh CH _Two Single bond 28 1-61 Device 34 3,4-diClPh CH _Two Single bond 29 1-62 Device 34 3,4-diClPh CH _Two Single bond Position 30 1-63 Position 34 3,4-diClPh CH _Two Single bond 31 1-64 Device 34 3,4-diClPh CH _Two Single bond 32 1-65 3 35 3,4-diClPh CH _Two Single bond Position 1 1-66 Position 35 3,4-diClPh CH _Two Single bond Position 2 1-67 Position 35 3,4-diClPh CH _Two Single bond Position 3 1-68 Position 35 3,4-diClPh CH _Two Single bond Position 4 1-69 Position 35 3,4-diClPh CH _Two Single bond Position 5 1-70 Position 35 3,4-diClPh CH _Two Single bond Position 6 1-71 Position 35 3,4-diClPh CH _Two Single bond position 7 1-72 position 35 3,4-diClPh CH _Two Single bond Position 8 1-73 Position 35 3,4-diClPh CH _Two Single bond position 9 1-74 position 35 3,4-diClPh CH _Two Single bond 10-75 Device 35 3,4-diClPh CH _Two Single bond 11-76 Device 35 3,4-diClPh CH _Two Single bond Position 12 1-77 Position 35 3,4-diClPh CH _Two Single bond 13 1-78 Device 35 3,4-diClPh CH _Two Single bond 14 1-79 3 5 3,4-diClPh CH _Two Single bond Position 15 1-80 Position 35 3,4-diClPh CH _Two Single bond 16 1-81 Device 35 3,4-diClPh CH _Two Single bond O 17 1-82 O 35 3,4-diClPh CH _Two Single bond unit 18 1-83 unit 35 3,4-diClPh CH _Two Single bond Position 19 1-84 Position 35 3,4-diClPh CH _Two Single bond unit 20 1-85 unit 35 3,4-diClPh CH _Two Single bond 21-86 Device 35 3,4-diClPh CH _Two Single bond 22 1-87 Device 35 3,4-diClPh CH _Two Single bond 23 1-88 Device 35 3,4-diClPh CH _Two Single bond 24 1-89 3 35 3,4-diClPh CH _Two Single bond 25 1-90 Device 35 3,4-diClPh CH _Two Single bond 26 1-91 Device 35 3,4-diClPh CH _Two Single bond 27 1-92 Device 35 3,4-diClPh CH _Two Single bond 281-93 Device 35 3,4-diClPh CH _Two Single bond 291-94 Device 35 3,4-diClPh CH _Two Single bond Position 30 1-95 Position 35 3,4-diClPh CH _Two Single bond 31-96 Device 35 3,4-diClPh CH _Two Single bond Position 32 1-97 Position 36 3,4-diClPh CH _Two Single bond Position 1 1-98 Position 36 3,4-diClPh CH _Two Single bond Position 2 1-99 Position 36 3,4-diClPh CH _Two Single bond Position 3 1-100 Position 36 3,4-diClPh CH _Two Single bond Position 4 1-101 Position 36 3,4-diClPh CH _Two Single bond Position 5 1-102 Position 36 3,4-diClPh CH _Two Single bond Position 6 1-103 Position 36 3,4-diClPh CH _Two Single bond Position 7 1-104 Position 36 3,4-diClPh CH _Two Single bond Position 8 1-105 Position 36 3,4-diClPh CH _Two Single bond Position 9 1-106 Position 36 3,4-diClPh CH _Two Single bond 10 1-107 Device 36 3,4-diClPh CH _Two Single bond 11-108 Device 36 3,4-diClPh CH _Two Single bond Position 12 1-109 Position 36 3,4-diClPh CH _Two Single bond unit 13 1-110 unit 36 3,4-diClPh CH _Two Single bond Position 14 1-111 Position 36 3,4-diClPh CH _Two Single bond Position 15 1-112 Position 36 3,4-diClPh CH _Two Single bond 161-113 Position 36 3,4-diClPh CH _Two Single bond 171-114 Device 36 3,4-diClPh CH _Two Single bond O 18 1-115 O 36 3,4-diClPh CH _Two Single bond Position 19 1-116 Position 36 3,4-diClPh CH _Two Single bond Position 20 1-117 Position 36 3,4-diClPh CH _Two Single bond unit 21 1-118 unit 36 3,4-diClPh CH _Two Single bond 22 1-119 36 36 3,4-diClPh CH _Two Single bond 23 1-120 Device 36 3,4-diClPh CH _Two Single bond 24 1 121 1 36 3,4-diClPh CH _Two Single bond 25 1-122 36 36 3,4-diClPh CH _Two Single bond 26 1-123 Device 36 3,4-diClPh CH _Two Single bond 27 27-124 36 36,4-diClPh CH _Two Single bond 28-1 125 1 36 3,4-diClPh CH _Two Single bond Ou 29 1-126 Ou 36 36 3,4-diClPh CH _Two Single bond device 30 1-127 device 36 3,4-diClPh CH _Two Single bond Position 31 1-128 Position 36 3,4-diClPh CH _Two Single bond 32 1-129 37 37 3,4-diClPh CH _Two Single bond Position 1 1-130 Position 37 3,4-diClPh CH _Two Single bond Position 2 1-131 Position 37 3,4-diClPh CH _Two Single bond Position 3 1-132 Position 37 3,4-diClPh CH _Two Single bond position 41-133 position 37 3,4-diClPh CH _Two Single bond Position 5 1-134 Position 37 3,4-diClPh CH _Two Single bond Position 6 1-135 Position 37 3,4-diClPh CH _Two Single bond device 7 1-136 device 37 3,4-diClPh CH _Two Single bond Position 8 1-137 Position 37 3,4-diClPh CH _Two Single bond position 9 1-138 position 37 3,4-diClPh CH _Two Single bond 10 1-139 37 37 4,4-diClPh CH _Two Single bond 11-140 Device 37 3,4-diClPh CH _Two Single bond Position 12 1-141 Position 37 3,4-diClPh CH _Two Single bond 131-142 37 37,4-diClPh CH _Two Single bond 14 1-143 37 37 3,4-diClPh CH _Two Single bond 15-144 37 37 3,4-diClPh CH _Two Single bond 16 16-145 37 37 3,4-diClPh CH _Two Single bond 17 17-146 37 37,4-diClPh CH _Two Single bond 18 18-147 37 3,4-diClPh CH _Two Single bond Position 19 1-148 Position 37 3,4-diClPh CH _Two Single bond 20-149 Device 37 3,4-diClPh CH _Two Single bond Position 21 1-150 Position 37 3,4-diClPh CH _Two Single bond Position 22 1-151 Position 37 3,4-diClPh CH _Two Single bond 23 1-152 Device 37 3,4-diClPh CH _Two Single bond Position 24 1-153 Position 37 3,4-diClPh CH _Two Single bond 25 1-154 37 37 3,4-diClPh CH _Two Single bond 26 1-155 37 37,4-diClPh CH _Two Single bond position 27 1-156 position 37 3,4-diClPh CH _Two Single bond 28 1-157 37 37 4,4-diClPh CH _Two Single bond 29 1-158 37 37 3,4-diClPh CH _Two Single bond Position 30 1-159 Position 37 3,4-diClPh CH _Two Single bond 31 1-160 37 37 3,4-diClPh CH _Two Single bond Position 32 1-161 Position 38 3,4-diClPh CH _Two Single bond Position 1 1-162 Position 38 3,4-diClPh CH _Two Single bond position 2 1-163 position 38 3,4-diClPh CH _Two Single bond position 3 1-164 position 38 3,4-diClPh CH _Two Single bond Position 4 1-165 Position 38 3,4-diClPh CH _Two Single bond position 5 1-166 position 38 3,4-diClPh CH _Two Single bond position 6 1-167 position 38 3,4-diClPh CH _Two Single bond position 7 1-168 position 38 3,4-diClPh CH _Two Single bond position 8 1-169 position 38 3,4-diClPh CH _Two Single bond position 9 1-170 position 38 3,4-diClPh CH _Two Single bond unit 10 1-171 unit 38 3,4-diClPh CH _Two Single bond 11-172 Device 38 3,4-diClPh CH _Two Single bond Position 12 1-173 Position 38 3,4-diClPh CH _Two Single bond 13-174 Device 38 3,4-diClPh CH _Two Single bond 14 1-175 Device 38 3,4-diClPh CH _Two Single bond Ou 15 1-176 Ou 38 3,4-diClPh CH _Two Single bond 16 1-177 Device 38 3,4-diClPh CH _Two Single bond 17 17-178 38 3,4-diClPh CH _Two Single bond 18 18-179 38 3,4-diClPh CH _Two Single bond Position 19 1-180 Position 38 3,4-diClPh CH _Two Single bond Position 20 1-181 Position 38 3,4-diClPh CH _Two Single bond 21 21-182 38 3,4-diClPh CH _Two Single bond Position 22 1-183 Position 38 3,4-diClPh CH _Two Single bond 23 1-184 Device 38 3,4-diClPh CH _Two Single bond 24 1-185 3 38 3,4-diClPh CH _Two Single bond Ou 25 1-186 Ou 38 3,4-diClPh CH _Two Single bond 26 26-187 38 3,4-diClPh CH _Two Single bond 27 1-188 38 38,4-diClPh CH _Two Single bond 281-189 38 3,4-diClPh CH _Two Single bond 29 1-190 Device 38 3,4-diClPh CH _Two Single bond Position 30 1-191 Position 38 3,4-diClPh CH _Two Single bond 31-192 Device 38 3,4-diClPh CH _Two Single bond Position 32 1-193 Position 39 3,4-diClPh CH _Two Single bond Position 1 1-194 Position 39 3,4-diClPh CH _Two Single bond Position 2 1-195 Position 39 3,4-diClPh CH _Two Single bond position 3 1-196 position 39 3,4-diClPh CH _Two Single bond Position 4 1-197 Position 39 3,4-diClPh CH _Two Single bond Position 5 1-198 Position 39 3,4-diClPh CH _Two Single bond position 6 1-199 position 39 3,4-diClPh CH _Two Single bond Position 7 1-200 Position 39 3,4-diClPh CH _Two Single bond Position 8 1-201 Position 39 3,4-diClPh CH _Two Single bond Position 9 1-202 Position 39 3,4-diClPh CH _Two Single bond 10-203 Device 39 3,4-diClPh CH _Two Single bond 11-204 Device 39 3,4-diClPh CH _Two Single bond 121-205 Device 39 3,4-diClPh CH _Two Single bond 131-206 Device 39 3,4-diClPh CH _Two Single bond 14 1-207 Device 39 3,4-diClPh CH _Two Single bond 151-208 Device 39 3,4-diClPh CH _Two Single bond 161-209 Device 39 3,4-diClPh CH _Two Single bond 17 1-210 39 39,4-diClPh CH _Two Single bond 18 1-211 39 39,4-diClPh CH _Two Single bond Position 19 1-212 Position 39 3,4-diClPh CH _Two Single bond 20-213 Device 39 3,4-diClPh CH _Two Single bond 21 21 214 2 39 3,4-diClPh CH _Two Single bond 22 1-215 39 39,4-diClPh CH _Two Single bond unit 23 1-216 unit 39 3,4-diClPh CH _Two Single bond 24 1-217 39 39,4-diClPh CH _Two Single bond Ou 25 1-218 Ou 39 39,4-diClPh CH _Two Single bond Position 26 1-219 Position 39 3,4-diClPh CH _Two Single bond 27 1-220 39 39,4-diClPh CH _Two Single bond 28 1-221 39 39,4-diClPh CH _Two Single bond Position 29 1-222 Position 39 3,4-diClPh CH _Two Single bond 30 1-223 39 39,4-diClPh CH _Two Single bond unit 31 1-224 unit 39 3,4-diClPh CH _Two Single bond 32 1-225 40 40 3,4-diClPh CH _Two Single bond device 1 1-226 device 40 3,4-diClPh CH _Two Single bond Position 2 1-227 Position 40 3,4-diClPh CH _Two Single bond Position 3 1-228 Position 40 3,4-diClPh CH _Two Single bond Position 4 1-229 Position 40 3,4-diClPh CH _Two Single bond device 5 1-230 device 40 3,4-diClPh CH _Two Single bond 6 1-231 40 40 3,4-diClPh CH _Two Single bond Position 7 1-232 Position 40 3,4-diClPh CH _Two Single bond Position 8 1-233 Position 40 3,4-diClPh CH _Two Single bond Position 9 1-234 Position 40 3,4-diClPh CH _Two Single bond 10 1-235 40 40 3,4-diClPh CH _Two Single bond 11-236 Device 40 3,4-diClPh CH _Two Single bond 12 12-237 40 3,4-diClPh CH _Two Single bond 13 13-238 40 3,4-diClPh CH _Two Single bond 14-239 Device 40 3,4-diClPh CH _Two Single bond 15-240 40 40 3,4-diClPh CH _Two Single bond 16-241 Device 40 3,4-diClPh CH _Two Single bond unit 17 1-242 unit 40 3,4-diClPh CH _Two Single bond O 18 1-243 O 40 3,4-diClPh CH _Two Single bond O 19 1-244 O 40 3,4-diClPh CH _Two Single bond 20-245 Device 40 3,4-diClPh CH _Two Single bond 21 21-246 40 3,4-diClPh CH _Two Single bond 22 22-247 40 3,4-diClPh CH _Two Single bond unit 23 1-248 unit 40 3,4-diClPh CH _Two Single bond 24 24 249 40 3,4-diClPh CH _Two Single bond 25 1-250 40 40 3,4-diClPh CH _Two Single bond 26 1-251 Device 40 3,4-diClPh CH _Two Single bond 27 272-252 40 3,4-diClPh CH _Two Single bond 281-253 Device 40 3,4-diClPh CH _Two Single bond Ou 29 1-254 Ou 40 40 3,4-diClPh CH _Two Single bond 30 1-255 40 40 3,4-diClPh CH _Two Single bond Position 31 1-256 Position 40 3,4-diClPh CH _Two Single bond 32 1-257 4 1 3,4-diClPh CH _Two Single bond Position 1 1-258 Position 41 3,4-diClPh CH _Two Single bond Position 2 1-259 Position 41 3,4-diClPh CH _Two Single bond Position 3 1-260 Position 41 3,4-diClPh CH _Two Single bond Position 4 1-261 Position 41 3,4-diClPh CH _Two Single bond Position 5 1-262 Position 41 3,4-diClPh CH _Two Single bond Position 6 1-263 Position 41 3,4-diClPh CH _Two Single bond Position 7 1-264 Position 41 3,4-diClPh CH _Two Single bond position 8 1-265 position 41 3,4-diClPh CH _Two Single bond Position 9 1-266 Position 41 3,4-diClPh CH _Two Single bond device 10 1-267 device 41 3,4-diClPh CH _Two Single bond 11-268 Device 41 3,4-diClPh CH _Two Single bond 12 1-269 Device 41 3,4-diClPh CH _Two Single bond 13 13-270 Device 41 3,4-diClPh CH _Two Single bond Position 14 1-271 Position 41 3,4-diClPh CH _Two Single bond Position 15 1-272 Position 41 3,4-diClPh CH _Two Single bond Position 16 1-273 Position 41 3,4-diClPh CH _Two Single bond Oji 1-274 Oki 41 3,4-diClPh CH _Two Single bond 18 18-275 41 41 3,4-diClPh CH _Two Single bond Position 19 1-276 Position 41 3,4-diClPh CH _Two Single bond 20-277 Device 41 3,4-diClPh CH _Two Single bond unit 21 1-278 unit 41 3,4-diClPh CH _Two Single bond 22 1-279 Device 41 3,4-diClPh CH _Two Single bond 23 23-280 41 3,4-diClPh CH _Two Single bond Position 24 1-281 Position 41 3,4-diClPh CH _Two Single bond 25 1-282 41 41 3,4-diClPh CH _Two Single bond 26 1-283 Device 41 3,4-diClPh CH _Two Single bond 27 27-284 41 3,4-diClPh CH _Two Single bond 28 28-285 41 3,4-diClPh CH _Two Single bond Ou 29 1-286 Ou 41 41 3,4-diClPh CH _Two Single bond 30 1-287 41 41 3,4-diClPh CH _Two Single bond Position 31 1-288 Position 41 3,4-diClPh CH _Two Single bond 32 1-289 42 42 3,4-diClPh CH _Two Single bond device 1 1-290 device 42 3,4-diClPh CH _Two Single bond Position 2 1-291 Position 42 3,4-diClPh CH _Two Single bond Position 3 1-292 Position 42 3,4-diClPh CH _Two Single bond Position 4 1-293 Position 42 3,4-diClPh CH _Two Single bond position 5 1-294 position 42 3,4-diClPh CH _Two Single bond position 6 1-295 position 42 3,4-diClPh CH _Two Single bond position 7 1-296 position 42 3,4-diClPh CH _Two Single bond position 8 1-297 position 42 3,4-diClPh CH _Two Single bond Position 9 1-298 Position 42 3,4-diClPh CH _Two Single bond 10 1-299 42 42 3,4-diClPh CH _Two Single bond 11-300 Device 42 3,4-diClPh CH _Two Single bond Position 12 1-301 Position 42 3,4-diClPh CH _Two Single bond Position 13 1-302 Position 42 3,4-diClPh CH _Two Single bond 14 1-303 42 42 3,4-diClPh CH _Two Single bond 151-304 Device 42 3,4-diClPh CH _Two Single bond 161-305 Position 42 3,4-diClPh CH _Two Single bond Position 17 1-306 Position 42 3,4-diClPh CH _Two Single bond 18 1-307 Device 42 3,4-diClPh CH _Two Single bond Position 19 1-308 Position 42 3,4-diClPh CH _Two Single bond Position 20 1-309 Position 42 3,4-diClPh CH _Two Single bond 21-310 Device 42 3,4-diClPh CH _Two Single bond Position 22 1-311 Position 42 3,4-diClPh CH _Two Single bond 23 1-312 Device 42 3,4-diClPh CH _Two Single bond O 24 1-313 O 42 3,4-diClPh CH _Two Single bond 25-314 Device 42 3,4-diClPh CH _Two Single bond 26 1-315 Device 42 3,4-diClPh CH _Two Single bond 27 1-316 Device 42 3,4-diClPh CH _Two Single bond 28 1-317 Device 42 3,4-diClPh CH _Two Single bond Position 29 1-318 Position 42 3,4-diClPh CH _Two Single bond Position 30 1-319 Position 42 3,4-diClPh CH _Two Single bond 31-320 Device 42 3,4-diClPh CH _Two Single bond Position 32 1-321 Position 43 3,4-diClPh CH _Two Single bond Position 1 1-322 Position 43 3,4-diClPh CH _Two Single bond Position 2 1-323 Position 43 3,4-diClPh CH _Two Single bond Position 3 1-324 Position 43 3,4-diClPh CH _Two Single bond position 4 1-325 position 43 3,4-diClPh CH _Two Single bond position 5 1-326 position 43 3,4-diClPh CH _Two Single bond position 6 1-327 position 43 3,4-diClPh CH _Two Single bond Position 7 1-328 Position 43 3,4-diClPh CH _Two Single bond position 8 1-329 position 43 3,4-diClPh CH _Two Single bond Position 9 1-330 Position 43 3,4-diClPh CH _Two Single bond 10-331 Device 43 3,4-diClPh CH _Two Single bond 11-332 Device 43 3,4-diClPh CH _Two Single bond Position 12 1-333 Position 43 3,4-diClPh CH _Two Single bond 13 1-334 Device 43 3,4-diClPh CH _Two Single bond Position 14 1-335 Position 43 3,4-diClPh CH _Two Single bond Position 15 1-336 Position 43 3,4-diClPh CH _Two Single bond 16 1-337 Device 43 3,4-diClPh CH _Two Single bond Position 17 1-338 Position 43 3,4-diClPh CH _Two Single bond Position 18 1-339 Position 43 3,4-diClPh CH _Two Single bond Position 19 1-340 Position 43 3,4-diClPh CH _Two Single bond Position 20 1-341 Position 43 3,4-diClPh CH _Two Single bond Position 21 1-342 Position 43 3,4-diClPh CH _Two Single bond Position 22 1-343 Position 43 3,4-diClPh CH _Two Single bond 23 1-344 Device 43 3,4-diClPh CH _Two Single bond 24 1-345 Device 43 3,4-diClPh CH _Two Single bond 25 1-346 Device 43 3,4-diClPh CH _Two Single bond position 26 1-347 position 43 3,4-diClPh CH _Two Single bond Position 27 1-348 Position 43 3,4-diClPh CH _Two Single bond Position 28 1-349 Position 43 3,4-diClPh CH _Two Single bond 291-350 Device 43 3,4-diClPh CH _Two Single bond 30-351 Device 43 3,4-diClPh CH _Two Single bond Position 31 1-352 Position 43 3,4-diClPh CH _Two Single bond Position 32 1-353 Position 44 3,4-diClPh CH _Two Single bond Position 1 1-354 Position 44 3,4-diClPh CH _Two Single bond position 2 1-355 position 44 3,4-diClPh CH _Two Single bond Position 3 1-356 Position 44 3,4-diClPh CH _Two Single bond Position 4 1-357 Position 44 3,4-diClPh CH _Two Single bond device 5 1-358 device 44 3,4-diClPh CH _Two Single bond Position 6 1-359 Position 44 3,4-diClPh CH _Two Single bond position 7 1-360 position 44 3,4-diClPh CH _Two Single bond Position 8 1-361 Position 44 3,4-diClPh CH _Two Single bond position 9 1-362 position 44 3,4-diClPh CH _Two Single bond 10 1-363 Device 44 3,4-diClPh CH _Two Single bond 11-364 Device 44 3,4-diClPh CH _Two Single bond Position 12 1-365 Position 44 3,4-diClPh CH _Two Single bond 13 1-366 Device 44 3,4-diClPh CH _Two Single bond Position 14 1-367 Position 44 3,4-diClPh CH _Two Single bond Position 15 1-368 Position 44 3,4-diClPh CH _Two Single bond 16 1-369 Device 44 3,4-diClPh CH _Two Single bond O 17 1-370 O 44 3,4-diClPh CH _Two Single bond Position 18 1-371 Position 44 3,4-diClPh CH _Two Single bond Position 19 1-372 Position 44 3,4-diClPh CH _Two Single bond Position 20 1-373 Position 44 3,4-diClPh CH _Two Single bond 21-374 Device 44 3,4-diClPh CH _Two Single bond Position 22 1-375 Position 44 3,4-diClPh CH _Two Single bond 23 23-376 44 3,4-diClPh CH _Two Single bond 24 1-377 Position 44 3,4-diClPh CH _Two Single bond 25 1-378 Device 44 3,4-diClPh CH _Two Single bond Position 26 1-379 Position 44 3,4-diClPh CH _Two Single bond 27 1-380 Device 44 3,4-diClPh CH _Two Single bond 28-381 Device 44 3,4-diClPh CH _Two Single bond 29 1-382 Device 44 3,4-diClPh CH _Two Single bond 30-383 Device 44 3,4-diClPh CH _Two Single bond 31-384 Device 44 3,4-diClPh CH _Two Single bond 32 1-385 Device 45 3,4-diClPh CH _Two Single bond Position 1 1-386 Position 45 3,4-diClPh CH _Two Single bond Position 2 1-387 Position 45 3,4-diClPh CH _Two Single bond Position 3 1-388 Position 45 3,4-diClPh CH _Two Single bond position 4 1-389 position 45 3,4-diClPh CH _Two Single bond position 5 1-390 position 45 3,4-diClPh CH _Two Single bond Position 6 1-391 Position 45 3,4-diClPh CH _Two Single bond position 7 1-392 position 45 3,4-diClPh CH _Two Single bond unit 8 1-393 unit 45 3,4-diClPh CH _Two Single bond position 9 1-394 position 45 3,4-diClPh CH _Two Single bond 10-395 Device 45 3,4-diClPh CH _Two Single bond 11 1-396 Device 45 3,4-diClPh CH _Two Single bond 12 1-397 3 45 3,4-diClPh CH _Two Single bond 13 1-398 Device 45 3,4-diClPh CH _Two Single bond 14-399 Device 45 3,4-diClPh CH _Two Single bond 15-400 Device 45 3,4-diClPh CH _Two Single bond 16-401 45 45 3,4-diClPh CH _Two Single bond 17 1-402 Device 45 3,4-diClPh CH _Two Single bond 18 1-403 Device 45 3,4-diClPh CH _Two Single bond Position 19 1-404 Position 45 3,4-diClPh CH _Two Single bond Position 20 1-405 Position 45 3,4-diClPh CH _Two Single bond 21-406 Device 45 3,4-diClPh CH _Two Single bond Position 22 1-407 Position 45 3,4-diClPh CH _Two Single bond s 23 1-408 s 45 3,4-diClPh CH _Two Single bond Position 24 1-409 Position 45 3,4-diClPh CH _Two Single bond 25-410 45 45 3,4-diClPh CH _Two Single bond 26 1-411 Device 45 3,4-diClPh CH _Two Single bond Position 27 1-412 Position 45 3,4-diClPh CH _Two Single bond 28 1-413 45 45 3,4-diClPh CH _Two Single bond Position 29 1-414 Position 45 3,4-diClPh CH _Two Single bond Position 30 1-415 Position 45 3,4-diClPh CH _Two Single bond 31 1-416 Device 45 3,4-diClPh CH _Two Single bond unit 32 1-417 unit 46 3,4-diClPh CH _Two Single bond position 1 1-418 position 46 3,4-diClPh CH _Two Single bond Position 2 1-419 Position 46 3,4-diClPh CH _Two Single bond Position 3 1-420 Position 46 3,4-diClPh CH _Two Single bond position 4 1-421 position 46 3,4-diClPh CH _Two Single bond position 5 1-422 position 46 3,4-diClPh CH _Two Single bond position 6 1-423 position 46 3,4-diClPh CH _Two Single bond position 7 1-424 position 46 3,4-diClPh CH _Two Single bond position 8 1-425 position 46 3,4-diClPh CH _Two Single bond position 9 1-426 position 46 3,4-diClPh CH _Two Single bond 10 1-427 Device 46 3,4-diClPh CH _Two Single bond Unit 11 1-428 Unit 46 3,4-diClPh CH _Two Single bond 12 1-429 Device 46 3,4-diClPh CH _Two Single bond 13 1-430 Device 46 3,4-diClPh CH _Two Single bond 14 14-431 46 3,4-diClPh CH _Two Single bond unit 15 1-432 unit 46 3,4-diClPh CH _Two Single bond 16 16-433 Device 46 3,4-diClPh CH _Two Single bond O 17 1-434 O 46 3,4-diClPh CH _Two Single bond O 18 1-435 O 46 3,4-diClPh CH _Two Single bond Position 19 1-436 Position 46 3,4-diClPh CH _Two Single bond Position 20 1-437 Position 46 3,4-diClPh CH _Two Single bond 21 21-438 46 3,4-diClPh CH _Two Single bond 22 1-439 Device 46 3,4-diClPh CH _Two Single bond 23 1-440 Device 46 3,4-diClPh CH _Two Single bond 24 1-441 Position 46 3,4-diClPh CH _Two Single bond O 25 1-442 O 46 3,4-diClPh CH _Two Single bond Position 26 1-443 Position 46 3,4-diClPh CH _Two Single bond 27 1-444 Station 46 3,4-diClPh CH _Two Single bond 281-445 46 3,4-diClPh CH _Two Single bond 29 1-446 Device 46 3,4-diClPh CH _Two Single bond 30 1-447 Device 46 3,4-diClPh CH _Two Single bond 31 1-448 Device 46 3,4-diClPh CH _Two Single bond Position 32 1-449 Position 47 3,4-diClPh CH _Two Single bond Position 1 1-450 Position 47 3,4-diClPh CH _Two Single bond Position 2 1-451 Position 47 3,4-diClPh CH _Two Single bond Position 3 1-452 Position 47 3,4-diClPh CH _Two Single bond Position 4 1-453 Position 47 3,4-diClPh CH _Two Single bond position 5 1-454 position 47 3,4-diClPh CH _Two Single bond position 6 1-455 position 47 3,4-diClPh CH _Two Single bond position 7 1-456 position 47 3,4-diClPh CH _Two Single bond position 8 1-457 position 47 3,4-diClPh CH _Two Single bond position 9 1-458 position 47 3,4-diClPh CH _Two Single bond 10 1-459 Device 47 3,4-diClPh CH _Two Single bond 11-460 Device 47 3,4-diClPh CH _Two Single bond 12-461 Device 47 3,4-diClPh CH _Two Single bond 13-462 Device 47 3,4-diClPh CH _Two Single bond O 14 1-463 O 47 3,4-diClPh CH _Two Single bond 15 14-46 47 3,4-diClPh CH _Two Single bond 16 16-465 47 47 3,4-diClPh CH _Two Single bond 17 1-466 Device 47 3,4-diClPh CH _Two Single bond 18 1-467 Device 47 3,4-diClPh CH _Two Single bond Position 19 1-468 Position 47 3,4-diClPh CH _Two Single bond Position 20 1-469 Position 47 3,4-diClPh CH _Two Single bond 21 21-470 47 3,4-diClPh CH _Two Single bond 221-471 Device 47 3,4-diClPh CH _Two Single bond 231-472 Device 47 3,4-diClPh CH _Two Single bond 24 1-473 Device 47 3,4-diClPh CH _Two Single bond 25 1-474 Device 47 3,4-diClPh CH _Two Single bond 26 1-475 Device 47 3,4-diClPh CH _Two Single bond 27 1-476 Device 47 3,4-diClPh CH _Two Single bond Position 28 1-477 Position 47 3,4-diClPh CH _Two Single bond position 29 1-478 position 47 3,4-diClPh CH _Two Single bond Position 30 1-479 Position 47 3,4-diClPh CH _Two Single bond 31 1-480 Device 47 3,4-diClPh CH _Two Single bond Position 32 1-481 Position 48 3,4-diClPh CH _Two Single bond Position 1 1-482 Position 48 3,4-diClPh CH _Two Single bond Position 2 1-483 Position 48 3,4-diClPh CH _Two Single bond Position 3 1-484 Position 48 3,4-diClPh CH _Two Single bond position 4 1-485 position 48 3,4-diClPh CH _Two Single bond position 5 1-486 position 48 3,4-diClPh CH _Two Single bond Position 6 1-487 Position 48 3,4-diClPh CH _Two Single bond position 7 1-488 position 48 3,4-diClPh CH _Two Single bond position 8 1-489 position 48 3,4-diClPh CH _Two Single bond position 9 1-490 position 48 3,4-diClPh CH _Two Single bond 10 1-491 Device 48 3,4-diClPh CH _Two Single bond 11-492 Device 48 3,4-diClPh CH _Two Single bond 12 1-493 Device 48 3,4-diClPh CH _Two Single bond 13 1-494 Device 48 3,4-diClPh CH _Two Single bond 14 14-495 48 3,4-diClPh CH _Two Single bond position 15 1-496 position 48 3,4-diClPh CH _Two Single bond 16 16-497 Device 48 3,4-diClPh CH _Two Single bond Position 17 1-498 Position 48 3,4-diClPh CH _Two Single bond position 18 1-499 position 48 3,4-diClPh CH _Two Single bond 191-500 48 48 3,4-diClPh CH _Two Single bond Position 20 1-501 Position 48 3,4-diClPh CH _Two Single bond 21-502 Device 48 3,4-diClPh CH _Two Single bond Position 22 1-503 Position 48 3,4-diClPh CH _Two Single bond 23 1-504 Device 48 3,4-diClPh CH _Two Single bond 24 1-505 Device 48 3,4-diClPh CH _Two Single bond 25 1-506 Device 48 3,4-diClPh CH _Two Single bond Position 26 1-507 Position 48 3,4-diClPh CH _Two Single bond 27 1-508 Device 48 3,4-diClPh CH _Two Single bond 28 1-509 Device 48 3,4-diClPh CH _Two Single bond Position 29 1-510 Position 48 3,4-diClPh CH _Two Single bond Position 30 1-511 Position 48 3,4-diClPh CH _Two Single bond 31-512 Device 48 3,4-diClPh CH _Two Single bond position 32 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 1-513 Position 49 3,4-diClPh CH _Two Single bond Position 1 1-514 Position 49 3,4-diClPh CH _Two Single bond position 2 1-515 position 49 3,4-diClPh CH _Two Single bond position 3 1-516 position 49 3,4-diClPh CH _Two Single bond position 4 1-517 position 49 3,4-diClPh CH _Two Single bond position 5 1-518 position 49 3,4-diClPh CH _Two Single bond position 6 1-519 position 49 3,4-diClPh CH _Two Single bond position 7 1-520 position 49 3,4-diClPh CH _Two Single bond position 8 1-521 position 49 3,4-diClPh CH _Two Single bond position 9 1-522 position 49 3,4-diClPh CH _Two Single bond 10 1-523 Device 49 3,4-diClPh CH _Two Single bond 11-524 Device 49 3,4-diClPh CH _Two Single bond 121-525 Device 49 3,4-diClPh CH _Two Single bond 13 1-526 Device 49 3,4-diClPh CH _Two Single bond 141-527 Device 49 3,4-diClPh CH _Two Single bond 15-528 Device 49 3,4-diClPh CH _Two Single bond 16 1-529 Device 49 3,4-diClPh CH _Two Single bond 17 1-530 Device 49 3,4-diClPh CH _Two Single bond 18 1-531 Device 49 3,4-diClPh CH _Two Single bond Position 19 1-532 Position 49 3,4-diClPh CH _Two Single bond Position 20 1-533 Position 49 3,4-diClPh CH _Two Single bond 21-534 Device 49 3,4-diClPh CH _Two Single bond 22 1-535 Device 49 3,4-diClPh CH _Two Single bond unit 23 1-536 unit 49 3,4-diClPh CH _Two Single bond 24 1-537 Position 49 3,4-diClPh CH _Two Single bond 25 1-538 Device 49 3,4-diClPh CH _Two Single bond unit 26 1-539 unit 49 3,4-diClPh CH _Two Single bond 27 1-540 Device 49 3,4-diClPh CH _Two Single bond 28 1-541 1 49 3,4-diClPh CH _Two Single bond 29 1-542 Device 49 3,4-diClPh CH _Two Single bond 30 1-543 Device 49 3,4-diClPh CH _Two Single bond 31-544 Device 49 3,4-diClPh CH _Two Single bond 32 1-545 Device 50 3,4-diClPh CH _Two Single bond Position 1 1-546 Position 50 3,4-diClPh CH _Two Single bond Position 2 1-547 Position 50 3,4-diClPh CH _Two Single bond Position 3 1-548 Position 50 3,4-diClPh CH _Two Single bond Position 4 1-549 Position 50 3,4-diClPh CH _Two Single bond Position 5 1-550 Position 50 3,4-diClPh CH _Two Single bond Position 6 1-551 Position 50 3,4-diClPh CH _Two Single bond Position 7 1-552 Position 50 3,4-diClPh CH _Two Single bond position 8 1-553 position 50 3,4-diClPh CH _Two Single bond position 9 1-554 position 50 3,4-diClPh CH _Two Single bond 10 1-555 Device 50 3,4-diClPh CH _Two Single bond 11-556 Device 50 3,4-diClPh CH _Two Single bond 12 1-557 Device 50 3,4-diClPh CH _Two Single bond 13 1-558 Device 50 3,4-diClPh CH _Two Single bond 14 1-559 Device 50 3,4-diClPh CH _Two Single bond 15-560 Position 50 3,4-diClPh CH _Two Single bond 16 1-561 50 50 3,4-diClPh CH _Two Single bond 17 1-562 Device 50 3,4-diClPh CH _Two Single bond 18 1-563 Device 50 3,4-diClPh CH _Two Single bond Position 19 1-564 Position 50 3,4-diClPh CH _Two Single bond Position 20 1-565 Position 50 3,4-diClPh CH _Two Single bond Storage 21 1-566 Storage 50 3,4-diClPh CH _Two Single bond 22 1-567 Device 50 3,4-diClPh CH _Two Single bond 23 1-568 Device 50 3,4-diClPh CH _Two Single bond 24 1-569 Device 50 3,4-diClPh CH _Two Single bond 25 1-570 50 50 3,4-diClPh CH _Two Single bond 26 1-571 1 50 3,4-diClPh CH _Two Single bond 27 1-572 50 50 3,4-diClPh CH _Two Single bond 28 1-573 Device 50 3,4-diClPh CH _Two Single bond Position 29 1-574 Position 50 3,4-diClPh CH _Two Single bond 30 1-575 Device 50 3,4-diClPh CH _Two Single bond 31-576 Device 50 3,4-diClPh CH _Two Single bond 32 1-577 Device 51 3,4-diClPh CH _Two Single bond Position 1 1-578 Position 51 3,4-diClPh CH _Two Single bond Position 2 1-579 Position 51 3,4-diClPh CH _Two Single bond Position 3 1-580 Position 51 3,4-diClPh CH _Two Single bond position 4 1-581 position 51 3,4-diClPh CH _Two Single bond device 5 1-582 device 51 3,4-diClPh CH _Two Single bond position 6 1-583 position 51 3,4-diClPh CH _Two Single bond position 7 1-584 position 51 3,4-diClPh CH _Two Single bond Position 8 1-585 Position 51 3,4-diClPh CH _Two Single bond Position 9 1-586 Position 51 3,4-diClPh CH _Two Single bond 10 1-587 Device 51 3,4-diClPh CH _Two Single bond 11-588 Device 51 3,4-diClPh CH _Two Single bond 121-589 Device 51 3,4-diClPh CH _Two Single bond 13 1-590 Device 51 3,4-diClPh CH _Two Single bond 14 1-591 Device 51 3,4-diClPh CH _Two Single bond 15-592 Device 51 3,4-diClPh CH _Two Single bond 16 1-593 Device 51 3,4-diClPh CH _Two Single bond 17 1-594 Device 51 3,4-diClPh CH _Two Single bond 18 1-595 Device 51 3,4-diClPh CH _Two Single bond Position 19 1-596 Position 51 3,4-diClPh CH _Two Single bond Position 20 1-597 Position 51 3,4-diClPh CH _Two Single bond 21-598 Device 51 3,4-diClPh CH _Two Single bond 22 1-599 Device 51 3,4-diClPh CH _Two Single bond 23 1-600 1 51 3,4-diClPh CH _Two Single bond Device 24 1-601 Device 51 3,4-diClPh CH _Two Single bond 25 1-602 Device 51 3,4-diClPh CH _Two Single bond 26 1-603 Device 51 3,4-diClPh CH _Two Single bond 27 1-604 Device 51 3,4-diClPh CH _Two Single bond 28 1-605 Device 51 3,4-diClPh CH _Two Single bond Position 29 1-606 Position 51 3,4-diClPh CH _Two Single bond 30 1-607 Device 51 3,4-diClPh CH _Two Single bond 31-608 Device 51 3,4-diClPh CH _Two Single bond Position 32 1-609 Position 52 3,4-diClPh CH _Two Single bond Position 1 1-610 Position 52 3,4-diClPh CH _Two Single bond Position 2 1-611 Position 52 3,4-diClPh CH _Two Single bond Position 3 1-612 Position 52 3,4-diClPh CH _Two Single bond unit 4 1-613 unit 52 3,4-diClPh CH _Two Single bond position 5 1-614 position 52 3,4-diClPh CH _Two Single bond position 6 1-615 position 52 3,4-diClPh CH _Two Single bond position 7 1-616 position 52 3,4-diClPh CH _Two Single bond position 8 1-617 position 52 3,4-diClPh CH _Two Single bond position 9 1-618 position 52 3,4-diClPh CH _Two Single bond 10 1-619 Device 52 3,4-diClPh CH _Two Single bond 11-620 Device 52 3,4-diClPh CH _Two Single bond Position 12 1-621 Position 52 3,4-diClPh CH _Two Single bond 131-622 Device 52 3,4-diClPh CH _Two Single bond 14 1-623 Device 52 3,4-diClPh CH _Two Single bond 15-624 Device 52 3,4-diClPh CH _Two Single bond 161-625 Position 52 3,4-diClPh CH _Two Single bond O 17 1-626 O 52 3,4-diClPh CH _Two Single bond Position 18 1-627 Position 52 3,4-diClPh CH _Two Single bond Position 19 1-628 Position 52 3,4-diClPh CH _Two Single bond Position 20 1-629 Position 52 3,4-diClPh CH _Two Single bond 21-630 Device 52 3,4-diClPh CH _Two Single bond Device 22 1-631 Device 52 3,4-diClPh CH _Two Single bond 23 1-632 2 52 3,4-diClPh CH _Two Single bond 24 1-633 3 52 3,4-diClPh CH _Two Single bond O 25 1-634 O 52 3,4-diClPh CH _Two Single bond 26 1-635 Device 52 3,4-diClPh CH _Two Single bond Position 27 1-636 Position 52 3,4-diClPh CH _Two Single bond 28 1-637 Device 52 3,4-diClPh CH _Two Single bond Position 29 1-638 Position 52 3,4-diClPh CH _Two Single bond 30 1-639 Device 52 3,4-diClPh CH _Two Single bond 31 1-640 Device 52 3,4-diClPh CH _Two Single bond Position 32 1-641 Position 53 3,4-diClPh CH _Two Single bond Position 1 1-642 Position 53 3,4-diClPh CH _Two Single bond Position 2 1-643 Position 53 3,4-diClPh CH _Two Single bond Position 3 1-644 Position 53 3,4-diClPh CH _Two Single bond Position 4 1-645 Position 53 3,4-diClPh CH _Two Single bond position 5 1-646 position 53 3,4-diClPh CH _Two Single bond Position 6 1-647 Position 53 3,4-diClPh CH _Two Single bond position 7 1-648 position 53 3,4-diClPh CH _Two Single bond Position 8 1-649 Position 53 3,4-diClPh CH _Two Single bond position 9 1-650 position 53 3,4-diClPh CH _Two Single bond 10 1-651 Device 53 3,4-diClPh CH _Two Single bond 11-652 Device 53 3,4-diClPh CH _Two Single bond Position 12 1-653 Position 53 3,4-diClPh CH _Two Single bond unit 13 1-654 unit 53 3,4-diClPh CH _Two Single bond Position 14 1-655 Position 53 3,4-diClPh CH _Two Single bond Position 15 1-656 Position 53 3,4-diClPh CH _Two Single bond 161-657 Device 53 3,4-diClPh CH _Two Single bond O 17 1-658 O O 53 3,4-diClPh CH _Two Single bond 18 1-659 Device 53 3,4-diClPh CH _Two Single bond Position 19 1-660 Position 53 3,4-diClPh CH _Two Single bond Position 20 1-661 Position 53 3,4-diClPh CH _Two Single bond unit 21 1-662 unit 53 3,4-diClPh CH _Two Single bond Position 22 1-663 Position 53 3,4-diClPh CH _Two Single bond 231-664 Device 53 3,4-diClPh CH _Two Single bond Device 24 1-665 Device 53 3,4-diClPh CH _Two Single bond 25 1-666 5 53 3,4-diClPh CH _Two Single bond 26 1-667 Device 53 3,4-diClPh CH _Two Single bond Position 27 1-668 Position 53 3,4-diClPh CH _Two Single bond 281-669 Device 53 3,4-diClPh CH _Two Single bond Position 29 1-670 Position 53 3,4-diClPh CH _Two Single bond Position 30 1-671 Position 53 3,4-diClPh CH _Two Single bond unit 31 1-672 unit 53 3,4-diClPh CH _Two Single bond Position 32 1-673 Position 54 3,4-diClPh CH _Two Single bond Position 1 1-674 Position 54 3,4-diClPh CH _Two Single bond Position 2 1-675 Position 54 3,4-diClPh CH _Two Single bond Position 3 1-676 Position 54 3,4-diClPh CH _Two Single bond position 4 1-677 position 54 3,4-diClPh CH _Two Single bond position 5 1-678 position 54 3,4-diClPh CH _Two Single bond position 6 1-679 position 54 3,4-diClPh CH _Two Single bond position 7 1-680 position 54 3,4-diClPh CH _Two Single bond position 8 1-681 position 54 3,4-diClPh CH _Two Single bond position 9 1-682 position 54 3,4-diClPh CH _Two Single bond 10-683 Device 54 3,4-diClPh CH _Two Single bond 11-11684 54 3,4-diClPh CH _Two Single bond Position 12 1-685 Position 54 3,4-diClPh CH _Two Single bond 13 1-686 Device 54 3,4-diClPh CH _Two Single bond 14 1-687 5 54 3,4-diClPh CH _Two Single bond 151-688 Device 54 3,4-diClPh CH _Two Single bond 16 1-689 Device 54 3,4-diClPh CH _Two Single bond 17-1690 Device 54 3,4-diClPh CH _Two Single bond 18-18691 54 3,4-diClPh CH _Two Single bond Position 19 1-692 Position 54 3,4-diClPh CH _Two Single bond Position 20 1-693 Position 54 3,4-diClPh CH _Two Single bond 21-21694 54 3,4-diClPh CH _Two Single bond Position 22 1-695 Position 54 3,4-diClPh CH _Two Single bond 23 1-696 Device 54 3,4-diClPh CH _Two Single bond 24 1-697 Position 54 3,4-diClPh CH _Two Single bond O 25 1-698 O 54 3,4-diClPh CH _Two Single bond, 26 1-699, 54 3,4-diClPh CH _Two Single bond, 27 1-700, 54 3,4-diClPh CH _Two Single bond Position 28 1-701 Position 54 3,4-diClPh CH _Two Single bond Position 29 1-702 Position 54 3,4-diClPh CH _Two Single bond Position 30 1-703 Position 54 3,4-diClPh CH _Two Single bond 31-704 Device 54 3,4-diClPh CH _Two Single bond Position 32 1-705 Position 55 3,4-diClPh CH _Two Single bond Position 1 1-706 Position 55 3,4-diClPh CH _Two Single bond Position 2 1-707 Position 55 3,4-diClPh CH _Two Single bond Position 3 1-708 Position 55 3,4-diClPh CH _Two Single bond Position 4 1-709 Position 55 3,4-diClPh CH _Two Single bond position 5 1-710 position 55 3,4-diClPh CH _Two Single bond position 6 1-711 position 55 3,4-diClPh CH _Two Single bond position 7 1-712 position 55 3,4-diClPh CH _Two Single bond position 8 1-713 position 55 3,4-diClPh CH _Two Single bond position 9 1-714 position 55 3,4-diClPh CH _Two Single bond 10 1-715 Device 55 3,4-diClPh CH _Two Single bond 11-716 Device 55 3,4-diClPh CH _Two Single bond 12-717 Device 55 3,4-diClPh CH _Two Single bond 13 1-718 Device 55 3,4-diClPh CH _Two Single bond Position 14 1-719 Position 55 3,4-diClPh CH _Two Single bond 15-720 15 55 3,4-diClPh CH _Two Single bond unit 16 1-721 unit 55 3,4-diClPh CH _Two Single bond 17 172-722 55 55,4-diClPh CH _Two Single bond 18 1-723 Device 55 3,4-diClPh CH _Two Single bond Position 19 1-724 Position 55 3,4-diClPh CH _Two Single bond Position 20 1-725 Position 55 3,4-diClPh CH _Two Single bond 21-726 Device 55 3,4-diClPh CH _Two Single bond Position 22 1-727 Position 55 3,4-diClPh CH _Two Single bond 23 1-728 Device 55 3,4-diClPh CH _Two Single bond 24 1-729 5 55 3,4-diClPh CH _Two Single bond 25 1-730 5 55 3,4-diClPh CH _Two Single bond 26 1-731 1 55 3,4-diClPh CH _Two Single bond 27 1-732 5 55 3,4-diClPh CH _Two Single bond 28 1-733 5 55 3,4-diClPh CH _Two Single bond Ou 29 1-734 Ou 55 3,4-diClPh CH _Two Single bond Position 30 1-735 Position 55 3,4-diClPh CH _Two Single bond 311-736 Device 55 3,4-diClPh CH _Two Single bond Position 32 1-737 Position 56 3,4-diClPh CH _Two Single bond Position 1 1-738 Position 56 3,4-diClPh CH _Two Single bond Position 2 1-739 Position 56 3,4-diClPh CH _Two Single bond Position 3 1-740 Position 56 3,4-diClPh CH _Two Single bond unit 4 1-741 unit 56 3,4-diClPh CH _Two Single bond position 5 1-742 position 56 3,4-diClPh CH _Two Single bond Position 6 1-743 Position 56 3,4-diClPh CH _Two Single bond position 7 1-744 position 56 3,4-diClPh CH _Two Single bond position 8 1-745 position 56 3,4-diClPh CH _Two Single bond position 9 1-746 position 56 3,4-diClPh CH _Two Single bond 10 1-747 Device 56 3,4-diClPh CH _Two Single bond 11-748 Device 56 3,4-diClPh CH _Two Single bond 12 1-749 Device 56 3,4-diClPh CH _Two Single bond Position 13 1-750 Position 56 3,4-diClPh CH _Two Single bond Position 14 1-751 Position 56 3,4-diClPh CH _Two Single bond 151-752 Device 56 3,4-diClPh CH _Two Single bond 16 1-753 3 56 3,4-diClPh CH _Two Single bond 17 1-754 Device 56 3,4-diClPh CH _Two Single bond Position 18 1-755 Position 56 3,4-diClPh CH _Two Single bond Position 19 1-756 Position 56 3,4-diClPh CH _Two Single bond Position 20 1-757 Position 56 3,4-diClPh CH _Two Single bond 21-758 Device 56 3,4-diClPh CH _Two Single bond unit 22 1-759 unit 56 3,4-diClPh CH _Two Single bond 231-760 Device 56 3,4-diClPh CH _Two Single bond Position 24 1-761 Position 56 3,4-diClPh CH _Two Single bond s 25 1-762 s 56 3,4-diClPh CH _Two Single bond 26 1-763 Device 56 3,4-diClPh CH _Two Single bond 27 1-764 Device 56 3,4-diClPh CH _Two Single bond 28 1-765 Device 56 3,4-diClPh CH _Two Single bond Position 29 1-766 Position 56 3,4-diClPh CH _Two Single bond 30 1-767 Device 56 3,4-diClPh CH _Two Single bond 31 1-768 Device 56 3,4-diClPh CH _Two Single bond Position 32 1-769 Position 57 3,4-diClPh CH _Two Single bond Position 1 1-770 Position 57 3,4-diClPh CH _Two Single bond 2 1-771 1 57 3,4-diClPh CH _Two Single bond Position 3 1-772 Position 57 3,4-diClPh CH _Two Single bond position 4 1-773 position 57 3,4-diClPh CH _Two Single bond position 5 1-774 position 57 3,4-diClPh CH _Two Single bond position 6 1-775 position 57 3,4-diClPh CH _Two Single bond position 7 1-776 position 57 3,4-diClPh CH _Two Single bond position 8 1-777 position 57 3,4-diClPh CH _Two Single bond Position 9 1-778 Position 57 3,4-diClPh CH _Two Single bond 10 1-779 Device 57 3,4-diClPh CH _Two Single bond 11-780 Device 57 3,4-diClPh CH _Two Single bond Position 12 1-781 Position 57 3,4-diClPh CH _Two Single bond 13 1-782 Device 57 3,4-diClPh CH _Two Single bond 14 1-783 Device 57 3,4-diClPh CH _Two Single bond 15-784 Device 57 3,4-diClPh CH _Two Single bond 16 1-785 Device 57 3,4-diClPh CH _Two Single bond 171-786 Device 57 3,4-diClPh CH _Two Single bond 18 1-787 Device 57 3,4-diClPh CH _Two Single bond 191-788 Device 57 3,4-diClPh CH _Two Single bond Position 20 1-789 Position 57 3,4-diClPh CH _Two Single bond 21-790 Position 57 3,4-diClPh CH _Two Single bond Position 22 1-791 Position 57 3,4-diClPh CH _Two Single bond 23 1-792 Device 57 3,4-diClPh CH _Two Single bond Position 24 1-793 Position 57 3,4-diClPh CH _Two Single bond 25 1-794 Device 57 3,4-diClPh CH _Two Single bond 26 1-795 Device 57 3,4-diClPh CH _Two Single bond position 27 1-796 position 57 3,4-diClPh CH _Two Single bond 28 1-797 Device 57 3,4-diClPh CH _Two Single bond Position 29 1-798 Position 57 3,4-diClPh CH _Two Single bond Position 30 1-799 Position 57 3,4-diClPh CH _Two Single bond 311-800 Device 57 3,4-diClPh CH _Two Single bond Position 32 1-801 Position 58 3,4-diClPh CH _Two Single bond position 1 1-802 position 58 3,4-diClPh CH _Two Single bond position 2 1-803 position 58 3,4-diClPh CH _Two Single bond Position 3 1-804 Position 58 3,4-diClPh CH _Two Single bond position 4 1-805 position 58 3,4-diClPh CH _Two Single bond position 5 1-806 position 58 3,4-diClPh CH _Two Single bond position 6 1-807 position 58 3,4-diClPh CH _Two Single bond Position 7 1-808 Position 58 3,4-diClPh CH _Two Single bond position 8 1-809 position 58 3,4-diClPh CH _Two Single bond position 9 1-810 position 58 3,4-diClPh CH _Two Single bond 10 1-811 1 58 3,4-diClPh CH _Two Single bond 11-812 Device 58 3,4-diClPh CH _Two Single bond Position 12 1-813 Position 58 3,4-diClPh CH _Two Single bond 13 1-814 Device 58 3,4-diClPh CH _Two Single bond 14 1-815 Device 58 3,4-diClPh CH _Two Single bond unit 15 1-816 unit 58 3,4-diClPh CH _Two Single bond 161-817 Device 58 3,4-diClPh CH _Two Single bond 171-818 Device 58 3,4-diClPh CH _Two Single bond 18 1819 19 58 3,4-diClPh CH _Two Single bond Position 19 1-820 Position 58 3,4-diClPh CH _Two Single bond 20-821 Device 58 3,4-diClPh CH _Two Single bond 21-822 Device 58 3,4-diClPh CH _Two Single bond Position 22 1-823 Position 58 3,4-diClPh CH _Two Single bond 23 1-824 Device 58 3,4-diClPh CH _Two Single bond 24 1-825 Device 58 3,4-diClPh CH _Two Single bond 25 1-826 Position 58 3,4-diClPh CH _Two Single bond position 26 1-827 position 58 3,4-diClPh CH _Two Single bond 27 1-828 Device 58 3,4-diClPh CH _Two Single bond 28 1-829 Device 58 3,4-diClPh CH _Two Single bond position 29 1-830 position 58 3,4-diClPh CH _Two Single bond Position 30 1-831 Position 58 3,4-diClPh CH _Two Single bond 31 1-832 Device 58 3,4-diClPh CH _Two Single bond Position 32 1-833 Position 59 3,4-diClPh CH _Two Single bond Position 1 1-834 Position 59 3,4-diClPh CH _Two Single bond Position 2 1-835 Position 59 3,4-diClPh CH _Two Single bond position 3 1-836 position 59 3,4-diClPh CH _Two Single bond Position 4 1-837 Position 59 3,4-diClPh CH _Two Single bond position 5 1-838 position 59 3,4-diClPh CH _Two Single bond position 6 1-839 position 59 3,4-diClPh CH _Two Single bond position 7 1-840 position 59 3,4-diClPh CH _Two Single bond position 8 1-841 position 59 3,4-diClPh CH _Two Single bond position 9 1-842 position 59 3,4-diClPh CH _Two Single bond 10 1-843 Device 59 3,4-diClPh CH _Two Single bond 11-844 Device 59 3,4-diClPh CH _Two Single bond Position 12 1-845 Position 59 3,4-diClPh CH _Two Single bond 13 1-846 Device 59 3,4-diClPh CH _Two Single bond 14 1-847 Device 59 3,4-diClPh CH _Two Single bond 15 1-848 Device 59 3,4-diClPh CH _Two Single bond 16 1-849 Storage 59 3,4-diClPh CH _Two Single bond 17 1-850 Device 59 3,4-diClPh CH _Two Single bond 18 1-851 1 59 3,4-diClPh CH _Two Single bond Position 19 1-852 Position 59 3,4-diClPh CH _Two Single bond 20 1-853 Device 59 3,4-diClPh CH _Two Single bond 21-854 Device 59 3,4-diClPh CH _Two Single bond 22 1-855 Device 59 3,4-diClPh CH _Two Single bond 23 1-856 Device 59 3,4-diClPh CH _Two Single bond 24 1-857 Device 59 3,4-diClPh CH _Two Single bond 25 1-858 Device 59 3,4-diClPh CH _Two Single bond 26 1-859 Device 59 3,4-diClPh CH _Two Single bond 27 1-860 Device 59 3,4-diClPh CH _Two Single bond 28 1-861 1 59 3,4-diClPh CH _Two Single bond 29 1-862 Device 59 3,4-diClPh CH _Two Single bond unit 30 1-863 unit 59 3,4-diClPh CH _Two Single bond 311-864 Device 59 3,4-diClPh CH _Two Single bond 32 1-865 Device 60 3,4-diClPh CH _Two Single bond Position 1 1-866 Position 60 3,4-diClPh CH _Two Single bond 2 1-867 Device 60 3,4-diClPh CH _Two Single bond Position 3 1-868 Position 60 3,4-diClPh CH _Two Single bond position 4 1-869 position 60 3,4-diClPh CH _Two Single bond position 5 1-870 position 60 3,4-diClPh CH _Two Single bond position 6 1-871 position 60 3,4-diClPh CH _Two Single bond position 7 1-872 position 60 3,4-diClPh CH _Two Single bond device 8 1-873 device 60 3,4-diClPh CH _Two Single bond Position 9 1-874 Position 60 3,4-diClPh CH _Two Single bond 10 1-875 Device 60 3,4-diClPh CH _Two Single bond 11-876 Device 60 3,4-diClPh CH _Two Single bond 12-1877 Device 60 3,4-diClPh CH _Two Single bond 13 1-878 Device 60 3,4-diClPh CH _Two Single bond 14 1-879 Device 60 3,4-diClPh CH _Two Single bond 15 1-880 Device 60 3,4-diClPh CH _Two Single bond 16 1-881 Device 60 3,4-diClPh CH _Two Single bond 17 17-882 Device 60 3,4-diClPh CH _Two Single bond 18 1-883 Device 60 3,4-diClPh CH _Two Single bond Position 19 1-884 Position 60 3,4-diClPh CH _Two Single bond Position 20 1-885 Position 60 3,4-diClPh CH _Two Single bond 21-886 Device 60 3,4-diClPh CH _Two Single bond 22 1-887 Device 60 3,4-diClPh CH _Two Single bond 231-888 Device 60 3,4-diClPh CH _Two Single bond 24 1-889 Device 60 3,4-diClPh CH _Two Single bond 25 1-890 60 60 3,4-diClPh CH _Two Single bond 26 1-891 Device 60 3,4-diClPh CH _Two Single bond 271-892 Device 60 3,4-diClPh CH _Two Single bond 28 1-893 Device 60 3,4-diClPh CH _Two Single bond 29 1-894 Device 60 3,4-diClPh CH _Two Single bond 30 1-895 Device 60 3,4-diClPh CH _Two Single bond 31 1-896 Device 60 3,4-diClPh CH _Two Single bond Position 32 1-897 Position 61 3,4-diClPh CH _Two Single bond Position 1 1-898 Position 61 3,4-diClPh CH _Two Single bond Position 2 1-899 Position 61 3,4-diClPh CH _Two Single bond Device 3 1-900 Device 61 3,4-diClPh CH _Two Single bond position 4 1-901 position 61 3,4-diClPh CH _Two Single bond position 5 1-902 position 61 3,4-diClPh CH _Two Single bond position 6 1-903 position 61 3,4-diClPh CH _Two Single bond position 7 1-904 position 61 3,4-diClPh CH _Two Single bond position 8 1-905 position 61 3,4-diClPh CH _Two Single bond Position 9 1-906 Position 61 3,4-diClPh CH _Two Single bond 10 1-907 Device 61 3,4-diClPh CH _Two Single bond 11-908 Device 61 3,4-diClPh CH _Two Single bond Position 12 1-909 Position 61 3,4-diClPh CH _Two Single bond 131-910 Device 61 3,4-diClPh CH _Two Single bond Position 14 1-911 Position 61 3,4-diClPh CH _Two Single bond 151-912 Device 61 3,4-diClPh CH _Two Single bond 161-913 Position 61 3,4-diClPh CH _Two Single bond 171-914 Device 61 3,4-diClPh CH _Two Single bond 18 1-915 Device 61 3,4-diClPh CH _Two Single bond Position 19 1-916 Position 61 3,4-diClPh CH _Two Single bond 20-917 Device 61 3,4-diClPh CH _Two Single bond 21-918 Device 61 3,4-diClPh CH _Two Single bond Position 22 1-919 Position 61 3,4-diClPh CH _Two Single bond 23 1-920 Device 61 3,4-diClPh CH _Two Single bond Position 24 1-921 Position 61 3,4-diClPh CH _Two Single bond 25 1-922 6 1 3,4-diClPh CH _Two Single bond s 26 1-923 s 61 3,4-diClPh CH _Two Single bond 27 1-924 Device 61 3,4-diClPh CH _Two Single bond 28 1-925 Device 61 3,4-diClPh CH _Two Single bond 291-926 Device 61 3,4-diClPh CH _Two Single bond Position 30 1-927 Position 61 3,4-diClPh CH _Two Single bond 31-928 Device 61 3,4-diClPh CH _Two Single bond Position 32 1-929 Position 33 3,4-diClPh CH _Two CH _Two Position 1 1-930 Position 33 3,4-diClPh CH _Two CH _Two Position 2 1-931 Position 33 3,4-diClPh CH _Two CH _Two Position 3 1-932 Position 33 3,4-diClPh CH _Two CH _Two Position 4 1-933 Position 33 3,4-diClPh CH _Two CH _Two Position 5 1-934 Position 33 3,4-diClPh CH _Two CH _Two Position 6 1-935 Position 33 3,4-diClPh CH _Two CH _Two Position 7 1-936 Position 33 3,4-diClPh CH _Two CH _Two Position 8 1-937 Position 33 3,4-diClPh CH _Two CH _Two Position 9 1-938 Position 33 3,4-diClPh CH _Two CH _Two Position 10 1-939 Position 33 3,4-diClPh CH _Two CH _Two Position 11 1-940 Position 33 3,4-diClPh CH _Two CH _Two Position 12 1-941 Position 33 3,4-diClPh CH _Two CH _Two Position 13 1-942 Position 33 3,4-diClPh CH _Two CH _Two Position 14 1-943 Position 33 3,4-diClPh CH _Two CH _Two Unit 15 1-944 Unit 33 3,4-diClPh CH _Two CH _Two Position 16 1-945 Position 33 3,4-diClPh CH _Two CH _Two Position 17 1-946 Position 33 3,4-diClPh CH _Two CH _Two Position 18 1-947 Position 33 3,4-diClPh CH _Two CH _Two Position 19 1-948 Position 33 3,4-diClPh CH _Two CH _Two Device 20 1-949 device 33 3,4-diClPh CH _Two CH _Two Position 21 1-950 Position 33 3,4-diClPh CH _Two CH _Two Position 22 1-951 Position 33 3,4-diClPh CH _Two CH _Two Position 23 1-952 Position 33 3,4-diClPh CH _Two CH _Two Position 24 1-953 Position 33 3,4-diClPh CH _Two CH _Two Position 25 1-954 Position 33 3,4-diClPh CH _Two CH _Two Position 26 1-955 Position 33 3,4-diClPh CH _Two CH _Two Position 27 1-956 Position 33 3,4-diClPh CH _Two CH _Two Position 28 1-957 Position 33 3,4-diClPh CH _Two CH _Two Position 29 1-958 Position 33 3,4-diClPh CH _Two CH _Two Position 30 1-959 Position 33 3,4-diClPh CH _Two CH _Two Position 31 1-960 Position 33 3,4-diClPh CH _Two CH _Two Position 32 1-961 Position 33 3,4-diClPh CH _Two CH = CH position 1 1-962 position 33 3,4-diClPh CH _Two CH = CH position 2 1-963 position 33 3,4-diClPh CH _Two CH = CH position 3 1-964 position 33 3,4-diClPh CH _Two CH = CH position 4 1-965 position 33 3,4-diClPh CH _Two CH = CH position 5 1-966 position 33 3,4-diClPh CH _Two CH = CH position 6 1-967 position 33 3,4-diClPh CH _Two CH = CH position 7 1-968 position 33 3,4-diClPh CH _Two CH = CH position 8 1-969 position 33 3,4-diClPh CH _Two CH = CH position 9 1-970 position 33 3,4-diClPh CH _Two CH = CH Position 10 1-971 Position 33 3,4-diClPh CH _Two CH = CH Position 11 1-972 Position 33 3,4-diClPh CH _Two CH = CH Position 12 1-973 Position 33 3,4-diClPh CH _Two CH = CH Position 13 1-974 Position 33 3,4-diClPh CH _Two CH = CH storage 14 1-975 storage 33 3,4-diClPh CH _Two CH = CH Position 15 1-976 Position 33 3,4-diClPh CH _Two CH = CH Position 16 1-977 Position 33 3,4-diClPh CH _Two CH = CH Position 17 1-978 Position 33 3,4-diClPh CH _Two CH = CH Position 18 1-979 Position 33 3,4-diClPh CH _Two CH = CH Position 19 1-980 Position 33 3,4-diClPh CH _Two CH = CH Position 20 1-981 Position 33 3,4-diClPh CH _Two CH = CH Position 21 1-982 Position 33 3,4-diClPh CH _Two CH = CH Position 22 1-983 Position 33 3,4-diClPh CH _Two CH = CH Position 23 1-984 Position 33 3,4-diClPh CH _Two CH = CH storage 24 1-985 storage 33 3,4-diClPh CH _Two CH = CH storage 25 1-986 storage 33 3,4-diClPh CH _Two CH = CH unit 26 1-987 unit 33 3,4-diClPh CH _Two CH = CH Position 27 1-988 Position 33 3,4-diClPh CH _Two CH = CH Position 28 1-989 Position 33 3,4-diClPh CH _Two CH = CH storage 29 1-990 storage 33 3,4-diClPh CH _Two CH = CH Position 30 1-991 Position 33 3,4-diClPh CH _Two CH = CH Position 31 1-992 Position 33 3,4-diClPh CH _Two CH = CH Position 32 1-993 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 1 1-994 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 2 1-995 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 3 1-996 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 4 1-997 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 5 1-998 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 6 1-999 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 7 1-1000 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 8 1-1001 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 9 1-1002 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 10 1-1003 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 11 1-1004 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 12 1-1005 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 13 1-1006 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 14 1-1007 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 15 1-1008 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 16 1-1009 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 17 1-1010 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 18 1-1011 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 19 1-1012 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 20 1-1013 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 21 1-1014 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 22 1-1015 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 23 1-1016 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 24 1-1017 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 25 1-1018 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 26 1-1019 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 27 1-1020 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 28 1-1021 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 29 1-1022 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 30 1-1023 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 31 1-1024 Position 33 3,4-diClPh CH _Two CH _Two CH _Two Position 32 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 1-1025 Position 33 3, 4-diClPh CO single bond position 1 1-1026 position 33 3, 4-diClPh CO single bond position 2 1-1027 position 33 3, 4-diClPh CO single bond position 3 1-1028 position 33 3, 4-diClPh CO single bond position 4 1-1029 position 33 3, 4-diClPh CO single bond position 5 1-1030 position 33 3, 4-diClPh CO single bond position 6 1-1031 position 33 3, 4-diClPh CO single bond position 7 1-1032 position 33 3, 4-diClPh CO single bond position 8 1-1033 position 33 3, 4-diClPh CO single bond position 9 1-1034 position 33 3, 4-diClPh CO single bond position 10 1-1035 position 33 3, 4-diClPh CO single bond position 11 1-1036 position 33 3, 4-diClPh CO single bond position 12 1-1037 position 33 3, 4-diClPh CO single bond position 13 1-1038 position 33 3, 4-diClPh CO single bond position 14 1-1039 position 33 3, 4-diClPh CO single bond unit 15 1-1040 unit 33 3, 4-diClPh CO single bond position 16 1-1041 position 33 3, 4-diClPh CO single bond position 17 1-1042 position 33 3, 4-diClPh CO single bond unit 18 1-1043 unit 33 3, 4-diClPh CO single bond position 19 1-1044 position 33 3, 4-diClPh CO single bond position 20 1-1045 position 33 3, 4-diClPh CO single bond position 21 1-1046 position 33 3, 4-diClPh CO single bond position 22 1-1047 position 33 3, 4-diClPh CO single bond position 23 1-1048 position 33 3, 4-diClPh CO single bond position 24 1-1049 position 33 3, 4-diClPh CO single bond position 25 1-150 position 33 3, 4-diClPh CO single bond position 26 1-1051 position 33 3, 4-diClPh CO single bond position 27 1-1052 position 33 3, 4-diClPh CO single bond position 28 1-1053 position 33 3, 4-diClPh CO single bond position 29 1-1054 position 33 3, 4-diClPh CO single bond position 30 1-1055 position 33 3, 4-diClPh CO single bond position 31 1-1056 position 33 3, 4-diClPh CO single bond position 32 1-1057 position 34 3, 4-diClPh CO single bond position 1 1-1058 position 34 3, 4-diClPh CO single bond position 2 1-1059 position 34 3, 4-diClPh CO single bond position 3 1-1060 position 34 3, 4-diClPh CO single bond position 4 1-1061 position 34 3, 4-diClPh CO single bond position 5 1-1062 position 34 3, 4-diClPh CO single bond position 6 1-1063 position 34 3, 4-diClPh CO single bond position 7 1-1064 position 34 3, 4-diClPh CO single bond position 8 1-1065 position 34 3, 4-diClPh CO single bond position 9 1-1066 position 34 3, 4-diClPh CO single bond position 10 1-1067 position 34 3, 4-diClPh CO single bond position 11 1-1068 position 34 3, 4-diClPh CO single bond position 12 1-1069 position 34 3, 4-diClPh CO single bond position 13 1-1070 position 34 3, 4-diClPh CO single bond position 14 1-1071 position 34 3, 4-diClPh CO single bond position 15 1-1072 position 34 3, 4-diClPh CO single bond position 16 1-1073 position 34 3, 4-diClPh CO single bond position 17 1-1074 position 34 3, 4-diClPh CO single bond position 18 1-1075 position 34 3, 4-diClPh CO single bond position 19 1-1076 position 34 3, 4-diClPh CO single bond position 20 1-1077 position 34 3, 4-diClPh CO single bond position 21 1-1078 position 34 3, 4-diClPh CO single bond position 22 1-1079 position 34 3, 4-diClPh CO single bond position 23 1-1080 position 34 3, 4-diClPh CO single bond position 24 1-1081 position 34 3, 4-diClPh CO single bond position 25 1-1082 position 34 3, 4-diClPh CO single bond position 26 1-1083 position 34 3, 4-diClPh CO single bond position 27 1-1084 position 34 3, 4-diClPh CO single bond position 28 1-1085 position 34 3, 4-diClPh CO single bond position 29 1-1086 position 34 3, 4-diClPh CO single bond position 30 1-1087 position 34 3, 4-diClPh CO single bond position 31 1-1088 position 34 3, 4-diClPh CO single bond position 32 1-1089 position 35 3, 4-diClPh CO single bond unit 1-11090 unit 35 3, 4-diClPh CO single bond position 2 1-1091 position 35 3, 4-diClPh CO single bond device 3 1-10992 device 35 3, 4-diClPh CO single bond position 4 1-10993 position 35 3, 4-diClPh CO single bond position 5 1-10994 position 35 3, 4-diClPh CO single bond position 6 1-1095 position 35 3, 4-diClPh CO single bond position 7 1-1096 position 35 3, 4-diClPh CO single bond position 8 1-1097 position 35 3, 4-diClPh CO single bond position 9 1-1098 position 35 3, 4-diClPh CO single bond position 10 1-1099 position 35 3, 4-diClPh CO single bond position 11 1-1100 position 35 3, 4-diClPh CO single bond position 12 1-1101 position 35 3, 4-diClPh CO single bond position 13 1-1102 position 35 3, 4-diClPh CO single bond position 14 1-1103 position 35 3, 4-diClPh CO single bond position 15 1-1104 position 35 3, 4-diClPh CO single bond position 16 1-1105 position 35 3, 4-diClPh CO single bond position 17 1-1106 position 35 3, 4-diClPh CO single bond position 18 1-1107 position 35 3, 4-diClPh CO single bond position 19 1-1108 position 35 3, 4-diClPh CO single bond position 20 1-1109 position 35 3, 4-diClPh CO single bond position 21 1-1110 position 35 3, 4-diClPh CO single bond position 22 1-1111 position 35 3, 4-diClPh CO single bond position 23 1-1112 position 35 3, 4-diClPh CO single bond position 24 1-1113 position 35 3, 4-diClPh CO single bond position 25 1-1114 position 35 3, 4-diClPh CO single bond position 26 1-1115 position 35 3, 4-diClPh CO single bond position 27 1-1116 position 35 3, 4-diClPh CO single bond position 28 1-1117 position 35 3, 4-diClPh CO single bond position 29 1-1118 position 35 3, 4-diClPh CO single bond position 30 1-1119 position 35 3, 4-diClPh CO single bond position 31 1-1120 position 35 3, 4-diClPh CO single bond position 32 1-1121 position 36 3, 4-diClPh CO single bond position 1 1-1122 position 36 3, 4-diClPh CO single bond position 2 1-1123 position 36 3, 4-diClPh CO single bond position 3 1-1124 position 36 3, 4-diClPh CO single bond position 4 1-1125 position 36 3, 4-diClPh CO single bond position 5 1-1126 position 36 3, 4-diClPh CO single bond position 6 1-1127 position 36 3, 4-diClPh CO single bond position 7 1-1128 position 36 3, 4-diClPh CO single bond position 8 1-1129 position 36 3, 4-diClPh CO single bond position 9 1-1130 position 36 3, 4-diClPh CO single bond position 10 1-1131 position 36 3, 4-diClPh CO single bond position 11 1-1132 position 36 3, 4-diClPh CO single bond position 12 1-1133 position 36 3, 4-diClPh CO single bond position 13 1-1134 position 36 3, 4-diClPh CO single bond position 14 1-1135 position 36 3, 4-diClPh CO single bond position 15 1-1136 position 36 3, 4-diClPh CO single bond position 16 1-1137 position 36 3, 4-diClPh CO single bond position 17 1-1138 position 36 3, 4-diClPh CO single bond position 18 1-1139 position 36 3, 4-diClPh CO single bond position 19 1-1140 position 36 3, 4-diClPh CO single bond unit 20 1-1141 unit 36 3, 4-diClPh CO single bond position 21 1-1142 position 36 3, 4-diClPh CO single bond position 22 1-1143 position 36 3, 4-diClPh CO single bond position 23 1-1144 position 36 3, 4-diClPh CO single bond position 24 1-1145 position 36 3, 4-diClPh CO single bond position 25 1-1146 position 36 3, 4-diClPh CO single bond position 26 1-1147 position 36 3, 4-diClPh CO single bond position 27 1-1148 position 36 3, 4-diClPh CO single bond position 28 1-1149 position 36 3, 4-diClPh CO single bond position 29 1-1150 position 36 3, 4-diClPh CO single bond position 30 1-1151 position 36 3, 4-diClPh CO single bond position 31 1-1152 position 36 3, 4-diClPh CO single bond position 32 1-1153 position 37 3, 4-diClPh CO single bond position 1 1-1154 position 37 3, 4-diClPh CO single bond position 2 1-1155 position 37 3, 4-diClPh CO single bond position 3 1-1156 position 37 3, 4-diClPh CO single bond position 4 1-1157 position 37 3, 4-diClPh CO single bond position 5 1-1158 position 37 3, 4-diClPh CO single bond position 6 1-1159 position 37 3, 4-diClPh CO single bond position 7 1-1160 position 37 3, 4-diClPh CO single bond position 8 1-1116 position 37 3, 4-diClPh CO single bond position 9 1-1162 position 37 3, 4-diClPh CO single bond position 10 1-1163 position 37 3, 4-diClPh CO single bond position 11 1-1164 position 37 3, 4-diClPh CO single bond position 12 1-1165 position 37 3, 4-diClPh CO single bond position 13 1-1166 position 37 3, 4-diClPh CO single bond position 14 1-1167 position 37 3, 4-diClPh CO single bond position 15 1-1168 position 37 3, 4-diClPh CO single bond position 16 1-1169 position 37 3, 4-diClPh CO single bond position 17 1-1170 position 37 3, 4-diClPh CO single bond position 18 1-1171 position 37 3, 4-diClPh CO single bond position 19 1-1172 position 37 3, 4-diClPh CO single bond position 20 1-1173 position 37 3, 4-diClPh CO single bond position 21 1-1174 position 37 3, 4-diClPh CO single bond position 22 1-1175 position 37 3, 4-diClPh CO single bond position 23 1-1176 position 37 3, 4-diClPh CO single bond position 24 1-1177 position 37 3, 4-diClPh CO single bond position 25 1-1178 position 37 3, 4-diClPh CO single bond position 26 1-1179 position 37 3, 4-diClPh CO single bond position 27 1-1180 position 37 3, 4-diClPh CO single bond position 28 1-1181 position 37 3, 4-diClPh CO single bond position 29 1-1182 position 37 3, 4-diClPh CO single bond position 30 1-1183 position 37 3, 4-diClPh CO single bond position 31 1-1184 position 37 3, 4-diClPh CO single bond position 32 1-1185 position 38 3, 4-diClPh CO single bond position 1 1-1186 position 38 3, 4-diClPh CO single bond position 2 1-1187 position 38 3, 4-diClPh CO single bond position 3 1-1188 position 38 3, 4-diClPh CO single bond position 41-1189 position 38 3, 4-diClPh CO single bond position 5 1-1190 position 38 3, 4-diClPh CO single bond position 6 1-1191 position 38 3, 4-diClPh CO single bond place 7 1-1192 place 38 3, 4-diClPh CO single bond position 8 1-1193 position 38 3, 4-diClPh CO single bond position 9 1-1194 position 38 3, 4-diClPh CO single bond position 10 1-1195 position 38 3, 4-diClPh CO single bond position 11 1-1196 position 38 3, 4-diClPh CO single bond position 12 1-1197 position 38 3, 4-diClPh CO single bond position 13 1-1198 position 38 3, 4-diClPh CO single bond unit 14 1-1199 unit 38 3, 4-diClPh CO single bond position 15 1-1200 position 38 3, 4-diClPh CO single bond position 16 1-1201 position 38 3, 4-diClPh CO single bond position 17 1-1202 position 38 3, 4-diClPh CO single bond position 18 1-1203 position 38 3, 4-diClPh CO single bond position 19 1-1204 position 38 3, 4-diClPh CO single bond position 20 1-1205 position 38 3, 4-diClPh CO single bond position 21 1-1206 position 38 3, 4-diClPh CO single bond position 22 1-1207 position 38 3, 4-diClPh CO single bond position 23 1-1208 position 38 3, 4-diClPh CO single bond position 24 1-1209 position 38 3, 4-diClPh CO single bond position 25 1-1210 position 38 3, 4-diClPh CO single bond position 26 1-1121 position 38 3, 4-diClPh CO single bond position 27 1-112 position 38 3, 4-diClPh CO single bond position 28 1-1213 position 38 3, 4-diClPh CO single bond position 29 1-1214 position 38 3, 4-diClPh CO single bond unit 30 1-1215 unit 38 3, 4-diClPh CO single bond position 31 1-1216 position 38 3, 4-diClPh CO single bond position 32 1-1217 position 39 3, 4-diClPh CO single bond position 1 1-1218 position 39 3, 4-diClPhCO single bond position 2 1-1219 position 39 3, 4-diClPh CO single bond position 3 1-1220 position 39 3, 4-diClPh CO single bond position 4 1-1221 position 39 3, 4-diClPh CO single bond position 5 1-122 position 39 3, 4-diClPh CO single bond position 6 1-1223 position 39 3, 4-diClPh CO single bond position 7 1-1224 position 39 3, 4-diClPh CO single bond position 8 1-125 position 39 3, 4-diClPh CO single bond position 9 1-1226 position 39 3, 4-diClPh CO single bond position 10 1-1227 position 39 3, 4-diClPh CO single bond position 11 1-1228 position 39 3, 4-diClPh CO single bond position 12 1-1229 position 39 3, 4-diClPh CO single bond position 13 1-1230 position 39 3, 4-diClPh CO single bond position 14 1-1231 position 39 3, 4-diClPh CO single bond position 15 1-1232 position 39 3, 4-diClPh CO single bond position 16 1-1233 position 39 3, 4-diClPh CO single bond position 17 1-1234 position 39 3, 4-diClPh CO single bond position 18 1-1235 position 39 3, 4-diClPh CO single bond position 19 1-1236 position 39 3, 4-diClPh CO single bond position 20 1-1237 position 39 3, 4-diClPh CO single bond position 21 1-1238 position 39 3, 4-diClPh CO single bond position 22 1-1239 position 39 3, 4-diClPh CO single bond position 23 1-1240 position 39 3, 4-diClPh CO single bond position 24 1-1241 position 39 3, 4-diClPh CO single bond position 25 1-1242 position 39 3, 4-diClPh CO single bond position 26 1-1243 position 39 3, 4-diClPh CO single bond position 27 1-1244 position 39 3, 4-diClPh CO single bond position 28 1-1245 position 39 3, 4-diClPh CO single bond position 29 1-1246 position 39 3, 4-diClPh CO single bond position 30 1-1247 position 39 3, 4-diClPh CO single bond position 31 1-1248 position 39 3, 4-diClPh CO single bond position 32 1-1249 position 40 3, 4-diClPh CO single bond position 1 1-1250 position 40 3, 4-diClPh CO single bond position 2 1-1251 position 40 3, 4-diClPh CO single bond position 3 1-1252 position 40 3, 4-diClPh CO single bond position 4 1-1253 position 40 3, 4-diClPh CO single bond position 5 1-1254 position 40 3, 4-diClPh CO single bond position 6 1-1255 position 40 3, 4-diClPh CO single bond position 7 1-1256 position 40 3, 4-diClPh CO single bond position 8 1-1257 position 40 3, 4-diClPh CO single bond position 9 1-1258 position 40 3, 4-diClPh CO single bond position 10 1-1259 position 40 3, 4-diClPh CO single bond position 11 1-1260 position 40 3, 4-diClPh CO single bond position 12 1-1261 position 40 3, 4-diClPh CO single bond position 13 1-1262 position 40 3, 4-diClPh CO single bond position 14 1-1263 position 40 3, 4-diClPh CO single bond position 15 1-1264 position 40 3, 4-diClPh CO single bond 161-1265 403 4-diClPh CO single bond position 17 1-1266 position 40 3, 4-diClPh CO single bond position 18 1-1267 position 40 3, 4-diClPh CO single bond position 19 1-1268 position 40 3, 4-diClPh CO single bond position 20 1-1269 position 40 3, 4-diClPh CO single bond position 21 1-1270 position 40 3, 4-diClPh CO single bond position 22 1-1271 position 40 3, 4-diClPh CO single bond position 23 1-1272 position 40 3, 4-diClPh CO single bond position 24 1-1273 position 40 3, 4-diClPh CO single bond position 25 1-1274 position 40 3, 4-diClPh CO single bond position 26 1-1275 position 40 3, 4-diClPh CO single bond position 27 1-1276 position 40 3, 4-diClPh CO single bond position 28 1-1277 position 40 3, 4-diClPh CO single bond position 29 1-1278 position 40 3, 4-diClPh CO single bond position 30 1-1279 position 40 3, 4-diClPh CO single bond position 31 1-1280 position 40 3, 4-diClPh CO single bond position 32 1-1281 position 41 3, 4-diClPh CO single bond position 1 1-1282 position 41 3, 4-diClPh CO single bond position 2 1-1283 position 41 3, 4-diClPh CO single bond position 3 1-1284 position 41 3, 4-diClPh CO single bond position 4 1-1285 position 41 3, 4-diClPh CO single bond position 5 1-1286 position 41 3, 4-diClPh CO single bond position 6 1-1287 position 41 3, 4-diClPh CO single bond position 7 1-1288 position 41 3, 4-diClPh CO single bond position 8 1-1289 position 41 3, 4-diClPh CO single bond position 9 1-1290 position 41 3, 4-diClPh CO single bond position 10 1-1291 position 41 3, 4-diClPh CO single bond position 11 1-1292 position 41 3, 4-diClPh CO single bond position 12 1-1293 position 41 3, 4-diClPh CO single bond position 13 1-1294 position 41 3, 4-diClPh CO single bond position 14 1-1295 position 41 3, 4-diClPh CO single bond position 15 1-1296 position 41 3, 4-diClPh CO single bond position 16 1-1297 position 41 3, 4-diClPh CO single bond position 17 1-1298 position 41 3, 4-diClPh CO single bond position 18 1-1299 position 41 3, 4-diClPh CO single bond position 19 1-1300 position 41 3, 4-diClPh CO single bond position 20 1-1301 position 41 3, 4-diClPh CO single bond position 21 1-1302 position 41 3, 4-diClPh CO single bond position 22 1-1303 position 41 3, 4-diClPh CO single bond position 23 1-1304 position 41 3, 4-diClPh CO single bond position 24 1-1305 position 41 3, 4-diClPh CO single bond position 25 1-1306 position 41 3, 4-diClPh CO single bond position 26 1-1307 position 41 3, 4-diClPh CO single bond position 27 1-1308 position 41 3, 4-diClPh CO single bond position 28 1-1309 position 41 3, 4-diClPh CO single bond position 29 1-1310 position 41 3, 4-diClPh CO single bond position 30 1-131 position 41 3, 4-diClPh CO single bond position 31 1-113 position 41 3, 4-diClPh CO single bond position 32 1-1313 position 42 3, 4-diClPh CO single bond position 1 1-1314 position 42 3, 4-diClPh CO single bond position 2 1-1315 position 42 3, 4-diClPh CO single bond position 3 1-1316 position 42 3, 4-diClPh CO single bond position 4 1-1317 position 42 3, 4-diClPh CO single bond device 5 1-1318 device 42 3, 4-diClPh CO single bond position 6 1-1319 position 42 3, 4-diClPh CO single bond position 7 1-1320 position 42 3, 4-diClPh CO single bond position 8 1-1321 position 42 3, 4-diClPh CO single bond position 9 1-1322 position 42 3, 4-diClPh CO single bond position 10 1-1323 position 42 3, 4-diClPh CO single bond position 11 1-1324 position 42 3, 4-diClPh CO single bond position 12 1-1325 position 42 3, 4-diClPh CO single bond position 13 1-1326 position 42 3, 4-diClPh CO single bond position 14 1-1327 position 42 3, 4-diClPh CO single bond position 15 1-1328 position 42 3, 4-diClPh CO single bond position 16 1-1329 position 42 3, 4-diClPh CO single bond position 17 1-1330 position 42 3, 4-diClPh CO single bond position 18 1-1331 position 42 3, 4-diClPh CO single bond position 19 1-132 position 42 3, 4-diClPh CO single bond position 20 1-1333 position 42 3, 4-diClPh CO single bond position 21 1-1334 position 42 3, 4-diClPh CO single bond position 22 1-1335 position 42 3, 4-diClPh CO single bond position 23 1-1336 position 42 3, 4-diClPh CO single bond position 24 1-1337 position 42 3, 4-diClPh CO single bond position 25 1-1338 position 42 3, 4-diClPh CO single bond position 26 1-1339 position 42 3, 4-diClPh CO single bond position 27 1-1340 position 42 3, 4-diClPh CO single bond position 28 1-1341 position 42 3, 4-diClPh CO single bond position 29 1-1342 position 42 3, 4-diClPh CO single bond position 30 1-1343 position 42 3, 4-diClPh CO single bond position 31 1-1344 position 42 3, 4-diClPh CO single bond position 32 1-1345 position 43 3, 4-diClPh CO single bond position 1 1-1346 position 43 3, 4-diClPh CO single bond position 2 1-1347 position 43 3, 4-diClPh CO single bond position 3 1-1348 position 43 3, 4-diClPh CO single bond position 4 1-1349 position 43 3, 4-diClPh CO single bond position 5 1-1350 position 43 3, 4-diClPh CO single bond position 6 1-1351 position 43 3, 4-diClPh CO single bond position 7 1-1352 position 43 3, 4-diClPh CO single bond position 8 1-1353 position 43 3, 4-diClPh CO single bond position 9 1-1354 position 43 3, 4-diClPh CO single bond position 10 1-1355 position 43 3, 4-diClPh CO single bond position 11 1-1356 position 43 3, 4-diClPh CO single bond position 12 1-1357 position 43 3, 4-diClPh CO single bond position 13 1-1358 position 43 3, 4-diClPh CO single bond position 14 1-1359 position 43 3, 4-diClPh CO single bond position 15 1-1360 position 43 3, 4-diClPh CO single bond position 16 1-1361 position 43 3, 4-diClPh CO single bond position 17 1-1362 position 43 3, 4-diClPh CO single bond position 18 1-1363 position 43 3, 4-diClPh CO single bond position 19 1-1364 position 43 3, 4-diClPh CO single bond position 20 1-1365 position 43 3, 4-diClPh CO single bond position 21 1-1366 position 43 3, 4-diClPh CO single bond position 22 1-167 position 43 3, 4-diClPh CO single bond position 23 1-1368 position 43 3, 4-diClPh CO single bond position 24 1-1369 position 43 3, 4-diClPh CO single bond position 25 1-1370 position 43 3, 4-diClPh CO single bond position 26 1-1371 position 43 3, 4-diClPh CO single bond position 27 1-1372 position 43 3, 4-diClPh CO single bond position 28 1-1373 position 43 3, 4-diClPh CO single bond position 29 1-1374 position 43 3, 4-diClPh CO single bond position 30 1-1375 position 43 3, 4-diClPh CO single bond position 31 1-1376 position 43 3, 4-diClPh CO single bond position 32 1-1377 position 44 3, 4-diClPh CO single bond position 1 1-1378 position 44 3, 4-diClPh CO single bond position 2 1-1379 position 44 3, 4-diClPh CO single bond position 3 1-1380 position 44 3, 4-diClPh CO single bond position 4 1-1381 position 44 3, 4-diClPh CO single bond position 5 1-1382 position 44 3, 4-diClPh CO single bond position 6 1-1383 position 44 3, 4-diClPh CO single bond position 7 1-1384 position 44 3, 4-diClPh CO single bond position 8 1-1385 position 44 3, 4-diClPh CO single bond position 9 1-1386 position 44 3, 4-diClPh CO single bond position 10 1-1387 position 44 3, 4-diClPh CO single bond position 11 1-1388 position 44 3, 4-diClPh CO single bond position 12 1-1389 position 44 3, 4-diClPh CO single bond position 13 1-1390 position 44 3, 4-diClPh CO single bond position 14 1-1391 position 44 3, 4-diClPh CO single bond unit 15 1-1392 unit 44 3, 4-diClPh CO single bond position 16 1-1393 position 44 3, 4-diClPh CO single bond unit 17 1-1394 unit 44 3, 4-diClPh CO single bond position 18 1-1395 position 44 3, 4-diClPh CO single bond position 19 1-1396 position 44 3, 4-diClPh CO single bond position 20 1-1397 position 44 3, 4-diClPh CO single bond position 21 1-1398 position 44 3, 4-diClPh CO single bond position 22 1-1399 position 44 3, 4-diClPh CO single bond position 23 1-1400 position 44 3, 4-diClPh CO single bond position 24 1-1401 position 44 3, 4-diClPh CO single bond position 25 1-1402 position 44 3, 4-diClPh CO single bond position 26 1-1403 position 44 3, 4-diClPh CO single bond position 27 1-1404 position 44 3, 4-diClPh CO single bond position 28 1-1405 position 44 3, 4-diClPh CO single bond position 29 1-1406 position 44 3, 4-diClPh CO single bond position 30 1-1407 position 44 3, 4-diClPh CO single bond position 31 1-1408 position 44 3, 4-diClPh CO single bond position 32 1-1409 position 45 3, 4-diClPh CO single bond position 1 1-1410 position 45 3, 4-diClPh CO single bond position 2 1-141 position 45 3, 4-diClPh CO single bond position 3 1-1412 position 45 3, 4-diClPh CO single bond position 4 1-1413 position 45 3, 4-diClPh CO single bond position 5 1-1414 position 45 3, 4-diClPh CO single bond position 6 1-1415 position 45 3, 4-diClPh CO single bond position 7 1-1416 position 45 3, 4-diClPh CO single bond position 8 1-1417 position 45 3, 4-diClPh CO single bond position 9 1-1418 position 45 3, 4-diClPh CO single bond position 10 1-1419 position 45 3, 4-diClPh CO single bond position 11 1-1420 position 45 3, 4-diClPh CO single bond position 12 1-1421 position 45 3, 4-diClPh CO single bond position 13 1-1422 position 45 3, 4-diClPh CO single bond position 14 1-1423 position 45 3, 4-diClPh CO single bond unit 15 1-1424 unit 45 3, 4-diClPh CO single bond position 16 1-1425 position 45 3, 4-diClPh CO single bond Unit 17 1-1426 Unit 45 3, 4-diClPh CO single bond position 18 1-1427 position 45 3, 4-diClPh CO single bond unit 19 1-1428 unit 45 3, 4-diClPh CO single bond position 20 1-1429 position 45 3, 4-diClPh CO single bond position 21 1-1430 position 45 3, 4-diClPh CO single bond position 22 1-1431 position 45 3, 4-diClPh CO single bond position 23 1-1432 position 45 3, 4-diClPh CO single bond unit 24 1-1433 unit 45 3, 4-diClPh CO single bond position 25 1-1434 position 45 3, 4-diClPh CO single bond position 26 1-1435 position 45 3, 4-diClPh CO single bond position 27 1-1436 position 45 3, 4-diClPh CO single bond position 28 1-1437 position 45 3, 4-diClPh CO single bond position 29 1-1438 position 45 3, 4-diClPh CO single bond position 30 1-1439 position 45 3, 4-diClPh CO single bond position 31 1-1440 position 45 3, 4-diClPh CO single bond position 32 1-1441 position 46 3, 4-diClPh CO single bond position 1 1-1442 position 46 3, 4-diClPh CO single bond position 2 1-1443 position 46 3, 4-diClPh CO single bond position 3 1-1444 position 46 3, 4-diClPh CO single bond position 4 1-1445 position 46 3, 4-diClPh CO single bond position 5 1-1446 position 46 3, 4-diClPh CO single bond position 6 1-1447 position 46 3, 4-diClPh CO single bond unit 7 1-1448 unit 46 3, 4-diClPh CO single bond position 8 1-1449 position 46 3, 4-diClPh CO single bond position 9 1-1450 position 46 3, 4-diClPh CO single bond position 10 1-1451 position 46 3, 4-diClPh CO single bond position 11 1-1452 position 46 3, 4-diClPh CO single bond position 12 1-1453 position 46 3, 4-diClPh CO single bond position 13 1-1454 position 46 3, 4-diClPh CO single bond position 14 1-1455 position 46 3, 4-diClPh CO single bond position 15 1-1456 position 46 3, 4-diClPh CO single bond position 16 1-1457 position 46 3, 4-diClPh CO single bond position 17 1-1458 position 46 3, 4-diClPh CO single bond position 18 1-1459 position 46 3, 4-diClPh CO single bond position 19 1-1460 position 46 3, 4-diClPh CO single bond unit 20 1-1461 unit 46 3, 4-diClPh CO single bond position 21 1-1462 position 46 3, 4-diClPh CO single bond position 22 1-1463 position 46 3, 4-diClPh CO single bond position 23 1-1464 position 46 3, 4-diClPh CO single bond position 24 1-1465 position 46 3, 4-diClPh CO single bond position 25 1-1466 position 46 3, 4-diClPh CO single bond position 26 1-1467 position 46 3, 4-diClPh CO single bond position 27 1-1468 position 46 3, 4-diClPh CO single bond position 28 1-1469 position 46 3, 4-diClPh CO single bond position 29 1-1470 position 46 3, 4-diClPh CO single bond position 30 1-1471 position 46 3, 4-diClPh CO single bond position 31 1-1472 position 46 3, 4-diClPh CO single bond position 32 1-1473 position 47 3, 4-diClPh CO single bond position 1 1-1474 position 47 3, 4-diClPh CO single bond position 2 1-1475 position 47 3, 4-diClPh CO single bond position 3 1-1476 position 47 3, 4-diClPh CO single bond position 4 1-1477 position 47 3, 4-diClPh CO single bond position 5 1-1478 position 47 3, 4-diClPh CO single bond position 6 1-1479 position 47 3, 4-diClPh CO single bond position 7 1-1480 position 47 3, 4-diClPh CO single bond position 8 1-1481 position 47 3, 4-diClPh CO single bond position 9 1-1482 position 47 3, 4-diClPh CO single bond position 10 1-1485 position 47 3, 4-diClPh CO single bond position 11 1-1484 position 47 3, 4-diClPh CO single bond position 12 1-1485 position 47 3, 4-diClPh CO single bond position 13 1-1486 position 47 3, 4-diClPh CO single bond position 14 1-1487 position 47 3, 4-diClPh CO single bond position 15 1-1488 position 47 3, 4-diClPh CO single bond position 16 1-1489 position 47 3, 4-diClPh CO single bond position 17 1-1490 position 47 3, 4-diClPh CO single bond position 18 1-1491 position 47 3, 4-diClPh CO single bond position 19 1-1492 position 47 3, 4-diClPh CO single bond position 20 1-149 3 position 47 3, 4-diClPh CO single bond position 21 1-1494 position 47 3, 4-diClPh CO single bond position 22 1-1495 position 47 3, 4-diClPh CO single bond position 23 1-1496 position 47 3, 4-diClPh CO single bond position 24 1-1497 position 47 3, 4-diClPh CO single bond position 25 1-149 position 47 3, 4-diClPh CO single bond position 26 1-1499 position 47 3, 4-diClPh CO single bond position 27 1-1500 position 47 3, 4-diClPh CO single bond position 28 1-1501 position 47 3, 4-diClPh CO single bond position 29 1-1502 position 47 3, 4-diClPh CO single bond position 30 1-1503 position 47 3, 4-diClPh CO single bond position 31 1-1504 position 47 3, 4-diClPh CO single bond unit 32 1-1505 unit 48 3, 4-diClPh CO single bond unit 1-11-1506 unit 48 3, 4-diClPh CO single bond position 2 1-1507 position 48 3, 4-diClPh CO single bond position 3 1-1508 position 48 3, 4-diClPh CO single bond unit 4 1-1509 unit 48 3, 4-diClPh CO single bond position 5 1-1510 position 48 3, 4-diClPh CO single bond position 6 1-1511 position 48 3, 4-diClPh CO single bond device 7 1-1512 device 48 3, 4-diClPh CO single bond position 8 1-1513 position 48 3, 4-diClPh CO single bond position 9 1-1514 position 48 3, 4-diClPh CO single bond position 10 1-1515 position 48 3, 4-diClPh CO single bond position 11 1-1516 position 48 3, 4-diClPh CO single bond position 12 1-1517 position 48 3, 4-diClPh CO single bond position 13 1-1518 position 48 3, 4-diClPh CO single bond position 14 1-1519 position 48 3, 4-diClPh CO single bond position 15 1-1520 position 48 3, 4-diClPh CO single bond position 16 1-1521 position 48 3, 4-diClPh CO single bond position 17 1-1522 position 48 3, 4-diClPh CO single bond device 18 1-1523 device 48 3, 4-diClPh CO single bond position 19 1-1524 position 48 3, 4-diClPh CO single bond position 20 1-1525 position 48 3, 4-diClPh CO single bond position 21 1-1526 position 48 3, 4-diClPh CO single bond position 22 1-1527 position 48 3, 4-diClPh CO single bond position 23 1-1528 position 48 3, 4-diClPh CO single bond position 24 1-1529 position 48 3, 4-diClPh CO single bond position 25 1-1530 position 48 3, 4-diClPh CO single bond position 26 1-1531 position 48 3, 4-diClPh CO single bond position 27 1-1532 position 48 3, 4-diClPh CO single bond position 28 1-1533 position 48 3, 4-diClPh CO single bond position 29 1-1534 position 48 3, 4-diClPh CO single bond position 30 1-1535 position 48 3, 4-diClPh CO single bond position 31 1-1536 position 48 3, 4-diClPh CO single bond position 32 ───────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 1-1537 Position 49 3,4-diClPh CO Single bond Position 1 1-1538 Position 49 3,4-diClPh CO Single bond Position 2 1-1539 Position 49 3,4-diClPh CO Single bond Position 3 1-1540 Position 49 3,4-diClPh CO Single bond Position 4 1 -1541 position 49 3,4-diClPh CO single bond position 5 1-1542 position 49 3,4-diClPh CO single bond position 6 1-11543 position 49 3,4-diClPh CO single bond position 7 1-1544 position 49 3 , 4-diClPh CO single bond position 8 1-1545 position 49 3,4-diClPh CO single bond position 9 1-1546 position 49 3,4-diClPh CO single bond position 10 1-1547 position 49 3,4-diClPh CO Single bond 11 1-1548 Device 49 3,4-diClPh CO 1 Single bond 12 1-1549 Device 49 3,4-diClPh CO Single bond 13 1-1550 Device 4 3,4-diClPh CO single bond position 14 1-1551 position 49 3,4-diClPh CO single bond position 15 1-1552 position 49 3,4-diClPh CO single bond position 16 1-1553 position 49 3,4-diClPh CO single bond position 17 1-1554 position 49 3,4-diClPh CO single bond position 18 1-1555 position 49 3,4-diClPh CO single bond position 19 1-1556 position 49 3,4-diClPh CO single bond position 20 1-1551 position 49 3,4-diClPh CO single bond position 21 1-1558 position 49 3,4-diClPh CO single bond position 22 1-15559 position 49 3,4-diClPh CO single bond position 23 1-1560 position 49 3,4-diClPh CO single bond position 24 1-1561 position 49 3,4-diClPh CO single bond position 25 1-1562 position 49 3,4-diClPh CO single bond position 26 1-1563 position 49 3,4-diClPh CO single bond position 27 1-1564 position 49 3,4-diClPh CO single bond position 28 1-1565 49 3,4-diClPh CO single bond position 29 1-1566 position 49 3,4-diClPh CO single bond position 30 1-1567 position 49 3,4-diClPh CO single bond position 31 1-1568 position 49 3,4- diClPh CO single bond arrangement 32 1-151569 arrangement 50 3,4-diClPh CO single bond arrangement 1 1-1570 arrangement 50 3,4-diClPh CO single bond arrangement 2 1-1571 arrangement 50 3,4-diClPh CO single bond arrangement 3 1-1572 position 50 3,4-diClPh CO single bond position 4 1-1573 position 50 3,4-diClPh CO single bond position 5 1-15774 position 50 3,4-diClPh CO single bond position 6 1-1575 position 50 3,4-diClPh CO single bond position 7 1-1576 position 50 3,4-diClPh CO single bond position 8 1-1577 position 50 3,4-diClPh CO single bond position 9 1-15778 position 50 3,4- diClPh CO single bond position 10 1-1579 position 50 3,4-diClPh CO single bond position 11 1-1580 position 50 3,4-d iClPh CO single bond device 12 1-1581 device 50 3,4-diClPh CO single bond device 13 1-1582 device 50 3,4-diClPh CO single bond device 14 1-1583 device 50 3,4-diClPh CO single bond device 15 1-1584 Position 50 3,4-diClPh CO single bond Position 16 1-1585 Position 50 3,4-diClPh CO Single bond Position 17 1-1586 Position 50 3,4-diClPh CO Single bond Position 18 1-1587 Position 50 3,4-diClPh CO single bond position 19 1-1588 position 50 3,4-diClPh CO single bond position 20 1-1589 position 50 3,4-diClPh CO single bond position 21 1-1590 position 50 3,4- diClPh CO single bond position 22 1-1591 position 50 3,4-diClPh CO single bond position 23 1-1592 position 50 3,4-diClPh CO single bond position 24 1-1593 position 50 3,4-diClPh CO single bond position 25 1-1594 Position 50 3,4-diClPh CO Single bond Position 26 1-1595 Position 50 3,4-diClPh CO single bond position 27 1-1596 96 position 50 3,4-diClPh CO single bond position 28 1-1597 position 50 3,4-diClPh CO single bond position 29 1-1598 position 50 3,4-diClPh CO single bond position 30 1-1599 position 50 3,4-diClPh CO single bond position 31 1-1600 position 50 3,4-diClPh CO single bond position 32 1-1601 position 51 3,4-diClPh CO single bond position 1 1-1602 Position 51 3,4-diClPh CO Single Bond Position 2 1-1603 Position 51 3,4-diClPh CO Single Bond Position 3 1-11604 Position 51 3,4-diClPh CO Single Bond Position 4 1-1605 Position 51 3,4-diClPh CO single bond position 5 1-1606 position 51 3,4-diClPh CO single bond position 6 1-1607 position 51 3,4-diClPh CO single bond position 7 1-1608 position 51 3,4-diClPh CO single bond position 8 1-1609 position 51 3,4-diClPh CO single bond position 9 1-1610 position 51 3,4-diClPh O 1 single bond 10 1-1611 5 1 3,4-diClPh CO 1 single bond 11 1-1612 5 1 3,4-diClPh CO single bond 12 1-1613 5 1 3,4-diClPh CO single bond 13 1-1641 position 51 3,4-diClPh CO single bond position 14 1-1516 position 51 3,4-diClPh CO single bond position 15 1-1616 position 51 3,4-diClPh CO single bond position 16 1-1617 position 51 3,4-diClPh CO single bond position 17 1-1618 position 51 3,4-diClPh CO single bond position 18 1-1619 position 51 3,4-diClPh CO single bond position 19 1-1620 position 51 3,4-diClPh CO single bond device 20 1-1621 device 51 3,4-diClPh CO single bond device 21 1-1622 device 51 3,4-diClPh CO single bond device 22 1-1623 device 51 3,4-diClPh CO single bond device 23 1-1624 Position 51 3,4-diClPh CO Single bond Position 24 1-1625 Position 51 3,4-diCl Ph CO single bond device 25 1-1626 device 51 3,4-diClPh CO single bond device 26 1-1627 device 51 3,4-diClPh CO single bond device 27 1-1628 device 51 3,4-diClPh CO single bond device 28 1-1629 place 51 3,4-diClPh CO single bond place 29 1-1630 place 51 3,4-diClPh CO single bond place 30 1-1631 place 51 3,4-diClPh CO single bond place 31 1-1632 place 51 3,4-diClPh CO single bond device 32 1-1633 device 52 3,4-diClPh CO single bond device 1 1-1634 device 52 3,4-diClPh CO single bond device 2 1-1635 device 52 3,4- diClPh CO single bond unit 3 1-1636 unit 52 3,4-diClPh CO single bond unit 4 1-1637 unit 52 3,4-diClPh CO single bond unit 5 1-1638 unit 52 3,4-diClPh CO single bond unit 6 1-1639 unit 52 3,4-diClPh CO single bond unit 7 1-1640 unit 52 3,4-diClPh CO Single bond position 8 1-1641 position 52 3,4-diClPh CO single bond position 9 1-1642 position 52 3,4-diClPh CO single bond position 10 1-1643 position 52 3,4-diClPh CO single bond position 11 1 -1644 position 52 3,4-diClPh CO single bond position 12 1-1645 position 52 3,4-diClPh CO single bond position 13 1-1646 position 52 3,4-diClPh CO single bond position 14 1-1647 position 523 , 4-diClPh CO single bond position 15 1-1648 position 52 3,4-diClPh CO single bond position 16 1-1649 position 52 3,4-diClPh CO single bond position 17 1-1650 position 52 3,4-diClPh CO Single bond position 18 1-1651 Position 52 3,4-diClPh CO single bond Position 19 1-1652 Position 52 3,4-diClPh CO Single bond Position 20 1-1655 Position 52 3,4-diClPh CO Single bond Position 21 1 -1654 position 52 3,4-diClPh CO single bond position 22 1-1655 position 52 3,4-diClPh C Single bond Position 23 1-1656 Position 52 3,4-diClPh CO Single bond Position 24 1-1657 Position 52 3,4-diClPh CO Single bond Position 25 1-1658 Position 52 3,4-diClPh CO Single bond Position 26 1 -1659 position 52 3,4-diClPh CO single bond position 27 1-1660 position 52 3,4-diClPh CO single bond position 28 1-1616 position 52 3,4-diClPh CO single bond position 29 1-1662 position 523 , 4-diClPh CO single bond position 30 1-1663 position 52 3,4-diClPh CO single bond position 31 1-164 position 52 3,4-diClPh CO single bond position 32 1-1665 position 53 3,4-diClPh CO Single bond position 1 1-1666 Position 53 3,4-diClPh CO Single bond Position 2 1-1667 Position 53 3,4-diClPh CO Single bond Position 3 1-1668 Position 53 3,4-diClPh CO Single bond position 4 1 -1669 Position 53 3,4-diClPh CO Single bond Position 5 1-1670 Position 53 3,4-diClPh CO Single bond Bond 6 1-1671 Position 53 3,4-diClPh CO single bond Position 7 1-1672 Position 53 3,4-diClPh CO Single bond Position 8 1-1673 Position 53 3,4-diClPh CO Single bond Position 9 1- 1674 Device 53 3,4-diClPh CO Single Bond Device 10 1-1675 Device 53 3,4-diClPh CO Single Bond Device 11 1-1676 Device 53 3,4-diClPh CO Single Bond Device 12 1-1677 Device 53 3, 4-diClPh CO single bond position 13 1-1678 position 53 3,4-diClPh CO single bond position 14 1-1679 position 53 3,4-diClPh CO single bond position 15 1-1680 position 53 3,4-diClPh CO single position Bond 16-1 1681 Position 53 3,4-diClPh CO Single bond Position 17 1-1682 Position 53 3,4-diClPh CO Single bond Position 18 1-1683 Position 53 3,4-diClPh CO Single bond Position 19 1- 1684 Position 53 3,4-diClPh CO Single Bond Position 20 1-1685 Position 53 3,4-diClPh CO Single Bond Combination 21 1-1686 Position 53 3,4-diClPh CO Single Bond Position 22 1-1687 Position 53 3,4-diClPh CO Single Bond Position 23 1-1688 Position 53 3,4-diClPh CO Single Bond Position 24 1- 1689 position 53 3,4-diClPh CO single bond position 25 1-1690 position 53 3,4-diClPh CO single bond position 26 1-1691 position 53 3,4-diClPh CO single bond position 27 1-1692 position 53 3, 4-diClPh CO single bond position 28 1-1693 position 53 3,4-diClPh CO single bond position 29 1-1694 position 53 3,4-diClPh CO single bond position 30 1-1695 position 53 3,4-diClPh CO single bond Bond 31 1-1696 Device 53 3,4-diClPh CO single bond Device 32 1-1697 Device 54 3,4-diClPh CO single bond Device 1 1-1698 Device 54 3,4-diClPh CO single bond Device 21- 1699 position 54 3,4-diClPh CO single bond position 3 1-1700 position 54 3,4-diClPh CO single bond Position 4 1-1701 Position 54 3,4-diClPh CO Single bond Position 5 1-11702 Position 54 3,4-diClPh CO Single bond Position 6 1-1703 Position 54 3,4-diClPh CO Single bond Position 7 1-1704 Position 54 3,4-diClPh CO single bond position 8 1-1705 position 54 3,4-diClPh CO single bond position 9 1-11706 position 54 3,4-diClPh CO single bond position 10 1-11707 position 54 3,4 -diClPh CO single bond position 11 1-1708 position 54 3,4-diClPh CO single bond position 12 1-1170 position 54 3,4-diClPh CO single bond position 13 1-1710 position 54 3,4-diClPh CO single bond Position 14 1-1711 position 54 3,4-diClPh CO single bond position 15 1-1712 position 54 3,4-diClPh CO single bond position 16 1-117 position 54 3,4-diClPh CO single bond position 17 1-1714 Position 54 3,4-diClPh CO single bond position 18 1-1715 position 54 3,4-diClPh CO single bond position 9 1-1716 position 54 3,4-diClPh CO single bond position 20 1-1717 position 54 3,4-diClPh CO single bond position 21 1-1718 position 54 3,4-diClPh CO single bond position 22 1-117 position 54 3,4-diClPh CO single bond position 23 1-1720 position 54 3,4-diClPh CO single bond position 24 1-1721 position 54 3,4-diClPh CO single bond position 25 1-1722 position 54 3,4- diClPh CO single bond position 26 1-1723 position 54 3,4-diClPh CO single bond position 27 1-1724 position 54 3,4-diClPh CO single bond position 28 1-1725 position 54 3,4-diClPh CO single bond position 29 1-1726 position 54 3,4-diClPh CO single bond position 30 1-1727 position 54 3,4-diClPh CO single bond position 31 1-1728 position 54 3,4-diClPh CO single bond position 32 1-1729 position 55 3,4-diClPh CO single bond position 1 1-1730 position 55 3,4-diClPh CO single bond position 2 1-173 1 position 55 3,4-diClPh CO single bond position 3 1-1732 position 55 3,4-diClPh CO single bond position 4 1-1733 3 position 55 3,4-diClPh CO single bond position 5 1-1734 position 55 3,4-diClPh CO single bond position 6 1-1735 position 55 3,4-diClPh CO single bond position 7 1-1736 position 55 3,4-diClPh CO single bond position 8 1-1737 position 55 3,4- diClPh CO single bond position 9 1-1738 position 55 3,4-diClPh CO single bond position 10 1-1739 position 55 3,4-diClPh CO single bond position 11 1-1740 position 55 3,4-diClPh CO single bond position 12 1-1741 Position 55 3,4-diClPh CO Single Bond Position 13 1-1742 Position 55 3,4-diClPh CO Single Bond Position 14 1-1743 Position 55 3,4-diClPh CO Single Bond Position 15 1-1744 Position 55 3,4-diClPh 2 CO 1 single bond 16 1 to 1745 1 55 3,4-diClPh 2 CO single bond 17 -1746 position 55 3,4-diClPh CO single bond position 18 1-1747 position 55 3,4-diClPh CO single bond position 19 1-1748 position 55 3,4-diClPh CO single bond position 20 1-1749 position 55 3 , 4-diClPh CO single bond position 21 1-1750 position 55 3,4-diClPh CO single bond position 22 1-1751 position 55 3,4-diClPh CO single bond position 23 1-1752 position 55 3,4-diClPh CO Single bond position 24 1-1753 position 55 3,4-diClPh CO single bond position 25 1-1754 position 55 3,4-diClPh CO single bond position 26 1-1755 position 55 3,4-diClPh CO single bond position 27 1 -1756 position 55 3,4-diClPh CO single bond position 28 1-17577 position 55 3,4-diClPh CO single bond position 29 1-1758 position 55 3,4-diClPh CO single bond position 30 1-1759 position 55 3 , 4-diClPh CO single bond position 31 1-1760 position 55 3,4-diClPh CO single bond position 3 1-1761 position 56 3,4-diClPh CO single bond position 1 1-1762 position 56 3,4-diClPh CO single bond position 2 1-1763 position 56 3,4-diClPh CO single bond position 3 1-1764 position 56 3,4-diClPh CO single bond position 41-1765 position 56 3,4-diClPh CO single bond position 5 1-1766 position 56 3,4-diClPh CO single bond position 6 1-1767 position 56 3,4-diClPh CO single bond position 7 1-1768 position 56 3,4-diClPh CO single bond position 8 1-1769 position 56 3,4-diClPh CO single bond position 9 1-1770 position 56 3,4-diClPh CO single bond position 10 1-1771 position 56 3,4-diClPh CO single bond position 11 1-1772 position 56 3,4-diClPh CO single bond position 12 1-1773 position 56 3,4-diClPh CO single bond position 13 1-1774 position 56 3,4-diClPh CO single bond position 14 1-1775 position 56 3,4-diClPh CO single bond position 15 1-1 76 position 56 3,4-diClPhCO single bond position 16 1-1777 position 56 3,4-diClPh CO single bond position 17 1-1778 position 56 3,4-diClPh CO single bond position 18 1-1779 position 56 3, 4-diClPh CO single bond position 19 1-1780 position 56 3,4-diClPh CO single bond position 20 1-1781 position 56 3,4-diClPh CO single bond position 21 1-1782 position 56 3,4-diClPh CO single bond Bond 22 1-1783 Device 56 3,4-diClPh CO single bond Device 23 1-1784 Device 56 3,4-diClPh CO single bond Device 24 1-1785 Device 56 3,4-diClPh CO single bond Device 25 1- 1786 position 56 3,4-diClPh CO single bond position 26 1-1787 position 56 3,4-diClPh CO single bond position 27 1-1788 position 56 3,4-diClPh CO single bond position 28 1-1789 position 56 3, 4-diClPh CO single bond position 29 1-1790 position 56 3,4-diClPh CO single bond position 30 1 1791 Position 56 3,4-diClPh CO Single Bond Position 31 1-1792 Position 56 3,4-diClPh CO Single Bond Position 32 1-1799 Position 57 3,4-diClPh CO Single Bond Position 1 1-1794 94 Position 57 3, 4-diClPh CO single bond position 2 1-1795 position 57 3,4-diClPh CO single bond position 3 1-1796 position 57 3,4-diClPh CO single bond position 4 1-1797 position 57 3,4-diClPh CO single bond Bonding position 5 1-1798 Position 57 3,4-diClPh CO single bond Position 6 1-1799 Position 57 3,4-diClPh CO Single bond Position 7 1-1800 Position 57 3,4-diClPh CO Single bond Position 8 1- 1801 position 57 3,4-diClPh CO single bond position 9 1-1802 position 57 3,4-diClPh CO single bond position 10 1-1803 position 57 3,4-diClPh CO single bond position 11 1-1804 4 position 57 3, 4-diClPh CO single bond position 12 1-1805 position 57 3,4-diClPh CO single bond position 13 1-1806 Position 57 3,4-diClPh CO single bond position 14 1-1807 position 57 3,4-diClPh CO single bond position 15 1-1808 position position 57 3,4-diClPh CO single bond position 16 1-1809 position position 57 3,4 -diClPh CO single bond position 17 1-1810 position 57 3,4-diClPh CO single bond position 18 1-181 position 57 3,4-diClPh CO single bond position 19 1-1812 position 57 3,4-diClPh CO single bond Position 20 1-1813 position 57 3,4-diClPh CO single bond position 21 1-184 position 57 3,4-diClPh CO single bond position 22 1-1815 position 57 3,4-diClPh CO single bond position 23 1-1816 Position 57 3,4-diClPh CO single bond position 24 1-1817 position 57 3,4-diClPh CO single bond position 25 1-1818 position 57 3,4-diClPh CO single bond position 26 1-1819 position 57 3,4 -diClPh CO single bond position 27 1-1820 position 57 3,4-diClPh CO single bond position 28 1-18 1 device 57 3,4-diClPh CO single bond device 29 1-1822 device 57 3,4-diClPh CO single bond device 30 1-1823 device 57 3,4-diClPh CO single bond device 31 1-1824 device 57 3, 4-diClPh CO single bond position 32 1-1825 position 58 3,4-diClPh CO single bond position 1 1-1826 position 58 3,4-diClPh CO single bond position 2 1-1827 position 58 3,4-diClPh CO single position Bond position 3 1-1828 Position 58 3,4-diClPh CO single bond Position 4 1-1829 Position 58 3,4-diClPh CO Single bond Position 5 1-1830 Position 58 3,4-diClPh CO Single bond Position 6 1- 1831 position 58 3,4-diClPh CO single bond position 7 1-1832 position 58 3,4-diClPh CO single bond position 8 1-1833 position 58 3,4-diClPh CO single bond position 9 1-1834 position 58 3, 4-diClPh CO single bond position 10 1-1835 position 58 3,4-diClPh CO single bond position 11 1-1836 position 5 3,4-diClPh CO single bond position 12 1-1837 position 58 3,4-diClPh CO single bond position 13 1-1838 position 58 3,4-diClPh CO single bond position 14 1-1839 position 58 3,4-diClPh CO single bond position 15 1-1840 position 58 3,4-diClPh CO single bond position 16 1-1841 position 58 3,4-diClPh CO single bond position 17 1-1842 position 58 3,4-diClPh CO single bond position 18 1-1843 Position 58 3,4-diClPh CO Single Bond Position 19 1-1844 Position 58 3,4-diClPh CO Single Bond Position 20 1-1845 Position 58 3,4-diClPh CO Single Bond Position 21 1-1846 Position 58 3,4-diClPh CO single bond position 22 1-1847 position 58 3,4-diClPh CO single bond position 23 1-1848 position 58 3,4-diClPh CO single bond position 24 1-1849 position 58 3,4-diClPh CO single bond device 25 1-1850 device 58 3,4-diClPh CO single bond device 26 1-1851 58 3,4-diClPh CO single bond position 27 1-1852 position 58 3,4-diClPh CO single bond position 28 1-1853 position 58 3,4-diClPh CO single bond position 29 1-1854 position 58 3,4- diClPh CO single bond position 30 1-1855 position 58 3,4-diClPh CO single bond position 31 1-1856 position 58 3,4-diClPh CO single bond position 32 1-1857 position 59 3,4-diClPh CO single bond position 1 1-1858 position 59 3,4-diClPh CO single bond position 2 1-1859 position 59 3,4-diClPh CO single bond position 3 1-1860 position 59 3,4-diClPh CO single bond position 4 1-1861 position 59 3,4-diClPh CO single bond position 5 1-1862 position 59 3,4-diClPh CO single bond position 6 1-1863 position 59 3,4-diClPh CO single bond position 7 1-1864 position 59 3,4- diClPh CO single bond position 8 1-1865 position 59 3,4-diClPh CO single bond position 9 1-1866 position 59 3,4-d iClPh CO single bond position 10 1-1867 position 59 3,4-diClPh CO single bond position 11 1-1868 position 59 3,4-diClPh CO single bond position 12 1-1869 position 59 3,4-diClPh CO single bond position 13 1-1870 position 59 3,4-diClPh CO single bond position 14 1-1871 position 59 3,4-diClPh CO single bond position 15 1-1872 position 59 3,4-diClPh CO single bond position 16 1-1873 position 59 3,4-diClPh CO single bond position 17 1-1874 position 59 3,4-diClPh CO single bond position 18 1-1875 position 59 3,4-diClPh CO single bond position 19 1-1876 position 59 3,4- diClPh CO single bond position 20 1-1877 position 59 3,4-diClPh CO single bond position 21 1-1878 position 59 3,4-diClPh CO single bond position 22 1-1879 position 59 3,4-diClPh CO single bond position 23 1-1880 position 59 3,4-diClPh CO single bond position 24 1-1881 position 59 3,4-diClPh CO single bond position 25 1-1882 position 59 3,4-diClPh CO single bond position 26 1-1883 position 59 3,4-diClPh CO single bond position 27 1-1884 position 59 3,4-diClPh CO single bond 28 1-1885 position 59 3,4-diClPh CO single bond position 29 1-1886 position 59 3,4-diClPh CO single bond position 30 1-1888 position 59 3,4-diClPh CO single bond position 31 1-1888 Position 59 3,4-diClPh CO Single Bond Position 32 1-1889 Position 60 3,4-diClPh CO Single Bond Position 1 1-1890 Position 60 3,4-diClPh CO Single Bond Position 2 1-1891 Position 60 3,4-diClPh CO single bond position 3 1-1892 position 60 3,4-diClPh CO single bond position 4 1-1893 position 60 3,4-diClPh CO single bond position 5 1-1894 position 60 3,4-diClPh CO single bond device 6 1-1895 device 60 3,4-diClPh CO single bond device 7 1-1896 device 60 3,4-diClP h CO single bond position 8 1-1897 position 60 3,4-diClPh CO single bond position 9 1-1898 position 60 3,4-diClPh CO single bond position 10 1-1899 position 60 3,4-diClPh CO single bond position 11 1-1900 position 60 3,4-diClPh CO single bond position 12 1-1901 position 60 3,4-diClPh CO single bond position 13 1-1902 position 60 3,4-diClPh CO single bond position 14 1-1903 position 60 3,4-diClPh CO single bond position 15 1-1904 position 60 3,4-diClPh CO single bond position 16 1-1905 position 60 3,4-diClPh CO single bond position 17 1-1906 position 60 3,4- diClPh CO single bond device 18 1-1907 1 device 60 3,4-diClPh CO single bond device 19 1-1908 device 60 3,4-diClPh CO single bond device 20 1-1909 device 60 3,4-diClPh CO single bond device 21 1-1910 Position 60 3,4-diClPh CO Single bond Position 22 1-1911 Position 60 3,4-diCl Ph CO single bond position 23 1-1912 position 60 3,4-diClPh CO single bond position 24 1-1913 position 60 3,4-diClPh CO single bond position 25 1-1914 position 60 3,4-diClPh CO single bond position 26 1-1915 Position 60 3,4-diClPh CO Single Bond Position 27 1-1916 Position 60 3,4-diClPh CO Single Bond Position 28 1-1917 Position 60 3,4-diClPh CO Single Bond Position 29 1-1918 Position 60 3,4-diClPh CO single bond position 30 1-1919 position 60 3,4-diClPh CO single bond position 31 1-1920 position 60 3,4-diClPh CO single bond position 32 1-1921 position 61 3,4- diClPh CO single bond arrangement 1 1-1922 arrangement 61 3,4-diClPh CO single bond arrangement 2 1-1923 arrangement 61 3,4-diClPh CO single bond arrangement 3 1-1924 arrangement 61 3,4-diClPh CO single bond arrangement 4 1-1925 position 61 3,4-diClPh CO single bond position 5 1-1926 position 61 3,4-diClPh O single bond position 6 1-1927 position 61 3,4-diClPh CO single bond position 7 1-1928 position 61 3,4-diClPh CO single bond position 8 1-1929 position 61 3,4-diClPh CO single bond position 9 1-1931 position 61 3,4-diClPh CO single bond position 10 1-1931 position 61 3,4-diClPh CO single bond position 11 1-1932 position 61 3,4-diClPh CO single bond position 12 1-1933 position 61 3,4-diClPh CO single bond position 13 1-1934 position 61 3,4-diClPh CO single bond position 14 1-1935 position 61 3,4-diClPh CO single bond position 15 1-1936 position 61 3,4-diClPh CO single bond 161-1937 position 61 3,4-diClPh CO single bond position 17 1-1938 position 61 3,4-diClPh CO single bond position 18 1-1939 position 61 3,4-diClPh CO single bond position 19 1-1940 position 61 3,4-diClPh CO single bond position 20 1-1941 position 61 3,4-diClPh C Single bond position 21 1-1942 position 61 3,4-diClPh CO single bond position 22 1-1943 position 61 3,4-diClPh CO single bond position 23 1-1944 position 61 3,4-diClPh CO single bond position 24 1 -1945 position 61 3,4-diClPh CO single bond position 25 1-1946 position 61 3,4-diClPh CO single bond position 26 1-1947 position 61 3,4-diClPh CO single bond position 27 1-1948 position 61 3 , 4-diClPh CO single bond position 28 1-1949 position 61 3,4-diClPh CO single bond position 29 1-1950 position 61 3,4-diClPh CO single bond position 30 1-1951 position 61 3,4-diClPh CO Single bond 31-1952 Station 61 3,4-diClPh CO Single bond 32 1-1953 Station 33 3,4-diClPh CO CH _Two Position 1 1-1954 Position 33 3,4-diClPh CO CH _Two Position 2 1-1955 Position 33 3,4-diClPh CO CH _Two Position 3 1-1956 Position 33 3,4-diClPh CO CH _Two Position 4 1-1957 Position 33 3,4-diClPh CO CH _Two Position 5 1-1958 Position 33 3,4-diClPh CO CH _Two Unit 6 1-1959 Unit 33 3,4-diClPh CO CH _Two Position 7 1-1960 Position 33 3,4-diClPh CO CH _Two Position 8 1-1961 Position 33 3,4-diClPh CO CH _Two Position 9 1-1962 Position 33 3,4-diClPh CO CH _Two Position 10 1-1963 Position 33 3,4-diClPh CO CH _Two Position 11 1-1964 Position 33 3,4-diClPh CO CH _Two Position 12 1-1965 Position 33 3,4-diClPh CO CH _Two Position 13 1-1966 Position 33 3,4-diClPh CO CH _Two Position 14 1-1967 Position 33 3,4-diClPh CO CH _Two Position 15 1-1968 Position 33 3,4-diClPh CO CH _Two Position 16 1-1969 Position 33 3,4-diClPh CO CH _Two Position 17 1-1970 Position 33 3,4-diClPh CO CH _Two Position 18 1-1971 Position 33 3,4-diClPh CO CH _Two Position 19 1-11972 Position 33 3,4-diClPh CO CH _Two Position 20 1-1973 Position 33 3,4-diClPh CO CH _Two Position 21 1-1974 Position 33 3,4-diClPh CO CH _Two Position 22 1-1975 Position 33 3,4-diClPh CO CH _Two Position 23 1-1976 Position 33 3,4-diClPh CO CH _Two Position 24 1-1977 Position 33 3,4-diClPh CO CH _Two Position 25 1-1978 Position 33 3,4-diClPh CO CH _Two Position 26 1-1979 Position 33 3,4-diClPh CO CH _Two Position 27 1-1980 Position 33 3,4-diClPh CO CH _Two Position 28 1-181 Position 33 3,4-diClPh CO CH _Two Position 29 1-1982 Position 33 3,4-diClPh CO CH _Two Position 30 1-183 Position 33 3,4-diClPh CO CH _Two Oki 31 1-184 Oki 33 3,4-diClPh CO CH _Two Position 32 1-1985 Position 33 3,4-diClPh CO CH = CH Position 1 1-1986 Position 33 3,4-diClPh CO CH = CH Position 2 1-1987 Position 33 3,4-diClPh CO CH = CH Position 3 1-1988 position 33 3,4-diClPh CO CH = CH position 4 1-1989 position 33 3,4-diClPh CO CH = CH position 5 1-1990 position 33 3,4-diClPh CO CH = CH position 6 1- 1991 Position 33 3,4-diClPh CO CH = CH Position 7 1-1992 Position 33 3,4-diClPh CO CH = CH Position 8 1-1993 Position 33 3,4-diClPh CO CH = CH Position 9 1-1994 Position 33 3,4-diClPh CO CH = CH position 10 1-1995 position 33 3,4-diClPh CO CH = CH position 11 1-1996 position 33 3,4-diClPh CO CH = CH position 12 1-1997 position 33 3 , 4-diClPh CO CH = CH unit 13 1-1998 unit 33 3,4-diClPh CO CH = CH unit 14 1-1999 unit 33 3,4-diClPh CO CH = CH unit 15 1-2000 unit 33 3,4 -diClPh CO CH = CH 16 1-2001 position 33 3,4-diClPh CO CH = CH position 17 1-2002 position 33 3,4-diClPh CO CH = CH position 18 1-2003 position 33 3,4-diClPh CO CH = CH position 19 1- 2004 position 33 3,4-diClPh CO CH = CH position 20 1-2005 position 33 3,4-diClPh CO CH = CH position 21 1-2006 position 33 3,4-diClPh CO CH = CH position 22 1-2007 position 33 3,4-diClPh CO CH = CH position 23 1-2008 position 33 3,4-diClPh CO CH = CH position 24 1-2009 position 33 3,4-diClPh CO CH = CH position 25 1-2010 position 33 3 , 4-diClPh CO CH = CH device 26 1-2011 device 33 3,4-diClPh CO CH = CH device 27 1-2012 device 33 3,4-diClPh CO CH = CH device 28 1-2013 device 33 3,4 -diClPh CO CH = CH position 29 1-2014 position 33 3,4-diClPh CO CH = CH position 30 1-2015 position 33 3,4-diClPh CO CH = CH position 31 1-2016 position 33 3,4-diClPh CO CH = CH 32 1-2017 location 33 3,4-diClPh CO CH _Two CH _Two Position 1 1-12018 Position 33 3,4-diClPh CO CH _Two CH _Two Position 2 1-2019 Position 33 3,4-diClPh CO CH _Two CH _Two Position 3 1-220 Position 33 3,4-diClPh CO CH _Two CH _Two Position 4 1-2021 Position 33 3,4-diClPh CO CH _Two CH _Two Position 5 1-2022 Position 33 3,4-diClPh CO CH _Two CH _Two Position 6 1-2023 Position 33 3,4-diClPh CO CH _Two CH _Two Position 7 1-2024 Position 33 3,4-diClPh CO CH _Two CH _Two Position 8 1-2025 Position 33 3,4-diClPh CO CH _Two CH _Two Position 9 1-2026 Position 33 3,4-diClPh CO CH _Two CH _Two Position 10 1-2027 Position 33 3,4-diClPh CO CH _Two CH _Two Position 11 1-2028 Position 33 3,4-diClPh CO CH _Two CH _Two Unit 12 1-2029 Unit 33 3,4-diClPh CO CH _Two CH _Two Position 13 1-2030 Position 33 3,4-diClPh CO CH _Two CH _Two Position 14 1-2031 Position 33 3,4-diClPh CO CH _Two CH _Two Position 15 1-2032 Position 33 3,4-diClPh CO CH _Two CH _Two Position 16 1-2033 Position 33 3,4-diClPh CO CH _Two CH _Two Position 17 1-2034 Position 33 3,4-diClPh CO CH _Two CH _Two Place 18 1-2035 Place 33 3,4-diClPh CO CH _Two CH _Two Position 19 1-2036 Position 33 3,4-diClPh CO CH _Two CH _Two Position 20 1-2037 Position 33 3,4-diClPh CO CH _Two CH _Two Position 21 1-2038 Position 33 3,4-diClPh CO CH _Two CH _Two Position 22 1-2039 Position 33 3,4-diClPh CO CH _Two CH _Two Position 23 1-2040 Position 33 3,4-diClPh CO CH _Two CH _Two Position 24 1-2041 Position 33 3,4-diClPh CO CH _Two CH _Two Position 25 1-2042 Position 33 3,4-diClPh CO CH _Two CH _Two Position 26 1-2043 Position 33 3,4-diClPh CO CH _Two CH _Two Position 27 1-2044 Position 33 3,4-diClPh CO CH _Two CH _Two Position 28 1-2045 Position 33 3,4-diClPh CO CH _Two CH _Two Position 29 1-2046 Position 33 3,4-diClPh CO CH _Two CH _Two Position 30 1-2047 Position 33 3,4-diClPh CO CH _Two CH _Two Position 31 1-248 Position 33 3,4-diClPh CO CH _Two CH _Two Position 32 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 1-2049 Position 33 3,4-diClPh SO _Two Single bond Position 1 1-2050 Position 33 3,4-diClPh SO _Two Single bond Position 2 1-2051 Position 33 3,4-diClPh SO _Two Single bond Position 3 1-2052 Position 33 3,4-diClPh SO _Two Single bond Position 4 1-2053 Position 33 3,4-diClPh SO _Two Single bond Position 5 1-2054 Position 33 3,4-diClPh SO _Two Single bond Device 6 1-2055 Device 33 3,4-diClPh SO _Two Single bond Position 7 1-2056 Position 33 3,4-diClPh SO _Two Single bond Position 8 1-2057 Position 33 3,4-diClPh SO _Two Single bond Position 9 1-2058 Position 33 3,4-diClPh SO _Two Single bond 10 1-2059 Device 33 3,4-diClPh SO _Two Single bond 11 1-2060 Device 33 3,4-diClPh SO _Two Single bond Position 12 1-2061 Position 33 3,4-diClPh SO _Two Single bond 13 1-2062 Device 33 3,4-diClPh SO _Two Single bond Position 14 1-2063 Position 33 3,4-diClPh SO _Two Single bond Position 15 1-2064 Position 33 3,4-diClPh SO _Two Single bond 16 1-2065 Device 33 3,4-diClPh SO _Two Single bond unit 17 1-2066 unit 33 3,4-diClPh SO _Two Single bond 18 1-2070 67 33 33,4-diClPh SO _Two Single bond Position 19 1-2068 Position 33 3,4-diClPh SO _Two Single bond unit 20 1-2069 unit 33 3,4-diClPh SO _Two Single bond Position 21 1-2070 Position 33 3,4-diClPh SO _Two Single bond Position 22 1-2071 Position 33 3,4-diClPh SO _Two Single bond Position 23 1-2072 Position 33 3,4-diClPh SO _Two Single bond Position 24 1-2073 Position 33 3,4-diClPh SO _Two Single bond 25 1-2074 33 3,4-diClPh SO _Two Single bond 26 1-2075 33 33,4-diClPh SO _Two Single bond Position 27 1-2076 Position 33 3,4-diClPh SO _Two Single bond unit 28 1-2077 unit 33 3,4-diClPh SO _Two Single bond 29 1-2078 33 33,4-diClPh SO _Two Single bond Position 30 1-2079 Position 33 3,4-diClPh SO _Two Single bond 31 1-2080 Device 33 3,4-diClPh SO _Two Single bond unit 32 1-2081 unit 34 3,4-diClPh SO _Two Single bond unit 1 1-2082 unit 34 3,4-diClPh SO _Two Single bond Position 2 1-2083 Position 34 3,4-diClPh SO _Two Single bond 3 1-2084 Device 34 3,4-diClPh SO _Two Single bond 4 1-2085 Device 34 3,4-diClPh SO _Two Single bond position 5 1-2086 position 34 3,4-diClPh SO _Two Single bond 6 1-2087 Device 34 3,4-diClPh SO _Two Single bond Position 7 1-2088 Position 34 3,4-diClPh SO _Two Single bond Position 8 1-2089 Position 34 3,4-diClPh SO _Two Single bond 9 1-2090 90 34 3,4-diClPh SO _Two Single bond 10 1-2091 Device 34 3,4-diClPh SO _Two Single bond 11 1-2092 34 3,4-diClPh SO _Two Single bond 12 1-2093 Device 34 3,4-diClPh SO _Two Single bond 13 1-2094 Device 34 3,4-diClPh SO _Two Single bond unit 14 1-2095 unit 34 3,4-diClPh SO _Two Single bond unit 15 1-2096 unit 34 3,4-diClPh SO _Two Single bond unit 16 1-2097 unit 34 3,4-diClPh SO _Two Single bond 17 1-2098 Device 34 3,4-diClPh SO _Two Single bond 18 18-2099 34 3,4-diClPh SO _Two Single bond Position 19 1-2100 Position 34 3,4-diClPh SO _Two Single bond device 20 1-2101 device 34 3,4-diClPh SO _Two Single bond 21 21 102 34 34,4-diClPh SO _Two Single bond Position 22 1-2103 Position 34 3,4-diClPh SO _Two Single bond 23 23 104 3 34 3,4-diClPh SO _Two Single bond 24 1-2105 34 34 3,4-diClPh SO _Two Single bond 25 25 106 106 34 3,4-diClPh SO _Two Single bond 26 1-2107 34 34 3,4-diClPh SO _Two Single bond 27 27 108 34 3,4-diClPh SO _Two Single bond 28 1-2109 Device 34 3,4-diClPh SO _Two Single bond Position 29 1-2110 Position 34 3,4-diClPh SO _Two Single bond Position 30 1-2111 Position 34 3,4-diClPh SO _Two Single bond Position 31 1-2112 Position 34 3,4-diClPh SO _Two Single bond 32 1-2113 35 35 4-diClPh SO _Two Single bond Position 1 1-2114 Position 35 3,4-diClPh SO _Two Single bond Position 2 1-2115 Position 35 3,4-diClPh SO _Two Single bond Position 3 1-2116 Position 35 3,4-diClPh SO _Two Single bond Position 4 1-2117 Position 35 3,4-diClPh SO _Two Single bond position 5 1-2118 position 35 3,4-diClPh SO _Two Single bond Position 6 1-2119 Position 35 3,4-diClPh SO _Two Single bond position 7 1-2120 position 35 3,4-diClPh SO _Two Single bond Position 8 1-2121 Position 35 3,4-diClPh SO _Two Single bond position 9 1-2122 position 35 3,4-diClPh SO _Two Single bond 10 1-2123 3 35 3,4-diClPh SO _Two Single bond 11 1-2124 Device 35 3,4-diClPh SO _Two Single bond 12 1-2125 35 3,4-diClPh SO _Two Single bond 13 1-2126 3 35 3,4-diClPh SO _Two Single bond Position 14 1-2127 Position 35 3,4-diClPh SO _Two Single bond Position 15 1-2128 Position 35 3,4-diClPh SO _Two Single bond 16 1-2129 3 35 3,4-diClPh SO _Two Single bond 17 1-2130 35 3,4-diClPh SO _Two Single bond 18 1-2131 35 35 4,4-diClPh SO _Two Single bond 19 1-2132 Device 35 3,4-diClPh SO _Two Single bond Position 20 1-2133 Position 35 3,4-diClPh SO _Two Single bond 21-21134 Device 35 3,4-diClPh SO _Two Single bond 22 1-2135 35 35,4-diClPh SO _Two Single bond 23 1-2136 Station 35 3,4-diClPh SO _Two Single bond 24 1-32 37 35 3,4-diClPh SO _Two Single bond 25 1-2138 Position 35 3,4-diClPh SO _Two Single bond 26 1-2139 3 35 3,4-diClPh SO _Two Single bond, 27 1-2140, 35 3,4-diClPh SO _Two Single bond 28 1-214 1 35 3,4-diClPh SO _Two Single bond s 29 1-2142 s 35 3,4-diClPh SO _Two Single bond 30 1-2143 3 35 3,4-diClPh SO _Two Single bond 31 1-2144 Position 35 3,4-diClPh SO _Two Single bond Position 32 1-2145 Position 36 3,4-diClPh SO _Two Single bond Position 1 1-2146 Position 36 3,4-diClPh SO _Two Single bond Position 21-2147 Position 36 3,4-diClPh SO _Two Single bond device 3 1-2148 device 36 3,4-diClPh SO _Two Single bond position 4 1-21449 position 36 3,4-diClPh SO _Two Single bond position 5 1-2150 position 36 3,4-diClPh SO _Two Single bond Position 6 1-2151 Position 36 3,4-diClPh SO _Two Single bond position 7 1-2152 position 36 3,4-diClPh SO _Two Single bond Position 8 1-2153 Position 36 3,4-diClPh SO _Two Single bond position 9 1-2154 position 36 3,4-diClPh SO _Two Single bond 10 1-2155 Device 36 3,4-diClPh SO _Two Single bond 11 1-2156 Device 36 3,4-diClPh SO _Two Single bond Position 12 1-2157 Position 36 3,4-diClPh SO _Two Single bond Position 13 1-2158 Position 36 3,4-diClPh SO _Two Single bond Position 14 1-2159 Position 36 3,4-diClPh SO _Two Single bond 15 1-2160 Device 36 3,4-diClPh SO _Two Single bond 16 1-261 3 36 3,4-diClPh SO _Two Single bond Position 17 1-2162 Position 36 3,4-diClPh SO _Two Single bond Position 18 1-2163 Position 36 3,4-diClPh SO _Two Single bond Position 19 1-2164 Position 36 3,4-diClPh SO _Two Single bond unit 20 1-2165 unit 36 3,4-diClPh SO _Two Single bond Position 21 1-2166 Position 36 3,4-diClPh SO _Two Single bond Position 22 1-2167 Position 36 3,4-diClPh SO _Two Single bond Position 23 1-2168 Position 36 3,4-diClPh SO _Two Single bond Position 24 1-2169 Position 36 3,4-diClPh SO _Two Single bond 25 1-2170 36 36,4-diClPh SO _Two Single bond 26 1-2171 3 36 3,4-diClPh SO _Two Single bond Position 27 1-2172 Position 36 3,4-diClPh SO _Two Single bond Position 28 1-2173 Position 36 3,4-diClPh SO _Two Single bond 29 1-2174 Device 36 3,4-diClPh SO _Two Single bond 30 1-2175 Device 36 3,4-diClPh SO _Two Single bond Position 31 1-2176 Position 36 3,4-diClPh SO _Two Single bond Position 32 1-2177 Position 37 3,4-diClPh SO _Two Single bond Position 1 1-2178 Position 37 3,4-diClPh SO _Two Single bond Position 2 1-2179 Position 37 3,4-diClPh SO _Two Single bond 3 1-2180 Position 37 3,4-diClPh SO _Two Single bond Position 4 1-2181 Position 37 3,4-diClPh SO _Two Single bond Position 5 1-2182 Position 37 3,4-diClPh SO _Two Single bond Position 6 1-2183 Position 37 3,4-diClPh SO _Two Single bond Position 7 1-2184 Position 37 3,4-diClPh SO _Two Single bond Position 8 1-2185 Position 37 3,4-diClPh SO _Two Single bond Position 9 1-2186 Position 37 3,4-diClPh SO _Two Single bond 10 1-2187 Device 37 3,4-diClPh SO _Two Single bond Position 11 1-2188 Position 37 3,4-diClPh SO _Two Single bond Position 12 1-2189 Position 37 3,4-diClPh SO _Two Single bond 13 1-2190 37 37 3,4-diClPh SO _Two Single bond Position 14 1-2191 Position 37 3,4-diClPh SO _Two Single bond Position 15 1-2192 Position 37 3,4-diClPh SO _Two Single bond Position 16 1-2193 Position 37 3,4-diClPh SO _Two Single bond 17 1-2194 Device 37 3,4-diClPh SO _Two Single bond 18 1-2195 37 37 3,4-diClPh SO _Two Single bond Position 19 1-2196 Position 37 3,4-diClPh SO _Two Single bond Position 20 1-2197 Position 37 3,4-diClPh SO _Two Single bond 21-21198 37 37 3,4-diClPh SO _Two Single bond Position 22 1-2199 Position 37 3,4-diClPh SO _Two Single bond Position 23 1-2200 Position 37 3,4-diClPh SO _Two Single bond 24 1-2201 37 37 3,4-diClPh SO _Two Single bond s 25 1-2202 s 37 3,4-diClPh SO _Two Single bond Position 26 1-2203 Position 37 3,4-diClPh SO _Two Single bond unit 27 1-2204 unit 37 3,4-diClPh SO _Two Single bond 28 1-2205 37 37,4-diClPh SO _Two Single bond Position 29 1-2206 Position 37 3,4-diClPh SO _Two Single bond 30 1-2207 Device 37 3,4-diClPh SO _Two Single bond Position 31 1-2208 Position 37 3,4-diClPh SO _Two Single bond Position 32 1-2209 Position 38 3,4-diClPh SO _Two Single bond Position 1 1-2210 Position 38 3,4-diClPh SO _Two Single bond Position 2 1-221 Position 38 3,4-diClPh SO _Two Single bond device 3 1-2212 device 38 3,4-diClPh SO _Two Single bond Position 4 1-2213 Position 38 3,4-diClPh SO _Two Single bond position 5 1-2214 position 38 3,4-diClPh SO _Two Single bond position 6 1-2215 position 38 3,4-diClPh SO _Two Single bond position 7 1-2216 position 38 3,4-diClPh SO _Two Single bond position 8 1-2217 position 38 3,4-diClPh SO _Two Single bond position 9 1-2218 position 38 3,4-diClPh SO _Two Single bond 10 1-2219 Position 38 3,4-diClPh SO _Two Single bond 11-2220 Device 38 3,4-diClPh SO _Two Single bond Position 12 1-2221 Position 38 3,4-diClPh SO _Two Single bond 13 1-222 Position 38 3,4-diClPh SO _Two Single bond 14 1-2223 Position 38 3,4-diClPh SO _Two Single bond 152-1224 Device 38 3,4-diClPh SO _Two Single bond 16 1-2225 Position 38 3,4-diClPh SO _Two Single bond 17 1-22 26 38 3,4-diClPh SO _Two Single bond Position 18 1-2227 Position 38 3,4-diClPh SO _Two Single bond Position 19 1-2228 Position 38 3,4-diClPh SO _Two Single bond Position 20 1-2229 Position 38 3,4-diClPh SO _Two Single bond 21-21230 Device 38 3,4-diClPh SO _Two Single bond 22 1-2223 1 38 3,4-diClPh SO _Two Single bond O 23 1-2232 O 38 3,4-diClPh SO _Two Single bond Position 24 1-2233 Position 38 3,4-diClPh SO _Two Single bond 25 1-2234 Device 38 3,4-diClPh SO _Two Single bond 26 1-22 35 38 3,4-diClPh SO _Two Single bond 27 1-2236 Position 38 3,4-diClPh SO _Two Single bond 28 1-2237 37 38 3,4-diClPh SO _Two Single bond O 29 1-2238 O 38 3,4-diClPh SO _Two Single bond Position 30 1-2239 Position 38 3,4-diClPh SO _Two Single bond 31 1-2240 Device 38 3,4-diClPh SO _Two Single bond Position 32 1-2241 Position 39 3,4-diClPh SO _Two Single bond Position 1 1-2242 Position 39 3,4-diClPh SO _Two Single bond Position 2 1-2243 Position 39 3,4-diClPh SO _Two Single bond position 3 1-2244 position 39 3,4-diClPh SO _Two Single bond Position 4 1-2245 Position 39 3,4-diClPh SO _Two Single bond Position 5 1-2246 Position 39 3,4-diClPh SO _Two Single bond position 6 1-2247 position 39 3,4-diClPh SO _Two Single bond position 7 1-2248 position 39 3,4-diClPh SO _Two Single bond device 8 1-2249 device 39 3,4-diClPh SO _Two Single bond Position 9 1-2250 Position 39 3,4-diClPh SO _Two Single bond 10 1-2225 1 39 3,4-diClPh SO _Two Single bond unit 11 1-2252 unit 39 3,4-diClPh SO _Two Single bond unit 12 1-2253 unit 39 3,4-diClPh SO _Two Single bond 13 1-2254 Device 39 3,4-diClPh SO _Two Single bond Position 14 1-2255 Position 39 3,4-diClPh SO _Two Single bond 15 1-2256 39 39,4-diClPh SO _Two Single bond Position 16 1-2257 Position 39 3,4-diClPh SO _Two Single bond 17 1-2258 Device 39 3,4-diClPh SO _Two Single bond 18 1-2259 Position 39 3,4-diClPh SO _Two Single bond 19 1-2260 Device 39 3,4-diClPh SO _Two Single bond Position 20 1-2261 Position 39 3,4-diClPh SO _Two Single bond 21 1-2262 39 39,4-diClPh SO _Two Single bond Position 22 1-2263 Position 39 3,4-diClPh SO _Two Single bond 23 1-2264 Device 39 3,4-diClPh SO _Two Single bond Position 24 1-2265 Position 39 3,4-diClPh SO _Two Single bond 25 1-22266 39 3,4-diClPh SO _Two Single bond 26 1-2267 39 3,4-diClPh SO _Two Single bond Position 27 1-2268 Position 39 3,4-diClPh SO _Two Single bond Position 28 1-2269 Position 39 3,4-diClPh SO _Two Single bond 29 1-2270 Device 39 3,4-diClPh SO _Two Single bond 30 1-2227 1 39 3,4-diClPh SO _Two Single bond 31 1-2227 39 39,4-diClPh SO _Two Single bond Position 32 1-2273 Position 40 3,4-diClPh SO _Two Single bond position 1 1-2274 position 40 3,4-diClPh SO _Two Single bond Position 2 1-2275 Position 40 3,4-diClPh SO _Two Single bond Position 3 1-2276 Position 40 3,4-diClPh SO _Two Single bond Position 4 1-2277 Position 40 3,4-diClPh SO _Two Single bond Position 5 1-2278 Position 40 3,4-diClPh SO _Two Single bond Position 6 1-2279 Position 40 3,4-diClPh SO _Two Single bond Position 7 1-2280 Position 40 3,4-diClPh SO _Two Single bond Position 8 1-2281 Position 40 3,4-diClPh SO _Two Single bond Device 9 1-2228 Device 40 3,4-diClPh SO _Two Single bond 10 1-2283 Device 40 3,4-diClPh SO _Two Single bond 11 1-2284 Device 40 3,4-diClPh SO _Two Single bond 12 1-2285 Device 40 3,4-diClPh SO _Two Single bond unit 13 1-2286 unit 40 3,4-diClPh SO _Two Single bond 14 1-2287 Device 40 3,4-diClPh SO _Two Single bond 15 1-2288 Device 40 3,4-diClPh SO _Two Single bond 16 1-2289 40 40 3,4-diClPh SO _Two Single bond 17 1-2290 Device 40 3,4-diClPh SO _Two Single bond 18 1-2291 Position 40 3,4-diClPh SO _Two Single bond Position 19 1-2292 Position 40 3,4-diClPh SO _Two Single bond Position 20 1-2293 Position 40 3,4-diClPh SO _Two Single bond 21-21294 Device 40 3,4-diClPh SO _Two Single bond 22 1-2295 40 40 3,4-diClPh SO _Two Single bond 23 1-2296 Device 40 3,4-diClPh SO _Two Single bond 24 1-2297 Device 40 3,4-diClPh SO _Two Single bond 25 1-2298 Device 40 3,4-diClPh SO _Two Single bond s 26 1-2299 s 40 3,4-diClPh SO _Two Single bond 27 1-2300 40 3,4-diClPh SO _Two Single bond Position 28 1-2301 Position 40 3,4-diClPh SO _Two Single bond Position 29 1-2302 Position 40 3,4-diClPh SO _Two Single bond 30 1-2303 40 40 3,4-diClPh SO _Two Single bond 31 1-2304 Device 40 3,4-diClPh SO _Two Single bond Position 32 1-2305 Position 41 3,4-diClPh SO _Two Single bond Position 1-2306 Position 41 3,4-diClPh SO _Two Single bond Position 2 1-2307 Position 41 3,4-diClPh SO _Two Single bond Position 3 1-2308 Position 41 3,4-diClPh SO _Two Single bond Position 4 1-23309 Position 41 3,4-diClPh SO _Two Single bond Position 5 1-2310 Position 41 3,4-diClPh SO _Two Single bond Position 6 1-2311 Position 41 3,4-diClPh SO _Two Single bond Position 7 1-2312 Position 41 3,4-diClPh SO _Two Single bond Position 8 1-2313 Position 41 3,4-diClPh SO _Two Single bond Position 9 1-2314 Position 41 3,4-diClPh SO _Two Single bond 10 1-2315 Device 41 3,4-diClPh SO _Two Single bond 11 1-2316 Device 41 3,4-diClPh SO _Two Single bond Position 12 1-2317 Position 41 3,4-diClPh SO _Two Single bond unit 13 1-2318 unit 41 3,4-diClPh SO _Two Single bond Position 14 1-2319 Position 41 3,4-diClPh SO _Two Single bond O 15 1-2320 O 41 3,4-diClPh SO _Two Single bond Position 16 1-2321 Position 41 3,4-diClPh SO _Two Single bond Position 17 1-2322 Position 41 3,4-diClPh SO _Two Single bond 18 1-2323 Device 41 3,4-diClPh SO _Two Single bond 19 1-2324 Device 41 3,4-diClPh SO _Two Single bond Position 20 1-2325 Position 41 3,4-diClPh SO _Two Single bond 21-21326 Device 41 3,4-diClPh SO _Two Single bond Position 22 1-2327 Position 41 3,4-diClPh SO _Two Single bond 23 1-2328 Device 41 3,4-diClPh SO _Two Single bond Position 24 1-2329 Position 41 3,4-diClPh SO _Two Single bond O 25 1-2330 O 41 3,4-diClPh SO _Two Single bond 26 1-2331 31 41 3,4-diClPh SO _Two Single bond Position 27 1-2332 Position 41 3,4-diClPh SO _Two Single bond Position 28 1-2333 Position 41 3,4-diClPh SO _Two Single bond 29 1-2334 Device 41 3,4-diClPh SO _Two Single bond 30 1-2335 Device 41 3,4-diClPh SO _Two Single bond Position 31 1-2336 Position 41 3,4-diClPh SO _Two Single bond Position 32 1-2337 Position 42 3,4-diClPh SO _Two Single bond Position 1 1-2338 Position 42 3,4-diClPh SO _Two Single bond Position 2 1-2339 Position 42 3,4-diClPh SO _Two Single bond Position 3 1-2340 Position 42 3,4-diClPh SO _Two Single bond position 4 1-2341 position 42 3,4-diClPh SO _Two Single bond Position 5 1-2342 Position 42 3,4-diClPh SO _Two Single bond Position 6 1-2343 Position 42 3,4-diClPh SO _Two Single bond Position 7 1-2344 Position 42 3,4-diClPh SO _Two Single bond position 8 1-2345 position 42 3,4-diClPh SO _Two Single bond Position 9 1-2346 Position 42 3,4-diClPh SO _Two Single bond 10 1-2347 Device 42 3,4-diClPh SO _Two Single bond 11 1-2348 Device 42 3,4-diClPh SO _Two Single bond 12 1-2349 42 42 3,4-diClPh SO _Two Single bond 13-2350 Device 42 3,4-diClPh SO _Two Single bond 14 1-2351 3 42 3,4-diClPh SO _Two Single bond O 15 1-2352 O 42 3,4-diClPh SO _Two Single bond unit 16 1-2353 unit 42 3,4-diClPh SO _Two Single bond 17 1-2354 Device 42 3,4-diClPh SO _Two Single bond 18 1-2355 Device 42 3,4-diClPh SO _Two Single bond Position 19 1-2356 Position 42 3,4-diClPh SO _Two Single bond Position 20 1-2357 Position 42 3,4-diClPh SO _Two Single bond 21-21358 Device 42 3,4-diClPh SO _Two Single bond Position 22 1-2359 Position 42 3,4-diClPh SO _Two Single bond O 23 1-2360 O 42 3,4-diClPh SO _Two Single bond Position 24 1-2361 Position 42 3,4-diClPh SO _Two Single bond 25 1-2362 Position 42 3,4-diClPh SO _Two Single bond unit 26 1-2363 unit 42 3,4-diClPh SO _Two Single bond Position 27 1-2364 Position 42 3,4-diClPh SO _Two Single bond 28 1-2365 3 42 3,4-diClPh SO _Two Single bond 29 1-2366 Device 42 3,4-diClPh SO _Two Single bond 30 1-2367 42 3,4-diClPh SO _Two Single bond Position 31 1-2368 Position 42 3,4-diClPh SO _Two Single bond Position 32 1-2369 Position 43 3,4-diClPh SO _Two Single bond Position 1 1-2370 Position 43 3,4-diClPh SO _Two Single bond Position 2 1-2371 Position 43 3,4-diClPh SO _Two Single bond Position 3 1-2372 Position 43 3,4-diClPh SO _Two Single bond Position 4 1-2373 Position 43 3,4-diClPh SO _Two Single bond Position 5 1-2374 Position 43 3,4-diClPh SO _Two Single bond Position 6 1-2375 Position 43 3,4-diClPh SO _Two Single bond Position 7 1-2376 Position 43 3,4-diClPh SO _Two Single bond position 8 1-2377 position 43 3,4-diClPh SO _Two Single bond Position 9 1-2378 Position 43 3,4-diClPh SO _Two Single bond 10 1-2379 Position 43 3,4-diClPh SO _Two Single bond 11-2380 Device 43 3,4-diClPh SO _Two Single bond Position 12 1-2381 Position 43 3,4-diClPh SO _Two Single bond 13 1-2382 Device 43 3,4-diClPh SO _Two Single bond Position 14 1-2383 Position 43 3,4-diClPh SO _Two Single bond Position 15 1-2384 Position 43 3,4-diClPh SO _Two Single bond Position 16 1-2385 Position 43 3,4-diClPh SO _Two Single bond 17 1-2386 Device 43 3,4-diClPh SO _Two Single bond 18 1-2387 Position 43 3,4-diClPh SO _Two Single bond unit 19 1-2388 unit 43 3,4-diClPh SO _Two Single bond Position 20 1-2389 Position 43 3,4-diClPh SO _Two Single bond Position 21 1-2390 Position 43 3,4-diClPh SO _Two Single bond Position 22 1-2391 Position 43 3,4-diClPh SO _Two Single bond 23 1-2392 3 43 3,4-diClPh SO _Two Single bond Position 24 1-2393 Position 43 3,4-diClPh SO _Two Single bond 25 1-2394 43 43,4-diClPh SO _Two Single bond Position 26 1-2395 Position 43 3,4-diClPh SO _Two Single bond Position 27 1-2396 Position 43 3,4-diClPh SO _Two Single bond 28 1-2397 Device 43 3,4-diClPh SO _Two Single bond Position 29 1-2398 Position 43 3,4-diClPh SO _Two Single bond Position 30 1-2399 Position 43 3,4-diClPh SO _Two Single bond Position 31 1-2400 Position 43 3,4-diClPh SO _Two Single bond Position 32 1-2401 Position 44 3,4-diClPh SO _Two Single bond Position 1-2402 Position 44 3,4-diClPh SO _Two Single bond Position 2 1-2403 Position 44 3,4-diClPh SO _Two Single bond Position 3 1-2404 Position 44 3,4-diClPh SO _Two Single bond Position 4 1-2405 Position 44 3,4-diClPh SO _Two Single bond Position 5 1-2406 Position 44 3,4-diClPh SO _Two Single bond Position 6 1-2407 Position 44 3,4-diClPh SO _Two Single bond Position 7 1-2408 Position 44 3,4-diClPh SO _Two Single bond Position 8 1-2409 Position 44 3,4-diClPh SO _Two Single bond Position 9 1-2410 Position 44 3,4-diClPh SO _Two Single bond 10 1-2411 Device 44 3,4-diClPh SO _Two Single bond 11 1-212 12 44 3,4-diClPh SO _Two Single bond Position 12 1-2413 Position 44 3,4-diClPh SO _Two Single bond 13 1-2414 Device 44 3,4-diClPh SO _Two Single bond 14 1-2415 4 44 3,4-diClPh SO _Two Single bond Position 15 1-2416 Position 44 3,4-diClPh SO _Two Single bond 16 1-2417 Position 44 3,4-diClPh SO _Two Single bond 17 1-2418 18 44 3,4-diClPh SO _Two Single bond Position 18 1-2419 Position 44 3,4-diClPh SO _Two Single bond Position 19 1-2420 Position 44 3,4-diClPh SO _Two Single bond Position 20 1-2421 Position 44 3,4-diClPh SO _Two Single bond 21-21422 Device 44 3,4-diClPh SO _Two Single bond Position 22 1-2423 Position 44 3,4-diClPh SO _Two Single bond O 23 1-2424 O 44 3,4-diClPh SO _Two Single bond 24 1-2425 25 44 3,4-diClPh SO _Two Single bond 25 1-2426 Position 44 3,4-diClPh SO _Two Single bond 26 1-2427 Device 44 3,4-diClPh SO _Two Single bond Position 27 1-2428 Position 44 3,4-diClPh SO _Two Single bond 28 1-2429 Device 44 3,4-diClPh SO _Two Single bond Position 29 1-2430 Position 44 3,4-diClPh SO _Two Single bond 30 1-2431 Device 44 3,4-diClPh SO _Two Single bond 31 1-2432 Device 44 3,4-diClPh SO _Two Single bond Position 32 1-2433 Position 45 3,4-diClPh SO _Two Single bond Position 1 1-2434 Position 45 3,4-diClPh SO _Two Single bond unit 2 1-2435 unit 45 3,4-diClPh SO _Two Single bond Position 3 1-2436 Position 45 3,4-diClPh SO _Two Single bond Position 4 1-2437 Position 45 3,4-diClPh SO _Two Single bond position 5 1-2438 position 45 3,4-diClPh SO _Two Single bond Position 6 1-2439 Position 45 3,4-diClPh SO _Two Single bond position 7 1-2440 position 45 3,4-diClPh SO _Two Single bond position 8 1-2441 position 45 3,4-diClPh SO _Two Single bond position 9 1-2442 position 45 3,4-diClPh SO _Two Single bond 10 1-243 4 45 3,4-diClPh SO _Two Single bond 11 1-2444 45 45 3,4-diClPh SO _Two Single bond Position 12 1-2445 Position 45 3,4-diClPh SO _Two Single bond 13 1-24 4 45 3,4-diClPh SO _Two Single bond Position 14 1-2447 Position 45 3,4-diClPh SO _Two Single bond Position 15 1-2448 Position 45 3,4-diClPh SO _Two Single bond 16 1-2449 45 45 3,4-diClPh SO _Two Single bond 17 1-2450 45 45 3,4-diClPh SO _Two Single bond 18 18-2451 45 3,4-diClPh SO _Two Single bond Position 19 1-2452 Position 45 3,4-diClPh SO _Two Single bond Position 20 1-2453 Position 45 3,4-diClPh SO _Two Single bond 21 1-2454 45 45 3,4-diClPh SO _Two Single bond Position 22 1-2455 Position 45 3,4-diClPh SO _Two Single bond 23 1-2456 45 45 3,4-diClPh SO _Two Single bond 24 1-2457 45 45 3,4-diClPh SO _Two Single bond 25 1-2458 45 45 3,4-diClPh SO _Two Single bond 26 1-2459 45 45 3,4-diClPh SO _Two Single bond 27 27 2460 45 3,4-diClPh SO _Two Single bond 28-12461 45 3,4-diClPh SO _Two Single bond 29 1-2462 45 45 3,4-diClPh SO _Two Single bond 30 1-2463 45 3,4-diClPh SO _Two Single bond Position 31 1-2464 Position 45 3,4-diClPh SO _Two Single bond Position 32 1-2465 Position 46 3,4-diClPh SO _Two Single bond Position 1 1-2466 Position 46 3,4-diClPh SO _Two Single bond Position 2 1-2467 Position 46 3,4-diClPh SO _Two Single bond Position 3 1-2468 Position 46 3,4-diClPh SO _Two Single bond Position 4 1-2469 Position 46 3,4-diClPh SO _Two Single bond position 5 1-2470 position 46 3,4-diClPh SO _Two Single bond Position 6 1-2471 Position 46 3,4-diClPh SO _Two Single bond position 7 1-2472 position 46 3,4-diClPh SO _Two Single bond position 8 1-2473 position 46 3,4-diClPh SO _Two Single bond 9 1-2474 Device 46 3,4-diClPh SO _Two Single bond 10 1-2475 Device 46 3,4-diClPh SO _Two Single bond 11 1-2476 Device 46 3,4-diClPh SO _Two Single bond 12 1-2477 Device 46 3,4-diClPh SO _Two Single bond 13 1-2478 Position 46 3,4-diClPh SO _Two Single bond Position 14 1-2479 Position 46 3,4-diClPh SO _Two Single bond 15 1-2480 Position 46 3,4-diClPh SO _Two Single bond 16 1-248 1 46 3,4-diClPh SO _Two Single bond 17 1-2482 1 46 3,4-diClPh SO _Two Single bond 18 1-2483 46 3,4-diClPh SO _Two Single bond Position 19 1-2484 Position 46 3,4-diClPh SO _Two Single bond Position 20 1-2485 Position 46 3,4-diClPh SO _Two Single bond unit 21 1-2486 unit 46 3,4-diClPh SO _Two Single bond 22 1-2487 Device 46 3,4-diClPh SO _Two Single bond O 23 1-2488 O 46 3,4-diClPh SO _Two Single bond, 24 1-2489, 46 3,4-diClPh SO _Two Single bond 25 1-2490 Position 46 3,4-diClPh SO _Two Single bond 26 1-2491 Position 46 3,4-diClPh SO _Two Single bond, 27 1-2492, 46 3,4-diClPh SO _Two Single bond 28 1-2493 46 3,4-diClPh SO _Two Single bond unit 29 1-2494 unit 46 3,4-diClPh SO _Two Single bond Position 30 1-2495 Position 46 3,4-diClPh SO _Two Single bond 31 1-2496 46 3,4-diClPh SO _Two Single bond Position 32 1-2497 Position 47 3,4-diClPh SO _Two Single bond Position 1 1-2498 Position 47 3,4-diClPh SO _Two Single bond Position 2 1-2499 Position 47 3,4-diClPh SO _Two Single bond Position 3 1-2500 Position 47 3,4-diClPh SO _Two Single bond Position 4 1-2501 Position 47 3,4-diClPh SO _Two Single bond Position 5 1-2502 Position 47 3,4-diClPh SO _Two Single bond Position 6 1-2503 Position 47 3,4-diClPh SO _Two Single bond Position 7 1-2504 Position 47 3,4-diClPh SO _Two Single bond Position 8 1-2505 Position 47 3,4-diClPh SO _Two Single bond Position 9 1-2506 Position 47 3,4-diClPh SO _Two Single bond unit 10 1-2507 unit 47 3,4-diClPh SO _Two Single bond 11 1-2508 Device 47 3,4-diClPh SO _Two Single bond Unit 12 1-2509 Unit 47 3,4-diClPh SO _Two Single bond unit 13 1-2510 unit 47 3,4-diClPh SO _Two Single bond Position 14 1-2511 Position 47 3,4-diClPh SO _Two Single bond Position 15 1-2512 Position 47 3,4-diClPh SO _Two Single bond 16 1-2513 13 47 3,4-diClPh SO _Two Single bond unit 17 1-2514 unit 47 3,4-diClPh SO _Two Single bond 18 1-2515 15 47 3,4-diClPh SO _Two Single bond Position 19 1-2516 Position 47 3,4-diClPh SO _Two Single bond Position 20 1-2517 Position 47 3,4-diClPh SO _Two Single bond 21 1-2518 18 47 3,4-diClPh SO _Two Single bond Position 22 1-2519 Position 47 3,4-diClPh SO _Two Single bond 23 1-2520 20 47 3,4-diClPh SO _Two Single bond 24 1-252 1 47 3,4-diClPh SO _Two Single bond 25 1-2522 47 47 3,4-diClPh SO _Two Single bond 26 1-2523 Device 47 3,4-diClPh SO _Two Single bond 27 1-2524 24 47 3,4-diClPh SO _Two Single bond 28 1-2525 25 47 3,4-diClPh SO _Two Single bond 29 1-2526 Device 47 3,4-diClPh SO _Two Single bond Position 30 1-2527 Position 47 3,4-diClPh SO _Two Single bond Position 31 1-2528 Position 47 3,4-diClPh SO _Two Single bond Position 32 1-2529 Position 48 3,4-diClPh SO _Two Single bond 1 1-2530 30 48 3,4-diClPh SO _Two Single bond Position 2 1-2531 Position 48 3,4-diClPh SO _Two Single bond Position 3 1-2532 Position 48 3,4-diClPh SO _Two Single bond Position 4 1-2533 Position 48 3,4-diClPh SO _Two Single bond position 5 1-2534 position 48 3,4-diClPh SO _Two Single bond position 6 1-2535 position 48 3,4-diClPh SO _Two Single bond Position 7 1-2536 Position 48 3,4-diClPh SO _Two Single bond position 8 1-2537 position 48 3,4-diClPh SO _Two Single bond Position 9 1-2538 Position 48 3,4-diClPh SO _Two Single bond 10 1-2539 Device 48 3,4-diClPh SO _Two Single bond 11 1-2540 Device 48 3,4-diClPh SO _Two Single bond 12 1-2541 Device 48 3,4-diClPh SO _Two Single bond Position 13 1-2542 Position 48 3,4-diClPh SO _Two Single bond Position 14 1-2543 Position 48 3,4-diClPh SO _Two Single bond Position 15 1-2544 Position 48 3,4-diClPh SO _Two Single bond 16 1-2545 45 48 3,4-diClPh SO _Two Single bond 17 1-2546 Position 48 3,4-diClPh SO _Two Single bond 18 1-2547 47 48 3,4-diClPh SO _Two Single bond unit 19 1-2548 unit 48 3,4-diClPh SO _Two Single bond Position 20 1-2549 Position 48 3,4-diClPh SO _Two Single bond Position 21 1-2550 Position 48 3,4-diClPh SO _Two Single bond 22 1-255 1 48 3,4-diClPh SO _Two Single bond O 23 1-2552 O 48 3,4-diClPh SO _Two Single bond Position 24 1-2553 Position 48 3,4-diClPh SO _Two Single bond 25 1-2554 Position 48 3,4-diClPh SO _Two Single bond 26 1-2555 Position 48 3,4-diClPh SO _Two Single bond Position 27 1-2556 Position 48 3,4-diClPh SO _Two Single bond 28 1-2557 Device 48 3,4-diClPh SO _Two Single bond 29 1-2558 Device 48 3,4-diClPh SO _Two Single bond 30 1-2559 Position 48 3,4-diClPh SO _Two Single bond 31 1-2560 Device 48 3,4-diClPh SO _Two Single bond position 32 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 1-2561 Position 49 3,4-diClPh SO _Two Single bond Position 1 1-2562 Position 49 3,4-diClPh SO _Two Single bond Position 2 1-2563 Position 49 3,4-diClPh SO _Two Single bond position 31-2564 position 49 3,4-diClPh SO _Two Single bond Position 4 1-2565 Position 49 3,4-diClPh SO _Two Single bond position 5 1-2566 position 49 3,4-diClPh SO _Two Single bond position 6 1-2567 position 49 3,4-diClPh SO _Two Single bond Position 7 1-2568 Position 49 3,4-diClPh SO _Two Single bond position 8 1-2569 position 49 3,4-diClPh SO _Two Single bond 9 1-2570 Position 49 3,4-diClPh SO _Two Single bond 10 1-2257 1 49 3,4-diClPh SO _Two Single bond 11 1-2572 49 3,4-diClPh SO _Two Single bond 12 1-2573 3 49 3,4-diClPh SO _Two Single bond 13 1-2574 Position 49 3,4-diClPh SO _Two Single bond 14 1-2575 Device 49 3,4-diClPh SO _Two Single bond 15 1-2576 Position 49 3,4-diClPh SO _Two Single bond 16 1-2577 Position 49 3,4-diClPh SO _Two Single bond 17 1-2578 Position 49 3,4-diClPh SO _Two Single bond 18 1-2579 Position 49 3,4-diClPh SO _Two Single bond 19 1-2580 Device 49 3,4-diClPh SO _Two Single bond Position 20 1-2581 Position 49 3,4-diClPh SO _Two Single bond 21 1-2582 Device 49 3,4-diClPh SO _Two Single bond 22 1-2583 Device 49 3,4-diClPh SO _Two Single bond 23 1-2584 Device 49 3,4-diClPh SO _Two Single bond 24 1-2585 Position 49 3,4-diClPh SO _Two Single bond 25 1-2586 Device 49 3,4-diClPh SO _Two Single bond 26 1-2587 Position 49 3,4-diClPh SO _Two Single bond, 27 1-2588, 49 3,4-diClPh SO _Two Single bond 28 1-2589 4 49 3,4-diClPh SO _Two Single bond unit 29 1-2590 unit 49 3,4-diClPh SO _Two Single bond 30 1-2591 Position 49 3,4-diClPh SO _Two Single bond 31 1-2592 Position 49 3,4-diClPh SO _Two Single bond Position 32 1-2593 Position 50 3,4-diClPh SO _Two Single bond Position 1 1-2594 Position 50 3,4-diClPh SO _Two Single bond Position 2 1-2595 Position 50 3,4-diClPh SO _Two Single bond Position 3 1-2596 Position 50 3,4-diClPh SO _Two Single bond Position 41-2597 Position 50 3,4-diClPh SO _Two Single bond Position 5 1-2598 Position 50 3,4-diClPh SO _Two Single bond Position 6 1-2599 Position 50 3,4-diClPh SO _Two Single bond position 7 1-2600 position 50 3,4-diClPh SO _Two Single bond position 8 1-2601 position 50 3,4-diClPh SO _Two Single bond Position 9 1-2602 Position 50 3,4-diClPh SO _Two Single bond device 10 1-2603 device 50 3,4-diClPh SO _Two Single bond 11 1-2604 Device 50 3,4-diClPh SO _Two Single bond 12 1-2605 Device 50 3,4-diClPh SO _Two Single bond 13 1-2606 Device 50 3,4-diClPh SO _Two Single bond O 14 1-2607 O 50 3,4-diClPh SO _Two Single bond 15 1-2608 Device 50 3,4-diClPh SO _Two Single bond 16 1-2609 50 50 3,4-diClPh SO _Two Single bond unit 17 1-2610 unit 50 3,4-diClPh SO _Two Single bond O 18 1-2611 O 50 3,4-diClPh SO _Two Single bond Position 19 1-2612 Position 50 3,4-diClPh SO _Two Single bond Position 20 1-2613 Position 50 3,4-diClPh SO _Two Single bond 21-21614 Station 50 3,4-diClPh SO _Two Single bond 22 1-2615 15 50 3,4-diClPh SO _Two Single bond 23 1-2616 16 50 3,4-diClPh SO _Two Single bond Position 24 1-2617 Position 50 3,4-diClPh SO _Two Single bond 25 1-2618 Station 50 3,4-diClPh SO _Two Single bond Position 26 1-2619 Position 50 3,4-diClPh SO _Two Single bond, 27 1-2620, 50 3,4-diClPh SO _Two Single bond 28 1-262 1 50 3,4-diClPh SO _Two Single bond O 29 1-2622 O 50 3,4-diClPh SO _Two Single bond 30 1-2623 Device 50 3,4-diClPh SO _Two Single bond 31 1-2624 Device 50 3,4-diClPh SO _Two Single bond 32 1-2625 3 51 3,4-diClPh SO _Two Single bond Position 1 1-2626 Position 51 3,4-diClPh SO _Two Single bond Position 2 1-2627 Position 51 3,4-diClPh SO _Two Single bond Position 3 1-2628 Position 51 3,4-diClPh SO _Two Single bond Position 4 1-2629 Position 51 3,4-diClPh SO _Two Single bond position 5 1-2630 position 51 3,4-diClPh SO _Two Single bond Device 6 1-2631 Device 51 3,4-diClPh SO _Two Single bond position 7 1-2632 position 51 3,4-diClPh SO _Two Single bond Position 8 1-2633 Position 51 3,4-diClPh SO _Two Single bond Position 9 1-2634 Position 51 3,4-diClPh SO _Two Single bond 10 1-2635 3 51 3,4-diClPh SO _Two Single bond 11 1-2636 Device 51 3,4-diClPh SO _Two Single bond 12 1-2637 3 51 3,4-diClPh SO _Two Single bond 13 1-2638 Device 51 3,4-diClPh SO _Two Single bond 14 1-2639 51 51 3,4-diClPh SO _Two Single bond 151-2640 Position 51 3,4-diClPh SO _Two Single bond 16 1-2641 51 3,4-diClPh SO _Two Single bond 17 1-2642 Station 51 3,4-diClPh SO _Two Single bond 18 1-2643 51 51 3,4-diClPh SO _Two Single bond Position 19 1-2644 Position 51 3,4-diClPh SO _Two Single bond Position 20 1-2645 Position 51 3,4-diClPh SO _Two Single bond 21 1-2646 Device 51 3,4-diClPh SO _Two Single bond 22 1-2647 Device 51 3,4-diClPh SO _Two Single bond O 23 1-2648 O 51 3,4-diClPh SO _Two Single bond Device 24 1-2649 Device 51 3,4-diClPh SO _Two Single bond 25 1-2650 Position 51 3,4-diClPh SO _Two Single bond 26 1-265 1 51 3,4-diClPh SO _Two Single bond 27 1-2652 2 51 3,4-diClPh SO _Two Single bond 28 1-2653 51 51 3,4-diClPh SO _Two Single bond O 29 1-2654 O 51 3,4-diClPh SO _Two Single bond 30 1-2655 3 51 3,4-diClPh SO _Two Single bond 31 1-2656 Device 51 3,4-diClPh SO _Two Single bond Position 32 1-2657 Position 52 3,4-diClPh SO _Two Single bond Position 1 1-2658 Position 52 3,4-diClPh SO _Two Single bond Position 2 1-2659 Position 52 3,4-diClPh SO _Two Single bond Position 3 1-2660 Position 52 3,4-diClPh SO _Two Single bond 4 1-2661 61 52 3,4-diClPh SO _Two Single bond Position 5 1-2662 Position 52 3,4-diClPh SO _Two Single bond Position 6 1-2663 Position 52 3,4-diClPh SO _Two Single bond position 7 1-2664 position 52 3,4-diClPh SO _Two Single bond position 8 1-2665 position 52 3,4-diClPh SO _Two Single bond Position 9 1-2666 Position 52 3,4-diClPh SO _Two Single bond 10 1-2667 3 52 3,4-diClPh SO _Two Single bond 11 1-2668 Device 52 3,4-diClPh SO _Two Single bond unit 12 1-2669 unit 52 3,4-diClPh SO _Two Single bond 13 1-2670 Position 52 3,4-diClPh SO _Two Single bond 14 1-267 1 Position 52 3,4-diClPh SO _Two Single bond 15 1-2672 Device 52 3,4-diClPh SO _Two Single bond 16 1-2673 Position 52 3,4-diClPh SO _Two Single bond 17 1-2674 Station 52 3,4-diClPh SO _Two Single bond 18 1-2675 3 52 3,4-diClPh SO _Two Single bond 19 1-2676 Position 52 3,4-diClPh SO _Two Single bond Position 20 1-2677 Position 52 3,4-diClPh SO _Two Single bond 21 1-2678 Position 52 3,4-diClPh SO _Two Single bond Position 22 1-2679 Position 52 3,4-diClPh SO _Two Single bond 23 1-2680 Position 52 3,4-diClPh SO _Two Single bond Position 24 1-2681 Position 52 3,4-diClPh SO _Two Single bond 25 1-2682 Device 52 3,4-diClPh SO _Two Single bond O 26 1-2683 O 52 3,4-diClPh SO _Two Single bond 27 1-2688 4 52 3,4-diClPh SO _Two Single bond 28 1-2685 Device 52 3,4-diClPh SO _Two Single bond 29 1-2686 Device 52 3,4-diClPh SO _Two Single bond 30 1-26887 52 3,4-diClPh SO _Two Single bond Position 31 1-2688 Position 52 3,4-diClPh SO _Two Single bond Position 32 1-2689 Position 53 3,4-diClPh SO _Two Single bond device 1 1-2690 device 53 3,4-diClPh SO _Two Single bond Position 2 1-2691 Position 53 3,4-diClPh SO _Two Single bond Position 3 1-2692 Position 53 3,4-diClPh SO _Two Single bond Position 4 1-2693 Position 53 3,4-diClPh SO _Two Single bond unit 5 1-2694 unit 53 3,4-diClPh SO _Two Single bond Position 6 1-2695 Position 53 3,4-diClPh SO _Two Single bond position 7 1-2696 position 53 3,4-diClPh SO _Two Single bond Position 8 1-2697 Position 53 3,4-diClPh SO _Two Single bond 9 1-2698 Device 53 3,4-diClPh SO _Two Single bond 10 1-2699 Device 53 3,4-diClPh SO _Two Single bond 11-2700 Device 53 3,4-diClPh SO _Two Single bond Position 12 1-2701 Position 53 3,4-diClPh SO _Two Single bond 13 1-2702 Device 53 3,4-diClPh SO _Two Single bond 14 1-2703 Position 53 3,4-diClPh SO _Two Single bond Position 15 1-2704 Position 53 3,4-diClPh SO _Two Single bond 16 1-2705 3 53 3,4-diClPh SO _Two Single bond 17 1-2706 6 53 3,4-diClPh SO _Two Single bond 18 1-2707 53 53 3,4-diClPh SO _Two Single bond Position 19 1-2708 Position 53 3,4-diClPh SO _Two Single bond Position 20 1-2709 Position 53 3,4-diClPh SO _Two Single bond Position 21 1-2710 Position 53 3,4-diClPh SO _Two Single bond Position 22 1-2711 Position 53 3,4-diClPh SO _Two Single bond O 23 1-2712 O 53 3,4-diClPh SO _Two Single bond Position 24 1-2713 Position 53 3,4-diClPh SO _Two Single bond 25 1-2714 Position 53 3,4-diClPh SO _Two Single bond 26 1-2715 3 53 3,4-diClPh SO _Two Single bond 27 1-2716 16 53 3,4-diClPh SO _Two Single bond 28 1-2717 5 53 3,4-diClPh SO _Two Single bond Position 29 1-2718 Position 53 3,4-diClPh SO _Two Single bond Position 30 1-2719 Position 53 3,4-diClPh SO _Two Single bond 31 1-2720 Device 53 3,4-diClPh SO _Two Single bond Position 32 1-2721 Position 54 3,4-diClPh SO _Two Single bond Position 1 1-2722 Position 54 3,4-diClPh SO _Two Single bond Position 2 1-2723 Position 54 3,4-diClPh SO _Two Single bond Position 3 1-2724 Position 54 3,4-diClPh SO _Two Single bond 4 1-2725 25 54 3,4-diClPh SO _Two Single bond position 5 1-2726 position 54 3,4-diClPh SO _Two Single bond position 6 1-2727 position 54 3,4-diClPh SO _Two Single bond Position 7 1-2728 Position 54 3,4-diClPh SO _Two Single bond device 8 1-2729 device 54 3,4-diClPh SO _Two Single bond Position 9 1-2730 Position 54 3,4-diClPh SO _Two Single bond 10 1-2731 3 54 3,4-diClPh SO _Two Single bond 11 1-2732 Device 54 3,4-diClPh SO _Two Single bond Position 12 1-2733 Position 54 3,4-diClPh SO _Two Single bond 13 1-2734 Device 54 3,4-diClPh SO _Two Single bond Position 14 1-2735 Position 54 3,4-diClPh SO _Two Single bond Position 15 1-2736 Position 54 3,4-diClPh SO _Two Single bond 16 1-2737 Position 54 3,4-diClPh SO _Two Single bond Position 17 1-2738 Position 54 3,4-diClPh SO _Two Single bond Position 18 1-2739 Position 54 3,4-diClPh SO _Two Single bond unit 19 1-2740 unit 54 3,4-diClPh SO _Two Single bond Position 20 1-2741 Position 54 3,4-diClPh SO _Two Single bond Position 21 1-2742 Position 54 3,4-diClPh SO _Two Single bond Position 22 1-2743 Position 54 3,4-diClPh SO _Two Single bond 23 1-2744 3 54 3,4-diClPh SO _Two Single bond Position 24 1-2745 Position 54 3,4-diClPh SO _Two Single bond 25 1-2746 Position 54 3,4-diClPh SO _Two Single bond, 26 1-2747, 54 3,4-diClPh SO _Two Single bond 27 1-2748 48 54 3,4-diClPh SO _Two Single bond unit 28 1-2749 unit 54 3,4-diClPh SO _Two Single bond 29 1-2750 50 54 3,4-diClPh SO _Two Single bond Position 30 1-2751 Position 54 3,4-diClPh SO _Two Single bond Position 31 1-2752 Position 54 3,4-diClPh SO _Two Single bond Position 32 1-2753 Position 55 3,4-diClPh SO _Two Single bond Position 1 1-2754 Position 55 3,4-diClPh SO _Two Single bond unit 2 1-2755 unit 55 3,4-diClPh SO _Two Single bond Position 3 1-2756 Position 55 3,4-diClPh SO _Two Single bond Position 4 1-2757 Position 55 3,4-diClPh SO _Two Single bond Position 5 1-2758 Position 55 3,4-diClPh SO _Two Single bond position 6 1-2759 position 55 3,4-diClPh SO _Two Single bond position 7 1-2760 position 55 3,4-diClPh SO _Two Single bond position 8 1-2761 position 55 3,4-diClPh SO _Two Single bond Position 9 1-2762 Position 55 3,4-diClPh SO _Two Single bond 10 1-2763 3 55 3,4-diClPh SO _Two Single bond 11 1-276 4 55 3,4-diClPh SO _Two Single bond 12 1-2765 Device 55 3,4-diClPh SO _Two Single bond 13 1-2766 Device 55 3,4-diClPh SO _Two Single bond position 14 1-2767 position 55 3,4-diClPh SO _Two Single bond Position 15 1-2768 Position 55 3,4-diClPh SO _Two Single bond 16 1-2769 5 55 3,4-diClPh SO _Two Single bond 17 1-2770 Device 55 3,4-diClPh SO _Two Single bond Position 18 1-2771 Position 55 3,4-diClPh SO _Two Single bond Position 19 1-2772 Position 55 3,4-diClPh SO _Two Single bond Position 20 1-2773 Position 55 3,4-diClPh SO _Two Single bond 21-21774 Device 55 3,4-diClPh SO _Two Single bond 22 1-2775 Device 55 3,4-diClPh SO _Two Single bond 23 1-2776 Device 55 3,4-diClPh SO _Two Single bond Position 24 1-2777 Position 55 3,4-diClPh SO _Two Single bond 25 1-2778 Position 55 3,4-diClPh SO _Two Single bond 26 1-2779 79 55 3,4-diClPh SO _Two Single bond, 27 1-2780, 55 3,4-diClPh SO _Two Single bond 28 1-2788 1 55 3,4-diClPh SO _Two Single bond 29 1-2782 Device 55 3,4-diClPh SO _Two Single bond Position 30 1-278 3 Position 55 3,4-diClPh SO _Two Single bond 31 1-2784 Device 55 3,4-diClPh SO _Two Single bond Position 32 1-2785 Position 56 3,4-diClPh SO _Two Single bond position 1 1-2786 position 56 3,4-diClPh SO _Two Single bond Position 2 1-2787 Position 56 3,4-diClPh SO _Two Single bond Position 3 1-2788 Position 56 3,4-diClPh SO _Two Single bond Position 4 1-2789 Position 56 3,4-diClPh SO _Two Single bond position 5 1-2790 position 56 3,4-diClPh SO _Two Single bond Position 6 1-2791 Position 56 3,4-diClPh SO _Two Single bond Position 7 1-2792 Position 56 3,4-diClPh SO _Two Single bond position 8 1-2793 position 56 3,4-diClPh SO _Two Single bond Position 9 1-2794 Position 56 3,4-diClPh SO _Two Single bond 10 1-2795 Position 56 3,4-diClPh SO _Two Single bond 11 1-2796 Device 56 3,4-diClPh SO _Two Single bond Position 12 1-2797 Position 56 3,4-diClPh SO _Two Single bond 13 1-2798 Device 56 3,4-diClPh SO _Two Single bond Position 14 1-2799 Position 56 3,4-diClPh SO _Two Single bond 15-2800 Position 56 3,4-diClPh SO _Two Single bond Position 16 1-2801 Position 56 3,4-diClPh SO _Two Single bond Position 17 1-2802 Position 56 3,4-diClPh SO _Two Single bond unit 18 1-2803 unit 56 3,4-diClPh SO _Two Single bond Position 19 1-2804 Position 56 3,4-diClPh SO _Two Single bond unit 20 1-2805 unit 56 3,4-diClPh SO _Two Single bond 21 21806 6 56 3,4-diClPh SO _Two Single bond Position 22 1-2807 Position 56 3,4-diClPh SO _Two Single bond O 23 1-2808 O 56 3,4-diClPh SO _Two Single bond Position 24 1-2809 Position 56 3,4-diClPh SO _Two Single bond 25 1-2810 Position 56 3,4-diClPh SO _Two Single bond 26 1-281 11 56 3,4-diClPh SO _Two Single bond Position 27 1-2812 Position 56 3,4-diClPh SO _Two Single bond 28 1-281 13 56 3,4-diClPh SO _Two Single bond Position 29 1-2814 Position 56 3,4-diClPh SO _Two Single bond 30 1-2815 Device 56 3,4-diClPh SO _Two Single bond Position 31 1-2816 Position 56 3,4-diClPh SO _Two Single bond Position 32 1-2817 Position 57 3,4-diClPh SO _Two Single bond position 1 1-2818 position 57 3,4-diClPh SO _Two Single bond Position 2 1-2819 Position 57 3,4-diClPh SO _Two Single bond Position 3 1-2820 Position 57 3,4-diClPh SO _Two Single bond Position 4 1-2821 Position 57 3,4-diClPh SO _Two Single bond position 5 1-2822 position 57 3,4-diClPh SO _Two Single bond Position 6 1-2823 Position 57 3,4-diClPh SO _Two Single bond position 7 1-2824 position 57 3,4-diClPh SO _Two Single bond position 8 1-2825 position 57 3,4-diClPh SO _Two Single bond Position 9 1-2826 Position 57 3,4-diClPh SO _Two Single bond 10 1-2827 Device 57 3,4-diClPh SO _Two Single bond 11 1-2828 Device 57 3,4-diClPh SO _Two Single bond Position 12 1-2829 Position 57 3,4-diClPh SO _Two Single bond 13 1-2830 Device 57 3,4-diClPh SO _Two Single bond 14 1-2831 57 57 3,4-diClPh SO _Two Single bond Position 15 1-2832 Position 57 3,4-diClPh SO _Two Single bond 16 1-2833 Position 57 3,4-diClPh SO _Two Single bond Position 17 1-2834 Position 57 3,4-diClPh SO _Two Single bond Position 18 1-2835 Position 57 3,4-diClPh SO _Two Single bond Position 19 1-2836 Position 57 3,4-diClPh SO _Two Single bond Position 20 1-2837 Position 57 3,4-diClPh SO _Two Single bond Position 21 1-2838 Position 57 3,4-diClPh SO _Two Single bond Position 22 1-2839 Position 57 3,4-diClPh SO _Two Single bond 23 1-2840 Device 57 3,4-diClPh SO _Two Single bond unit 24 1-2841 unit 57 3,4-diClPh SO _Two Single bond 25 1-2842 42 57 3,4-diClPh SO _Two Single bond 26 1-2843 57 3,4-diClPh SO _Two Single bond Position 27 1-2844 Position 57 3,4-diClPh SO _Two Single bond 28 1-2845 45 57 3,4-diClPh SO _Two Single bond Position 29 1-2846 Position 57 3,4-diClPh SO _Two Single bond 30 1-2847 Device 57 3,4-diClPh SO _Two Single bond Position 31 1-2848 Position 57 3,4-diClPh SO _Two Single bond Position 32 1-2849 Position 58 3,4-diClPh SO _Two Single bond position 1 1-2850 position 58 3,4-diClPh SO _Two Single bond Position 2 1-2851 Position 58 3,4-diClPh SO _Two Single bond position 3 1-2852 position 58 3,4-diClPh SO _Two Single bond Position 41-2853 Position 58 3,4-diClPh SO _Two Single bond position 5 1-2854 position 58 3,4-diClPh SO _Two Single bond position 6 1-2855 position 58 3,4-diClPh SO _Two Single bond position 7 1-2856 position 58 3,4-diClPh SO _Two Single bond unit 8 1-2857 unit 58 3,4-diClPh SO _Two Single bond position 9 1-2858 position 58 3,4-diClPh SO _Two Single bond 10 1-2859 Device 58 3,4-diClPh SO _Two Single bond 11 1-2860 Device 58 3,4-diClPh SO _Two Single bond Position 12 1-2861 Position 58 3,4-diClPh SO _Two Single bond 13 1-2862 58 3,4-diClPh SO _Two Single bond position 14 1-2863 position 58 3,4-diClPh SO _Two Single bond position 15 1-2864 position 58 3,4-diClPh SO _Two Single bond 16 1-2865 58 58 3,4-diClPh SO _Two Single bond 17 1-2866 Position 58 3,4-diClPh SO _Two Single bond 18 1-2867 58 58 3,4-diClPh SO _Two Single bond Position 19 1-2868 Position 58 3,4-diClPh SO _Two Single bond Position 20 1-2869 Position 58 3,4-diClPh SO _Two Single bond 21-21870 Position 58 3,4-diClPh SO _Two Single bond Position 22 1-2871 Position 58 3,4-diClPh SO _Two Single bond 23 1-2872 58 3,4-diClPh SO _Two Single bond Position 24 1-2873 Position 58 3,4-diClPh SO _Two Single bond 25 1-2874 Position 58 3,4-diClPh SO _Two Single bond 26 1-2875 Position 58 3,4-diClPh SO _Two Single bond position 27 1-2876 position 58 3,4-diClPh SO _Two Single bond O 28 1-2877 O 58 3,4-diClPh SO _Two Single bond 29 1-2878 Position 58 3,4-diClPh SO _Two Single bond Position 30 1-2879 Position 58 3,4-diClPh SO _Two Single bond 31 1-2880 Position 58 3,4-diClPh SO _Two Single bond 32 1-2881 59 3,4-diClPh SO _Two Single bond position 1 1-2882 position 59 3,4-diClPh SO _Two Single bond position 2 1-2883 position 59 3,4-diClPh SO _Two Single bond Position 3 1-2884 Position 59 3,4-diClPh SO _Two Single bond Position 4 1-2885 Position 59 3,4-diClPh SO _Two Single bond Position 5 1-2886 Position 59 3,4-diClPh SO _Two Single bond position 6 1-2887 position 59 3,4-diClPh SO _Two Single bond position 7 1-2888 position 59 3,4-diClPh SO _Two Single bond position 8 1-2889 position 59 3,4-diClPh SO _Two Single bond position 9 1-2890 position 59 3,4-diClPh SO _Two Single bond 10 1-2891 Device 59 3,4-diClPh SO _Two Single bond 11 1-2892 Device 59 3,4-diClPh SO _Two Single bond Position 12 1-2893 Position 59 3,4-diClPh SO _Two Single bond 13 1-2894 Device 59 3,4-diClPh SO _Two Single bond position 14 1-2895 position 59 3,4-diClPh SO _Two Single bond 15 1-2896 Position 59 3,4-diClPh SO _Two Single bond 16 1-2897 9 59 3,4-diClPh SO _Two Single bond 17 1-2898 Device 59 3,4-diClPh SO _Two Single bond 18 1-2899 Position 59 3,4-diClPh SO _Two Single bond 19 1-2900 59 3,4-diClPh SO _Two Single bond Position 20 1-2901 Position 59 3,4-diClPh SO _Two Single bond 21 21902 2 59 3,4-diClPh SO _Two Single bond 22 1-2903 3 59 3,4-diClPh SO _Two Single bond unit 23 1-2904 unit 59 3,4-diClPh SO _Two Single bond 24 1-2905 Position 59 3,4-diClPh SO _Two Single bond 25 1-2906 Device 59 3,4-diClPh SO _Two Single bond 26 1-2907 Device 59 3,4-diClPh SO _Two Single bond position 27 1-2908 position 59 3,4-diClPh SO _Two Single bond 28 1-2909 59 59 3,4-diClPh SO _Two Single bond 29 1-2910 5 59 3,4-diClPh SO _Two Single bond 30 1-2911 Device 59 3,4-diClPh SO _Two Single bond 31 1-2912 Device 59 3,4-diClPh SO _Two Single bond Position 32 1-2913 Position 60 3,4-diClPh SO _Two Single bond Position 1 1-2914 Position 60 3,4-diClPh SO _Two Single bond Position 2 1-2915 Position 60 3,4-diClPh SO _Two Single bond Position 3 1-2916 Position 60 3,4-diClPh SO _Two Single bond Position 4 1-2917 Position 60 3,4-diClPh SO _Two Single bond 5 1-2918 18 60 3,4-diClPh SO _Two Single bond Position 6 1-2919 Position 60 3,4-diClPh SO _Two Single bond Position 7 1-2920 Position 60 3,4-diClPh SO _Two Single bond Position 8 1-2921 Position 60 3,4-diClPh SO _Two Single bond Position 9 1-2922 Position 60 3,4-diClPh SO _Two Single bond device 10 1-2923 device 60 3,4-diClPh SO _Two Single bond 11 1-2924 Device 60 3,4-diClPh SO _Two Single bond 121-2925 Device 60 3,4-diClPh SO _Two Single bond 13 1-2926 Device 60 3,4-diClPh SO _Two Single bond Position 14 1-2927 Position 60 3,4-diClPh SO _Two Single bond 15 1-2928 Device 60 3,4-diClPh SO _Two Single bond 16 1-2929 Position 60 3,4-diClPh SO _Two Single bond 17 1-2930 30 60 3,4-diClPh SO _Two Single bond 18 1-2931 Device 60 3,4-diClPh SO _Two Single bond Position 19 1-2932 Position 60 3,4-diClPh SO _Two Single bond Position 20 1-2933 Position 60 3,4-diClPh SO _Two Single bond 21-21934 Device 60 3,4-diClPh SO _Two Single bond Position 22 1-2935 Position 60 3,4-diClPh SO _Two Single bond 23 1-2936 36 60 3,4-diClPh SO _Two Single bond 24 1-2937 37 60 3,4-diClPh SO _Two Single bond unit 25 1-2938 unit 60 3,4-diClPh SO _Two Single bond 26 1-2939 39 60 3,4-diClPh SO _Two Single bond 27 1-2940 40 60 3,4-diClPh SO _Two Single bond 28 1-2941 60 3,4-diClPh SO _Two Single bond 29 1-2942 Device 60 3,4-diClPh SO _Two Single bond 30 1-2943 60 3,4-diClPh SO _Two Single bond 31 1-2944 Device 60 3,4-diClPh SO _Two Single bond Position 32 1-2945 Position 61 3,4-diClPh SO _Two Single bond Position 1 1-2946 Position 61 3,4-diClPh SO _Two Single bond Position 21-2947 Position 61 3,4-diClPh SO _Two Single bond Position 3 1-2948 Position 61 3,4-diClPh SO _Two Single bond unit 4 1-2949 unit 61 3,4-diClPh SO _Two Single bond device 5 1-2950 device 61 3,4-diClPh SO _Two Single bond position 6 1-2951 position 61 3,4-diClPh SO _Two Single bond Position 7 1-2952 Position 61 3,4-diClPh SO _Two Single bond position 8 1-2953 position 61 3,4-diClPh SO _Two Single bond Position 9 1-2954 Position 61 3,4-diClPh SO _Two Single bond 10 1-2955 Device 61 3,4-diClPh SO _Two Single bond 11 1-29596 61 3,4-diClPh SO _Two Single bond 12 1-2957 1 61 3,4-diClPh SO _Two Single bond 13 1-2958 Device 61 3,4-diClPh SO _Two Single bond Position 14 1-2959 Position 61 3,4-diClPh SO _Two Single bond 15 1-2960 Device 61 3,4-diClPh SO _Two Single bond unit 16 1-2961 unit 61 3,4-diClPh SO _Two Single bond 17 1-2962 6 1 3,4-diClPh SO _Two Single bond 18 1-2963 6 1 3,4-diClPh SO _Two Single bond Position 19 1-2964 Position 61 3,4-diClPh SO _Two Single bond 20 1-2965 Device 61 3,4-diClPh SO _Two Single bond 21 1-2966 Device 61 3,4-diClPh SO _Two Single bond Position 22 1-2967 Position 61 3,4-diClPh SO _Two Single bond 23 1-2968 Device 61 3,4-diClPh SO _Two Single bond 24 1-2969 Position 61 3,4-diClPh SO _Two Single bond 25 1-2970 Position 61 3,4-diClPh SO _Two Single bond 26 1-2971 Position 61 3,4-diClPh SO _Two Single bond 27 1-2972 61 3,4-diClPh SO _Two Single bond 28 1-2977 3 61 3,4-diClPh SO _Two Single bond 29 1-2974 Device 61 3,4-diClPh SO _Two Single bond 30 1-2975 Device 61 3,4-diClPh SO _Two Single bond 31 1-2976 Device 61 3,4-diClPh SO _Two Single bond Position 32 1-2977 Position 33 3,4-diClPh SO _Two CH _Two Position 1 1-2978 Position 33 3,4-diClPh SO _Two CH _Two Position 2 1-2979 Position 33 3,4-diClPh SO _Two CH _Two Position 3 1-2980 Position 33 3,4-diClPh SO _Two CH _Two Unit 4 1-2981 Unit 33 3,4-diClPh SO _Two CH _Two Position 5 1-2982 Position 33 3,4-diClPh SO _Two CH _Two Position 6 1-2983 Position 33 3,4-diClPh SO _Two CH _Two Position 7 1-2984 Position 33 3,4-diClPh SO _Two CH _Two Position 8 1-2985 Position 33 3,4-diClPh SO _Two CH _Two Position 9 1-2986 Position 33 3,4-diClPh SO _Two CH _Two Position 10 1-2987 Position 33 3,4-diClPh SO _Two CH _Two Position 11 1-2988 Position 33 3,4-diClPh SO _Two CH _Two Position 12 1-2989 Position 33 3,4-diClPh SO _Two CH _Two Position 13 1-2990 Position 33 3,4-diClPh SO _Two CH _Two Position 14 1-2991 Position 33 3,4-diClPh SO _Two CH _Two Position 15 1-2992 Position 33 3,4-diClPh SO _Two CH _Two Position 16 1-2993 Position 33 3,4-diClPh SO _Two CH _Two Position 17 1-2994 Position 33 3,4-diClPh SO _Two CH _Two Position 18 1-2995 Position 33 3,4-diClPh SO _Two CH _Two Position 19 1-2996 Position 33 3,4-diClPh SO _Two CH _Two Position 20 1-2997 Position 33 3,4-diClPh SO _Two CH _Two Position 21 1-2998 Position 33 3,4-diClPh SO _Two CH _Two Position 22 1-2999 Position 33 3,4-diClPh SO _Two CH _Two Position 23 1-3000 Position 33 3,4-diClPh SO _Two CH _Two Position 24 1-3001 Position 33 3,4-diClPh SO _Two CH _Two Position 25 1-3002 Position 33 3,4-diClPh SO _Two CH _Two Position 26 1-3003 Position 33 3,4-diClPh SO _Two CH _Two Position 27 1-3004 Position 33 3,4-diClPh SO _Two CH _Two Position 28 1-3005 Position 33 3,4-diClPh SO _Two CH _Two Position 29 1-3006 Position 33 3,4-diClPh SO _Two CH _Two Position 30 1-3007 Position 33 3,4-diClPh SO _Two CH _Two Position 31 1-3008 Position 33 3,4-diClPh SO _Two CH _Two Position 32 1-3009 Position 33 3,4-diClPh SO _Two CH = CH Position 1 1-3010 Position 33 3,4-diClPh SO _Two CH = CH Position 2 1-3011 Position 33 3,4-diClPh SO _Two CH = CH unit 3 1-3012 unit 33 3,4-diClPh SO _Two CH = CH Position 4 1-3013 Position 33 3,4-diClPh SO _Two CH = CH position 5 1-3014 position 33 3,4-diClPh SO _Two CH = CH position 6 1-3015 position 33 3,4-diClPh SO _Two CH = CH position 7 1-3016 position 33 3,4-diClPh SO _Two CH = CH device 8 1-3017 device 33 3,4-diClPh SO _Two CH = CH position 9 1-3018 position 33 3,4-diClPh SO _Two CH = CH device 10 1-3019 device 33 3,4-diClPh SO _Two CH = CH device 11 1-3020 device 33 3,4-diClPh SO _Two CH = CH device 12 1-3021 device 33 3,4-diClPh SO _Two CH = CH Position 13 1-3022 Position 33 3,4-diClPh SO _Two CH = CH Position 14 1-3023 Position 33 3,4-diClPh SO _Two CH = CH Position 15 1-3024 Position 33 3,4-diClPh SO _Two CH = CH storage 16 1-3025 storage 33 3,4-diClPh SO _Two CH = CH Position 17 1-3026 Position 33 3,4-diClPh SO _Two CH = CH Storage 18 1-3027 Storage 33 3,4-diClPh SO _Two CH = CH Position 19 1-3028 Position 33 3,4-diClPh SO _Two CH = CH Position 20 1-3029 Position 33 3,4-diClPh SO _Two CH = CH Position 21 1-3030 Position 33 3,4-diClPh SO _Two CH = CH device 22 1-3031 device 33 3,4-diClPh SO _Two CH = CH storage 23 1-3032 storage 33 3,4-diClPh SO _Two CH = CH device 24 1-3033 device 33 3,4-diClPh SO _Two CH = CH device 25 1-3034 device 33 3,4-diClPh SO _Two CH = CH Device 26 1-3035 Device 33 3,4-diClPh SO _Two CH = CH Position 27 1-3036 Position 33 3,4-diClPh SO _Two CH = CH storage 28 1-3037 storage 33 3,4-diClPh SO _Two CH = CH storage 29 1-3038 storage 33 3,4-diClPh SO _Two CH = CH Position 30 1-3039 Position 33 3,4-diClPh SO _Two CH = CH unit 31 1-3040 unit 33 3,4-diClPh SO _Two CH = CH device 32 1-3041 device 33 3,4-diClPh SO _Two CH _Two CH _Two Position 1 1-3042 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 2 1-3043 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 3 1-3044 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 4 1-3045 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 5 1-3046 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 6 1-3047 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 7 1-3048 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 8 1-3049 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 9 1-3050 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 10 1-3051 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 11 1-3052 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 12 1-3053 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 13 1-3054 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 14 1-3055 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 15 1-3056 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 16 1-3057 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 17 1-3058 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 18 1-3059 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 19 1-3060 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 20 1-3061 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 21 1-3062 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 22 1-3063 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 23 1-3064 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 24 1-3065 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 25 1-3066 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 26 1-3067 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 27 1-3068 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 28 1-3069 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 29 1-3070 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 30 1-3071 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 31 1-3072 Position 33 3,4-diClPh SO _Two CH _Two CH _Two Position 32 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 1-3073 Position 33 3,4-diClPh CO CH _Two Position 1 1-3074 Position 33 3,4-diClPh CO CH _Two Position 2 1-3075 Position 33 3,4-diClPh CO CH _Two Position 3 1-3076 Position 33 3,4-diClPh CO CH _Two Position 4 1-3077 Position 33 3,4-diClPh CO CH _Two Position 5 1-3078 Position 33 3,4-diClPh CO CH _Two Position 6 1-3079 Position 33 3,4-diClPh CO CH _Two Position 7 1-3080 Position 33 3,4-diClPh CO CH _Two Position 8 1-3081 Position 33 3,4-diClPh CO CH _Two Position 9 1-3082 Position 33 3,4-diClPh CO CH _Two Position 10 1-3083 Position 33 3,4-diClPh CO CH _Two Position 11 1-3084 Position 33 3,4-diClPh CO CH _Two Position 12 1-3085 Position 33 3,4-diClPh CO CH _Two Position 13 1-3086 Position 33 3,4-diClPh CO CH _Two Position 14 1-3087 Position 33 3,4-diClPh CO CH _Two Position 15 1-3088 Position 33 3,4-diClPh CO CH _Two Unit 16 1-3089 Unit 33 3,4-diClPh CO CH _Two Position 17 1-3090 Position 33 3,4-diClPh CO CH _Two Position 18 1-3091 Position 33 3,4-diClPh CO CH _Two Position 19 1-3092 Position 33 3,4-diClPh CO CH _Two Position 20 1-3093 Position 33 3,4-diClPh CO CH _Two Position 21 1-3094 Position 33 3,4-diClPh CO CH _Two Position 22 1-3095 Position 33 3,4-diClPh CO CH _Two Position 23 1-3096 Position 33 3,4-diClPh CO CH _Two Position 24 1-3097 Position 33 3,4-diClPh CO CH _Two Position 25 1-3098 Position 33 3,4-diClPh CO CH _Two Position 26 1-3099 Position 33 3,4-diClPh CO CH _Two Position 27 1-3100 Position 33 3,4-diClPh CO CH _Two Position 28 1-3101 Position 33 3,4-diClPh CO CH _Two Position 29 1-3102 Position 33 3,4-diClPh CO CH _Two Position 30 1-3103 Position 33 3,4-diClPh CO CH _Two Position 31 1-3104 Position 33 3,4-diClPh CO CH _Two Position 32 1-3105 Position 34 3,4-diClPh CO CH _Two Position 1 1-3106 Position 34 3,4-diClPh CO CH _Two Position 2 1-3107 Position 34 3,4-diClPh CO CH _Two Position 3 1-3108 Position 34 3,4-diClPh CO CH _Two Position 4 1-3109 Position 34 3,4-diClPh CO CH _Two Position 5 1-3110 Position 34 3,4-diClPh CO CH _Two Position 6 1-3111 Position 34 3,4-diClPh CO CH _Two Position 7 1-3112 Position 34 3,4-diClPh CO CH _Two Position 8 1-3113 Position 34 3,4-diClPh CO CH _Two Position 9 1-3114 Position 34 3,4-diClPh CO CH _Two Position 10 1-3115 Position 34 3,4-diClPh CO CH _Two Position 11 1-3116 Position 34 3,4-diClPh CO CH _Two Position 12 1-3117 Position 34 3,4-diClPh CO CH _Two Position 13 1-3118 Position 34 3,4-diClPh CO CH _Two Position 14 1-3119 Position 34 3,4-diClPh CO CH _Two Position 15 1-3120 Position 34 3,4-diClPh CO CH _Two Position 16 1-3121 Position 34 3,4-diClPh CO CH _Two Position 17 1-3122 Position 34 3,4-diClPh CO CH _Two Position 18 1-3123 Position 34 3,4-diClPh CO CH _Two Position 19 1-3124 Position 34 3,4-diClPh CO CH _Two Unit 20 1-3125 Unit 34 3,4-diClPh CO CH _Two Position 21 1-3126 Position 34 3,4-diClPh CO CH _Two Position 22 1-3127 Position 34 3,4-diClPh CO CH _Two Position 23 1-3128 Position 34 3,4-diClPh CO CH _Two Position 24 1-3129 Position 34 3,4-diClPh CO CH _Two Position 25 1-3130 Position 34 3,4-diClPh CO CH _Two Unit 26 1-3131 Unit 34 3,4-diClPh CO CH _Two Position 27 1-3132 Position 34 3,4-diClPh CO CH _Two Position 28 1-3133 Position 34 3,4-diClPh CO CH _Two Position 29 1-3134 Position 34 3,4-diClPh CO CH _Two Position 30 1-3135 Position 34 3,4-diClPh CO CH _Two Position 31 1-3136 Position 34 3,4-diClPh CO CH _Two Position 32 1-3137 Position 35 3,4-diClPh CO CH _Two Position 1 1-3138 Position 35 3,4-diClPh CO CH _Two Position 21-3139 Position 35 3,4-diClPh CO CH _Two Position 3 1-3140 Position 35 3,4-diClPh CO CH _Two Position 4 1-3141 Position 35 3,4-diClPh CO CH _Two Position 5 1-3142 Position 35 3,4-diClPh CO CH _Two Position 6 1-3143 Position 35 3,4-diClPh CO CH _Two Position 7 1-3144 Position 35 3,4-diClPh CO CH _Two Position 8 1-3145 Position 35 3,4-diClPh CO CH _Two Position 9 1-3146 Position 35 3,4-diClPh CO CH _Two Position 10 1-3147 Position 35 3,4-diClPh CO CH _Two Position 11 1-3148 Position 35 3,4-diClPh CO CH _Two Position 12 1-3149 Position 35 3,4-diClPh CO CH _Two Position 13 1-3150 Position 35 3,4-diClPh CO CH _Two Position 14 1-3151 Position 35 3,4-diClPh CO CH _Two Position 15 1-3152 Position 35 3,4-diClPh CO CH _Two Position 16 1-3153 Position 35 3,4-diClPh CO CH _Two Position 17 1-3154 Position 35 3,4-diClPh CO CH _Two Position 18 1-3155 Position 35 3,4-diClPh CO CH _Two Position 19 1-3156 Position 35 3,4-diClPh CO CH _Two Position 20 1-3157 Position 35 3,4-diClPh CO CH _Two Position 21 1-3158 Position 35 3,4-diClPh CO CH _Two Position 22 1-3159 Position 35 3,4-diClPh CO CH _Two Position 23 1-3160 Position 35 3,4-diClPh CO CH _Two Position 24 1-3161 Position 35 3,4-diClPh CO CH _Two Position 25 1-3162 Position 35 3,4-diClPh CO CH _Two Position 26 1-3163 Position 35 3,4-diClPh CO CH _Two Position 27 1-3164 Position 35 3,4-diClPh CO CH _Two Position 28 1-3165 Position 35 3,4-diClPh CO CH _Two Position 29 1-3166 Position 35 3,4-diClPh CO CH _Two Position 30 1-3167 Position 35 3,4-diClPh CO CH _Two Unit 31 1-3168 Unit 35 3,4-diClPh CO CH _Two Position 32 1-3169 Position 36 3,4-diClPh CO CH _Two Unit 1 1-3170 Unit 36 3,4-diClPh CO CH _Two Unit 2 1-3171 Unit 36 3,4-diClPh CO CH _Two Position 3 1-3172 Position 36 3,4-diClPh CO CH _Two Unit 4 1-3173 Unit 36 3,4-diClPh CO CH _Two Position 5 1-3174 Position 36 3,4-diClPh CO CH _Two Position 6 1-3175 Position 36 3,4-diClPh CO CH _Two Position 7 1-3176 Position 36 3,4-diClPh CO CH _Two Position 8 1-3177 Position 36 3,4-diClPh CO CH _Two Position 9 1-3178 Position 36 3,4-diClPh CO CH _Two Position 10 1-3179 Position 36 3,4-diClPh CO CH _Two Position 11 1-3180 Position 36 3,4-diClPh CO CH _Two Position 12 1-3181 Position 36 3,4-diClPh CO CH _Two Position 13 1-3182 Position 36 3,4-diClPh CO CH _Two Position 14 1-3183 Position 36 3,4-diClPh CO CH _Two Position 15 1-3184 Position 36 3,4-diClPh CO CH _Two Position 16 1-3185 Position 36 3,4-diClPh CO CH _Two Position 17 1-3186 Position 36 3,4-diClPh CO CH _Two Position 18 1-3187 Position 36 3,4-diClPh CO CH _Two Position 19 1-3188 Position 36 3,4-diClPh CO CH _Two Position 20 1-3189 Position 36 3,4-diClPh CO CH _Two Position 21 1-3190 Position 36 3,4-diClPh CO CH _Two Position 22 1-3191 Position 36 3,4-diClPh CO CH _Two Position 23 1-3192 Position 36 3,4-diClPh CO CH _Two Position 24 1-3193 Position 36 3,4-diClPh CO CH _Two Position 25 1-3194 Position 36 3,4-diClPh CO CH _Two Position 26 1-3195 Position 36 3,4-diClPh CO CH _Two Position 27 1-3196 Position 36 3,4-diClPh CO CH _Two Position 28 1-3197 Position 36 3,4-diClPh CO CH _Two Position 29 1-3198 Position 36 3,4-diClPh CO CH _Two Position 30 1-3199 Position 36 3,4-diClPh CO CH _Two Position 31 1-3200 Position 36 3,4-diClPh CO CH _Two Position 32 1-3201 Position 37 3,4-diClPh CO CH _Two Position 1 1-3202 Position 37 3,4-diClPh CO CH _Two Position 2 1-3203 Position 37 3,4-diClPh CO CH _Two Position 3 1-3204 Position 37 3,4-diClPh CO CH _Two Position 4 1-3205 Position 37 3,4-diClPh CO CH _Two Position 5 1-3206 Position 37 3,4-diClPh CO CH _Two Position 6 1-3207 Position 37 3,4-diClPh CO CH _Two Position 7 1-3208 Position 37 3,4-diClPh CO CH _Two Position 8 1-3209 Position 37 3,4-diClPh CO CH _Two Position 9 1-3210 Position 37 3,4-diClPh CO CH _Two Position 10 1-3211 Position 37 3,4-diClPh CO CH _Two Position 11 1-3212 Position 37 3,4-diClPh CO CH _Two Position 12 1-3213 Position 37 3,4-diClPh CO CH _Two Position 13 1-3214 Position 37 3,4-diClPh CO CH _Two Position 14 1-3215 Position 37 3,4-diClPh CO CH _Two Position 15 1-3216 Position 37 3,4-diClPh CO CH _Two Position 16 1-3217 Position 37 3,4-diClPh CO CH _Two Position 17 1-3218 Position 37 3,4-diClPh CO CH _Two Position 18 1-3219 Position 37 3,4-diClPh CO CH _Two Position 19 1-3220 Position 37 3,4-diClPh CO CH _Two Position 20 1-3221 Position 37 3,4-diClPh CO CH _Two Position 21 1-3222 Position 37 3,4-diClPh CO CH _Two Position 22 1-3223 Position 37 3,4-diClPh CO CH _Two Device 23 1-3224 Device 37 3,4-diClPh CO CH _Two Position 24 1-3225 Position 37 3,4-diClPh CO CH _Two Position 25 1-3226 Position 37 3,4-diClPh CO CH _Two Position 26 1-3227 Position 37 3,4-diClPh CO CH _Two Position 27 1-3228 Position 37 3,4-diClPh CO CH _Two Position 28 1-3229 Position 37 3,4-diClPh CO CH _Two Position 29 1-3230 Position 37 3,4-diClPh CO CH _Two Position 30 1-3231 Position 37 3,4-diClPh CO CH _Two Position 31 1-3232 Position 37 3,4-diClPh CO CH _Two Device 32 1-3233 Device 38 3,4-diClPh CO CH _Two Position 1 1-3234 Position 38 3,4-diClPh CO CH _Two Position 2 1-3235 Position 38 3,4-diClPh CO CH _Two Set 3 1-3236 Set 38 3,4-diClPh CO CH _Two Position 4 1-3237 Position 38 3,4-diClPh CO CH _Two Position 5 1-33238 Position 38 3,4-diClPh CO CH _Two Position 6 1-3239 Position 38 3,4-diClPh CO CH _Two Position 7 1-3240 Position 38 3,4-diClPh CO CH _Two Position 8 1-3324 1 Position 38 3,4-diClPh CO CH _Two Position 9 1-3242 Position 38 3,4-diClPh CO CH _Two Position 10 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50 3,4-diClPh CO CH _Two Position 5 1-3622 Position 50 3,4-diClPh CO CH _Two Position 6 1-3623 Position 50 3,4-diClPh CO CH _Two Position 7 1-3624 Position 50 3,4-diClPh CO CH _Two Position 8 1-3625 Position 50 3,4-diClPh CO CH _Two Position 9 1-3626 Position 50 3,4-diClPh CO CH _Two Position 10 1-3627 Position 50 3,4-diClPh CO CH _Two Position 11 1-3628 Position 50 3,4-diClPh CO CH _Two Position 12 1-3629 Position 50 3,4-diClPh CO CH _Two Position 13 1-3630 Position 50 3,4-diClPh CO CH _Two Position 14 1-363 1 Position 50 3,4-diClPh CO CH _Two Position 15 1-3632 Position 50 3,4-diClPh CO CH _Two Position 16 1-3633 Position 50 3,4-diClPh CO CH _Two Position 17 1-3634 Position 50 3,4-diClPh CO CH _Two Position 18 1-3635 Position 50 3,4-diClPh CO CH _Two Position 19 1-3636 Position 50 3,4-diClPh CO CH _Two Position 20 1-3637 Position 50 3,4-diClPh CO CH _Two Position 21 1-3638 Position 50 3,4-diClPh CO CH _Two Position 22 1-3639 Position 50 3,4-diClPh CO CH _Two Position 23 1-3640 Position 50 3,4-diClPh CO CH _Two Position 24 1-3641 Position 50 3,4-diClPh CO CH _Two Position 25 1-3642 Position 50 3,4-diClPh CO CH _Two Position 26 1-3643 Position 50 3,4-diClPh CO CH _Two Position 27 1-3644 Position 50 3,4-diClPh CO CH _Two Position 28 1-3645 Position 50 3,4-diClPh CO CH _Two Position 29 1-3646 Position 50 3,4-diClPh CO CH _Two Position 30 1-3647 Position 50 3,4-diClPh CO CH _Two Position 31 1-3648 Position 50 3,4-diClPh CO CH _Two Position 32 1-3649 Position 51 3,4-diClPh CO CH _Two Position 1 1-3650 Position 51 3,4-diClPh CO CH _Two Position 21-3651 Position 51 3,4-diClPh CO CH _Two Position 3 1-3652 Position 51 3,4-diClPh CO CH _Two Device 4 1-3653 Device 51 3,4-diClPh CO CH _Two Position 5 1-3654 Position 51 3,4-diClPh CO CH _Two Position 6 1-3655 Position 51 3,4-diClPh CO CH _Two Position 7 1-3656 Position 51 3,4-diClPh CO CH _Two Position 8 1-3657 Position 51 3,4-diClPh CO CH _Two Position 9 1-3658 Position 51 3,4-diClPh CO CH _Two Position 10 1-365 9 Position 51 3,4-diClPh CO CH _Two Position 11 1-3660 Position 51 3,4-diClPh CO CH _Two Position 12 1-3666 Position 51 3,4-diClPh CO CH _Two Position 13 1-3662 Position 51 3,4-diClPh CO CH _Two Position 14 1-3663 Position 51 3,4-diClPh CO CH _Two Position 15 1-3664 Position 51 3,4-diClPh CO CH _Two Position 16 1-3665 Position 51 3,4-diClPh CO CH _Two Position 17 1-3666 Position 51 3,4-diClPh CO CH _Two Position 18 1-3667 Position 51 3,4-diClPh CO CH _Two Position 19 1-3668 Position 51 3,4-diClPh CO CH _Two Position 20 1-3669 Position 51 3,4-diClPh CO CH _Two Position 21 1-3670 Position 51 3,4-diClPh CO CH _Two Position 22 1-3671 Position 51 3,4-diClPh CO CH _Two Position 23 1-3672 Position 51 3,4-diClPh CO CH _Two Position 24 1-367 Position 51 3,4-diClPh CO CH _Two Position 25 1-3674 Position 51 3,4-diClPh CO CH _Two Position 26 1-3675 Position 51 3,4-diClPh CO CH _Two Position 27 1-3676 Position 51 3,4-diClPh CO CH _Two Position 28 1-3677 Position 51 3,4-diClPh CO CH _Two Position 29 1-3678 Position 51 3,4-diClPh CO CH _Two Position 30 1-3679 Position 51 3,4-diClPh CO CH _Two Position 31 1-3680 Position 51 3,4-diClPh CO CH _Two Position 32 1-3681 Position 52 3,4-diClPh CO CH _Two Position 1 1-3682 Position 52 3,4-diClPh CO CH _Two Position 2 1-3683 Position 52 3,4-diClPh CO CH _Two Position 3 1-3684 Position 52 3,4-diClPh CO CH _Two Position 4 1-3685 Position 52 3,4-diClPh CO CH _Two Position 5 1-3686 Position 52 3,4-diClPh CO CH _Two Position 6 1-3687 Position 52 3,4-diClPh CO CH _Two Position 7 1-3688 Position 52 3,4-diClPh CO CH _Two Unit 8 1-3689 Unit 52 3,4-diClPh CO CH _Two Position 9 1-3690 Position 52 3,4-diClPh CO CH _Two Position 10 1-3691 Position 52 3,4-diClPh CO CH _Two Position 11 1-3692 Position 52 3,4-diClPh CO CH _Two Position 12 1-3693 Position 52 3,4-diClPh CO CH _Two Position 13 1-3694 Position 52 3,4-diClPh CO CH _Two Position 14 1-3695 Position 52 3,4-diClPh CO CH _Two Position 15 1-3696 Position 52 3,4-diClPh CO CH _Two Position 16 1-3697 Position 52 3,4-diClPh CO CH _Two Position 17 1-3698 Position 52 3,4-diClPh CO CH _Two Position 18 1-3699 Position 52 3,4-diClPh CO CH _Two Position 19 1-3700 Position 52 3,4-diClPh CO CH _Two Position 20 1-3701 Position 52 3,4-diClPh CO CH _Two Position 21 1-3702 Position 52 3,4-diClPh CO CH _Two Position 22 1-3703 Position 52 3,4-diClPh CO CH _Two Position 23 1-3704 Position 52 3,4-diClPh CO CH _Two Position 24 1-3705 Position 52 3,4-diClPh CO CH _Two Position 25 1-3706 Position 52 3,4-diClPh CO CH _Two Position 26 1-3707 Position 52 3,4-diClPh CO CH _Two Position 27 1-3708 Position 52 3,4-diClPh CO CH _Two Position 28 1-3709 Position 52 3,4-diClPh CO CH _Two Unit 29 1-3710 Unit 52 3,4-diClPh CO CH _Two Position 30 1-3711 Position 52 3,4-diClPh CO CH _Two Position 31 1-3712 Position 52 3,4-diClPh CO CH _Two Position 32 1-3713 Position 53 3,4-diClPh CO CH _Two Position 1 1-3714 Position 53 3,4-diClPh CO CH _Two Position 2 1-3715 Position 53 3,4-diClPh CO CH _Two Position 3 1-3716 Position 53 3,4-diClPh CO CH _Two Position 4 1-3717 Position 53 3,4-diClPh CO CH _Two Position 5 1-3718 Position 53 3,4-diClPh CO CH _Two Position 6 1-3917 Position 53 3,4-diClPh CO CH _Two Position 7 1-3720 Position 53 3,4-diClPh CO CH _Two Position 8 1-3721 Position 53 3,4-diClPh CO CH _Two Unit 9 1-3722 Unit 53 3,4-diClPh CO CH _Two Position 10 1-3723 Position 53 3,4-diClPh CO CH _Two Position 11 1-3724 Position 53 3,4-diClPh CO CH _Two Position 12 1-3725 Position 53 3,4-diClPh CO CH _Two Position 13 1-3726 Position 53 3,4-diClPh CO CH _Two Position 14 1-3727 Position 53 3,4-diClPh CO CH _Two Position 15 1-3728 Position 53 3,4-diClPh CO CH _Two Unit 16 1-3729 Unit 53 3,4-diClPh CO CH _Two Position 17 1-3730 Position 53 3,4-diClPh CO CH _Two Position 18 1-3731 Position 53 3,4-diClPh CO CH _Two Position 19 1-3732 Position 53 3,4-diClPh CO CH _Two Position 20 1-3733 Position 53 3,4-diClPh CO CH _Two Position 21 1-3734 Position 53 3,4-diClPh CO CH _Two Position 22 1-3735 Position 53 3,4-diClPh CO CH _Two Position 23 1-3736 Position 53 3,4-diClPh CO CH _Two Position 24 1-3737 Position 53 3,4-diClPh CO CH _Two Position 25 1-3738 Position 53 3,4-diClPh CO CH _Two Position 26 1-3739 Position 53 3,4-diClPh CO CH _Two Position 27 1-3740 Position 53 3,4-diClPh CO CH _Two Position 28 1-3741 Position 53 3,4-diClPh CO CH _Two Position 29 1-3742 Position 53 3,4-diClPh CO CH _Two Position 30 1-3743 Position 53 3,4-diClPh CO CH _Two Position 31 1-3744 Position 53 3,4-diClPh CO CH _Two Position 32 1-3745 Position 54 3,4-diClPh CO CH _Two Unit 1 1-3746 Unit 54 3,4-diClPh CO CH _Two Position 2 1-3747 Position 54 3,4-diClPh CO CH _Two Position 3 1-3748 Position 54 3,4-diClPh CO CH _Two Position 4 1-3749 Position 54 3,4-diClPh CO CH _Two Position 5 1-3750 Position 54 3,4-diClPh CO CH _Two Position 6 1-3751 Position 54 3,4-diClPh CO CH _Two Position 7 1-3752 Position 54 3,4-diClPh CO CH _Two Position 8 1-3753 Position 54 3,4-diClPh CO CH _Two Position 9 1-3754 Position 54 3,4-diClPh CO CH _Two Position 10 1-3755 Position 54 3,4-diClPh CO CH _Two Position 11 1-3756 Position 54 3,4-diClPh CO CH _Two Unit 12 1-3757 Unit 54 3,4-diClPh CO CH _Two Position 13 1-3758 Position 54 3,4-diClPh CO CH _Two Position 14 1-3759 Position 54 3,4-diClPh CO CH _Two Position 15 1-3760 Position 54 3,4-diClPh CO CH _Two Position 16 1-3761 Position 54 3,4-diClPh CO CH _Two Position 17 1-3762 Position 54 3,4-diClPh CO CH _Two Position 18 1-3763 Position 54 3,4-diClPh CO CH _Two Position 19 1-3764 Position 54 3,4-diClPh CO CH _Two Position 20 1-3765 Position 54 3,4-diClPh CO CH _Two Position 21 1-3766 Position 54 3,4-diClPh CO CH _Two Position 22 1-3767 Position 54 3,4-diClPh CO CH _Two Position 23 1-3768 Position 54 3,4-diClPh CO CH _Two Position 24 1-3769 Position 54 3,4-diClPh CO CH _Two Position 25 1-3770 Position 54 3,4-diClPh CO CH _Two Position 26 1-3771 Position 54 3,4-diClPh CO CH _Two Position 27 1-3772 Position 54 3,4-diClPh CO CH _Two Position 28 1-3773 Position 54 3,4-diClPh CO CH _Two Position 29 1-3774 Position 54 3,4-diClPh CO CH _Two Position 30 1-3775 Position 54 3,4-diClPh CO CH _Two Position 31 1-3776 Position 54 3,4-diClPh CO CH _Two Position 32 1-3777 Position 55 3,4-diClPh CO CH _Two Position 1 1-3778 Position 55 3,4-diClPh CO CH _Two Position 2 1-3779 Position 55 3,4-diClPh CO CH _Two Position 3 1-3780 Position 55 3,4-diClPh CO CH _Two Unit 4 1-3781 Unit 55 3,4-diClPh CO CH _Two Position 5 1-3782 Position 55 3,4-diClPh CO CH _Two Position 6 1-3783 Position 55 3,4-diClPh CO CH _Two Position 7 1-3784 Position 55 3,4-diClPh CO CH _Two Position 8 1-3785 Position 55 3,4-diClPh CO CH _Two Unit 9 1-3786 Unit 55 3,4-diClPh CO CH _Two Position 10 1-3787 Position 55 3,4-diClPh CO CH _Two Position 11 1-3788 Position 55 3,4-diClPh CO CH _Two Position 12 1-3789 Position 55 3,4-diClPh CO CH _Two Position 13 1-3790 Position 55 3,4-diClPh CO CH _Two Position 14 1-3791 Position 55 3,4-diClPh CO CH _Two Position 15 1-3792 Position 55 3,4-diClPh CO CH _Two Position 16 1-3793 Position 55 3,4-diClPh CO CH _Two Position 17 1-3794 Position 55 3,4-diClPh CO CH _Two Position 18 1-3795 Position 55 3,4-diClPh CO CH _Two Position 19 1-3796 Position 55 3,4-diClPh CO CH _Two Position 20 1-3797 Position 55 3,4-diClPh CO CH _Two Position 21 1-3798 Position 55 3,4-diClPh CO CH _Two Position 22 1-3799 Position 55 3,4-diClPh CO CH _Two Position 23 1-3800 Position 55 3,4-diClPh CO CH _Two Position 24 1-3801 Position 55 3,4-diClPh CO CH _Two Position 25 1-3802 Position 55 3,4-diClPh CO CH _Two Position 26 1-3803 Position 55 3,4-diClPh CO CH _Two Position 27 1-3840 Position 55 3,4-diClPh CO CH _Two Position 28 1-3805 Position 55 3,4-diClPh CO CH _Two Position 29 1-3806 Position 55 3,4-diClPh CO CH _Two Position 30 1-3807 Position 55 3,4-diClPh CO CH _Two Position 31 1-3808 Position 55 3,4-diClPh CO CH _Two Position 32 1-3809 Position 56 3,4-diClPh CO CH _Two Position 1 1-3810 Position 56 3,4-diClPh CO CH _Two Unit 2 1-38111 Unit 56 3,4-diClPh CO CH _Two Position 3 1-3812 Position 56 3,4-diClPh CO CH _Two Position 4 1-3813 Position 56 3,4-diClPh CO CH _Two Position 5 1-3814 Position 56 3,4-diClPh CO CH _Two Position 6 1-3815 Position 56 3,4-diClPh CO CH _Two Position 7 1-3816 Position 56 3,4-diClPh CO CH _Two Position 8 1-3817 Position 56 3,4-diClPh CO CH _Two Position 9 1-3818 Position 56 3,4-diClPh CO CH _Two Position 10 1-3819 Position 56 3,4-diClPh CO CH _Two Position 11 1-3820 Position 56 3,4-diClPh CO CH _Two Position 12 1-3821 Position 56 3,4-diClPh CO CH _Two Position 13 1-3822 Position 56 3,4-diClPh CO CH _Two Position 14 1-3823 Position 56 3,4-diClPh CO CH _Two Position 15 1-3824 Position 56 3,4-diClPh CO CH _Two Position 16 1-3825 Position 56 3,4-diClPh CO CH _Two Position 17 1-382 26 Position 56 3,4-diClPh CO CH _Two Position 18 1-3827 Position 56 3,4-diClPh CO CH _Two Position 19 1-3828 Position 56 3,4-diClPh CO CH _Two Position 20 1-3829 Position 56 3,4-diClPh CO CH _Two Position 21 1-3830 Position 56 3,4-diClPh CO CH _Two Position 22 1-3831 Position 56 3,4-diClPh CO CH _Two Position 23 1-3832 Position 56 3,4-diClPh CO CH _Two Position 24 1-3833 Position 56 3,4-diClPh CO CH _Two Position 25 1-3834 Position 56 3,4-diClPh CO CH _Two Position 26 1-3835 Position 56 3,4-diClPh CO CH _Two Position 27 1-3836 Position 56 3,4-diClPh CO CH _Two Position 28 1-3837 Position 56 3,4-diClPh CO CH _Two Position 29 1-3838 Position 56 3,4-diClPh CO CH _Two Position 30 1-3839 Position 56 3,4-diClPh CO CH _Two Position 31 1-3840 Position 56 3,4-diClPh CO CH _Two Position 32 1-3841 Position 57 3,4-diClPh CO CH _Two Position 1 1-3842 Position 57 3,4-diClPh CO CH _Two Position 2 1-3843 Position 57 3,4-diClPh CO CH _Two Position 3 1-3844 Position 57 3,4-diClPh CO CH _Two Position 4 1-3845 Position 57 3,4-diClPh CO CH _Two Position 5 1-3846 Position 57 3,4-diClPh CO CH _Two Unit 6 1-3847 Unit 57 3,4-diClPh CO CH _Two Position 7 1-3848 Position 57 3,4-diClPh CO CH _Two Position 8 1-3849 Position 57 3,4-diClPh CO CH _Two Position 9 1-3850 Position 57 3,4-diClPh CO CH _Two Position 10 1-3851 Position 57 3,4-diClPh CO CH _Two Position 11 1-3852 Position 57 3,4-diClPh CO CH _Two Position 12 1-3853 Position 57 3,4-diClPh CO CH _Two Position 13 1-3854 Position 57 3,4-diClPh CO CH _Two Position 14 1-3855 Position 57 3,4-diClPh CO CH _Two Position 15 1-3856 Position 57 3,4-diClPh CO CH _Two Position 16 1-3857 Position 57 3,4-diClPh CO CH _Two Position 17 1-3858 Position 57 3,4-diClPh CO CH _Two Position 18 1-3859 Position 57 3,4-diClPh CO CH _Two Position 19 1-3860 Position 57 3,4-diClPh CO CH _Two Position 20 1-3861 Position 57 3,4-diClPh CO CH _Two Position 21 1-3862 Position 57 3,4-diClPh CO CH _Two Position 22 1-3863 Position 57 3,4-diClPh CO CH _Two Position 23 1-3864 Position 57 3,4-diClPh CO CH _Two Position 24 1-3865 Position 57 3,4-diClPh CO CH _Two Position 25 1-3866 Position 57 3,4-diClPh CO CH _Two Position 26 1-3867 Position 57 3,4-diClPh CO CH _Two Position 27 1-3868 Position 57 3,4-diClPh CO CH _Two Position 28 1-3869 Position 57 3,4-diClPh CO CH _Two Position 29 1-3870 Position 57 3,4-diClPh CO CH _Two Unit 30 1-3871 Unit 57 3,4-diClPh CO CH _Two Unit 31 1-3872 Unit 57 3,4-diClPh CO CH _Two Position 32 1-3873 Position 58 3,4-diClPh CO CH _Two Position 1 1-3874 Position 58 3,4-diClPh CO CH _Two Position 2 1-3875 Position 58 3,4-diClPh CO CH _Two Position 3 1-3876 Position 58 3,4-diClPh CO CH _Two Position 4 1-3877 Position 58 3,4-diClPh CO CH _Two Position 5 1-3878 Position 58 3,4-diClPh CO CH _Two Position 6 1-3879 Position 58 3,4-diClPh CO CH _Two Position 7 1-3880 Position 58 3,4-diClPh CO CH _Two Unit 8 1-3881 Unit 58 3,4-diClPh CO CH _Two Position 9 1-3882 Position 58 3,4-diClPh CO CH _Two Unit 10 1-3883 Unit 58 3,4-diClPh CO CH _Two Position 11 1-3884 Position 58 3,4-diClPh CO CH _Two Position 12 1-3885 Position 58 3,4-diClPh CO CH _Two Position 13 1-3886 Position 58 3,4-diClPh CO CH _Two Position 14 1-3887 Position 58 3,4-diClPh CO CH _Two Position 15 1-3888 Position 58 3,4-diClPh CO CH _Two Position 16 1-3889 Position 58 3,4-diClPh CO CH _Two Position 17 1-3890 Position 58 3,4-diClPh CO CH _Two Position 18 1-3891 Position 58 3,4-diClPh CO CH _Two Position 19 1-3892 Position 58 3,4-diClPh CO CH _Two Position 20 1-3893 Position 58 3,4-diClPh CO CH _Two Position 21 1-3894 Position 58 3,4-diClPh CO CH _Two Position 22 1-3895 Position 58 3,4-diClPh CO CH _Two Position 23 1-3896 Position 58 3,4-diClPh CO CH _Two Position 24 1-3897 Position 58 3,4-diClPh CO CH _Two Position 25 1-3898 Position 58 3,4-diClPh CO CH _Two Position 26 1-3899 Position 58 3,4-diClPh CO CH _Two Position 27 1-3900 Position 58 3,4-diClPh CO CH _Two Position 28 1-3901 Position 58 3,4-diClPh CO CH _Two Position 29 1-3902 Position 58 3,4-diClPh CO CH _Two Position 30 1-3903 Position 58 3,4-diClPh CO CH _Two Position 31 1-3904 Position 58 3,4-diClPh CO CH _Two Set 32 1-3905 Set 59 3,4-diClPh CO CH _Two Position 1 1-3906 Position 59 3,4-diClPh CO CH _Two Position 2 1-3907 Position 59 3,4-diClPh CO CH _Two Position 3 1-3908 Position 59 3,4-diClPh CO CH _Two Position 4 1-3909 Position 59 3,4-diClPh CO CH _Two Position 5 1-3910 Position 59 3,4-diClPh CO CH _Two Position 6 1-3911 Position 59 3,4-diClPh CO CH _Two Position 7 1-3912 Position 59 3,4-diClPh CO CH _Two Position 8 1-3913 Position 59 3,4-diClPh CO CH _Two Position 9 1-3914 Position 59 3,4-diClPh CO CH _Two Position 10 1-3915 Position 59 3,4-diClPh CO CH _Two Position 11 1-3916 Position 59 3,4-diClPh CO CH _Two Position 12 1-3917 Position 59 3,4-diClPh CO CH _Two Position 13 1-3918 Position 59 3,4-diClPh CO CH _Two Position 14 1-3919 Position 59 3,4-diClPh CO CH _Two Position 15 1-3920 Position 59 3,4-diClPh CO CH _Two Position 16 1-3921 Position 59 3,4-diClPh CO CH _Two Position 17 1-3922 Position 59 3,4-diClPh CO CH _Two Position 18 1-3923 Position 59 3,4-diClPh CO CH _Two Position 19 1-3924 Position 59 3,4-diClPh CO CH _Two Position 20 1-3925 Position 59 3,4-diClPh CO CH _Two Position 21 1-3926 Position 59 3,4-diClPh CO CH _Two Position 22 1-3927 Position 59 3,4-diClPh CO CH _Two Set 23 1-3928 Set 59 3,4-diClPh CO CH _Two Position 24 1-3929 Position 59 3,4-diClPh CO CH _Two Position 25 1-3930 Position 59 3,4-diClPh CO CH _Two Position 26 1-3931 Position 59 3,4-diClPh CO CH _Two Position 27 1-3932 Position 59 3,4-diClPh CO CH _Two Position 28 1-3933 Position 59 3,4-diClPh CO CH _Two Position 29 1-3934 Position 59 3,4-diClPh CO CH _Two Position 30 1-3935 Position 59 3,4-diClPh CO CH _Two Position 31 1-3936 Position 59 3,4-diClPh CO CH _Two Position 32 1-3937 Position 60 3,4-diClPh CO CH _Two Position 1 1-3938 Position 60 3,4-diClPh CO CH _Two Position 2 1-3939 Position 60 3,4-diClPh CO CH _Two Position 3 1-3940 Position 60 3,4-diClPh CO CH _Two Position 4 1-3941 Position 60 3,4-diClPh CO CH _Two Position 5 1-3942 Position 60 3,4-diClPh CO CH _Two Position 6 1-3943 Position 60 3,4-diClPh CO CH _Two Position 7 1-3944 Position 60 3,4-diClPh CO CH _Two Position 8 1-3945 Position 60 3,4-diClPh CO CH _Two Set 9 1-3946 Set 60 3,4-diClPh CO CH _Two Position 10 1-3947 Position 60 3,4-diClPh CO CH _Two Position 11 1-3948 Position 60 3,4-diClPh CO CH _Two Position 12 1-3949 Position 60 3,4-diClPh CO CH _Two Position 13 1-3950 Position 60 3,4-diClPh CO CH _Two Position 14 1-3951 Position 60 3,4-diClPh CO CH _Two Position 15 1-3952 Position 60 3,4-diClPh CO CH _Two Position 16 1-3953 Position 60 3,4-diClPh CO CH _Two Position 17 1-3954 Position 60 3,4-diClPh CO CH _Two Position 18 1-3955 Position 60 3,4-diClPh CO CH _Two Position 19 1-3956 Position 60 3,4-diClPh CO CH _Two Position 20 1-3957 Position 60 3,4-diClPh CO CH _Two Position 21 1-3985 Position 60 3,4-diClPh CO CH _Two Position 22 1-3959 Position 60 3,4-diClPh CO CH _Two Position 23 1-3960 Position 60 3,4-diClPh CO CH _Two Position 24 1-3961 Position 60 3,4-diClPh CO CH _Two Position 25 1-3962 Position 60 3,4-diClPh CO CH _Two Position 26 1-3963 Position 60 3,4-diClPh CO CH _Two Position 27 1-3964 Position 60 3,4-diClPh CO CH _Two Position 28 1-3965 Position 60 3,4-diClPh CO CH _Two Position 29 1-3966 Position 60 3,4-diClPh CO CH _Two Position 30 1-3967 Position 60 3,4-diClPh CO CH _Two Position 31 1-3968 Position 60 3,4-diClPh CO CH _Two Position 32 1-3969 Position 61 3,4-diClPh CO CH _Two Position 1 1-3970 Position 61 3,4-diClPh CO CH _Two Position 2 1-3971 Position 61 3,4-diClPh CO CH _Two Position 3 1-3972 Position 61 3,4-diClPh CO CH _Two Position 4 1-3973 Position 61 3,4-diClPh CO CH _Two Position 5 1-3974 Position 61 3,4-diClPh CO CH _Two Position 6 1-3975 Position 61 3,4-diClPh CO CH _Two Position 7 1-3976 Position 61 3,4-diClPh CO CH _Two Position 8 1-3977 Position 61 3,4-diClPh CO CH _Two Position 9 1-3978 Position 61 3,4-diClPh CO CH _Two Position 10 1-3979 Position 61 3,4-diClPh CO CH _Two Position 11 1-3980 Position 61 3,4-diClPh CO CH _Two Position 12 1-3981 Position 61 3,4-diClPh CO CH _Two Position 13 1-3982 Position 61 3,4-diClPh CO CH _Two Position 14 1-3983 Position 61 3,4-diClPh CO CH _Two Position 15 1-3984 Position 61 3,4-diClPh CO CH _Two Unit 16 1-3985 Unit 61 3,4-diClPh CO CH _Two Position 17 1-3986 Position 61 3,4-diClPh CO CH _Two Position 18 1-3987 Position 61 3,4-diClPh CO CH _Two Position 19 1-3988 Position 61 3,4-diClPh CO CH _Two Position 20 1-3989 Position 61 3,4-diClPh CO CH _Two Position 21 1-3990 Position 61 3,4-diClPh CO CH _Two Position 22 1-3991 Position 61 3,4-diClPh CO CH _Two Position 23 1-3992 Position 61 3,4-diClPh CO CH _Two Position 24 1-3993 Position 61 3,4-diClPh CO CH _Two Position 25 1-3994 Position 61 3,4-diClPh CO CH _Two Position 26 1-3995 Position 61 3,4-diClPh CO CH _Two Position 27 1-3996 Position 61 3,4-diClPh CO CH _Two Position 28 1-3997 Position 61 3,4-diClPh CO CH _Two Position 29 1-3998 Position 61 3,4-diClPh CO CH _Two Position 30 1-3999 Position 61 3,4-diClPh CO CH _Two Position 31 1-4000 Position 61 3,4-diClPh CO CH _Two Position 32 1-4001 Position 33 3,4-diClPh CO CH _Two CH _Two Unit 1 1-4002 Unit 33 3,4-diClPh CO CH _Two CH _Two Position 2 1-4003 Position 33 3,4-diClPh CO CH _Two CH _Two Position 3 1-4004 Position 33 3,4-diClPh CO CH _Two CH _Two Position 4 1-4005 Position 33 3,4-diClPh CO CH _Two CH _Two Position 5 1-4006 Position 33 3,4-diClPh CO CH _Two CH _Two Position 6 1-4007 Position 33 3,4-diClPh CO CH _Two CH _Two Position 7 1-4008 Position 33 3,4-diClPh CO CH _Two CH _Two Position 8 1-4009 Position 33 3,4-diClPh CO CH _Two CH _Two Position 9 1-4010 Position 33 3,4-diClPh CO CH _Two CH _Two Position 10 1-4011 Position 33 3,4-diClPh CO CH _Two CH _Two Position 11 1-4012 Position 33 3,4-diClPh CO CH _Two CH _Two Position 12 1-4013 Position 33 3,4-diClPh CO CH _Two CH _Two Position 13 1-4014 Position 33 3,4-diClPh CO CH _Two CH _Two Position 14 1-4015 Position 33 3,4-diClPh CO CH _Two CH _Two Position 15 1-4016 Position 33 3,4-diClPh CO CH _Two CH _Two Position 16 1-4017 Position 33 3,4-diClPh CO CH _Two CH _Two Position 17 1-4018 Position 33 3,4-diClPh CO CH _Two CH _Two Position 18 1-4019 Position 33 3,4-diClPh CO CH _Two CH _Two Position 19 1-4020 Position 33 3,4-diClPh CO CH _Two CH _Two Position 20 1-4021 Position 33 3,4-diClPh CO CH _Two CH _Two Position 21 1-4022 Position 33 3,4-diClPh CO CH _Two CH _Two Position 22 1-4023 Position 33 3,4-diClPh CO CH _Two CH _Two Position 23 1-4024 Position 33 3,4-diClPh CO CH _Two CH _Two Position 24 1-4025 Position 33 3,4-diClPh CO CH _Two CH _Two Position 25 1-4026 Position 33 3,4-diClPh CO CH _Two CH _Two Position 26 1-4027 Position 33 3,4-diClPh CO CH _Two CH _Two Position 27 1-4028 Position 33 3,4-diClPh CO CH _Two CH _Two Position 28 1-4029 Position 33 3,4-diClPh CO CH _Two CH _Two Position 29 1-4030 Position 33 3,4-diClPh CO CH _Two CH _Two Position 30 1-4031 Position 33 3,4-diClPh CO CH _Two CH _Two Position 31 1-4032 Position 33 3,4-diClPh CO CH _Two CH _Two Position 32 1-4033 Position 33 3,4-diClPh CO CH _Two CH = CH Position 1 1-4034 Position 33 3,4-diClPh CO CH _Two CH = CH Position 2 1-4035 Position 33 3,4-diClPh CO CH _Two CH = CH Position 3 1-4036 Position 33 3,4-diClPh CO CH _Two CH = CH position 4 1-4037 position 33 3,4-diClPh CO CH _Two CH = CH position 5 1-4038 position 33 3,4-diClPh CO CH _Two CH = CH position 6 1-4039 position 33 3,4-diClPh CO CH _Two CH = CH position 7 1-4040 position 33 3,4-diClPh CO CH _Two CH = CH position 8 1-4041 position 33 3,4-diClPh CO CH _Two CH = CH position 9 1-4042 position 33 3,4-diClPh CO CH _Two CH = CH Position 10 1-4043 Position 33 3,4-diClPh CO CH _Two CH = CH Position 11 1-4044 Position 33 3,4-diClPh CO CH _Two CH = CH Position 12 1-4045 Position 33 3,4-diClPh CO CH _Two CH = CH Position 13 1-4046 Position 33 3,4-diClPh CO CH _Two CH = CH Position 14 1-4047 Position 33 3,4-diClPh CO CH _Two CH = CH Position 15 1-4048 Position 33 3,4-diClPh CO CH _Two CH = CH Position 16 1-4049 Position 33 3,4-diClPh CO CH _Two CH = CH Position 17 1-4050 Position 33 3,4-diClPh CO CH _Two CH = CH storage 18 1-4051 storage 33 3,4-diClPh CO CH _Two CH = CH Position 19 1-4052 Position 33 3,4-diClPh CO CH _Two CH = CH Storage 20 1-4053 Storage 33 3,4-diClPh CO CH _Two CH = CH Position 21 1-4054 Position 33 3,4-diClPh CO CH _Two CH = CH storage 22 1-4055 storage 33 3,4-diClPh CO CH _Two CH = CH storage 23 1-4056 storage 33 3,4-diClPh CO CH _Two CH = CH unit 24 1-4057 unit 33 3,4-diClPh CO CH _Two CH = CH storage 25 1-4058 storage 33 3,4-diClPh CO CH _Two CH = CH Position 26 1-4059 Position 33 3,4-diClPh CO CH _Two CH = CH Position 27 1-4060 Position 33 3,4-diClPh CO CH _Two CH = CH Position 28 1-4061 Position 33 3,4-diClPh CO CH _Two CH = CH Position 29 1-4062 Position 33 3,4-diClPh CO CH _Two CH = CH unit 30 1-4063 unit 33 3,4-diClPh CO CH _Two CH = CH Position 31 1-4064 Position 33 3,4-diClPh CO CH _Two CH = CH Position 32 1-4065 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 1 1-4066 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 2 1-4067 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 3 1-4068 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 4 1-4069 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 5 1-4070 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 6 1-4071 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 7 1-4072 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 8 1-4073 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 9 1-4074 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 10 1-4075 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 11 1-4076 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 12 1-4077 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 13 1-4078 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 14 1-4080 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 16 1-4081 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 17 1-4082 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 18 1-4083 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 19 1-4084 Position 33 3,4-diClPh CO (CH _Two ) _Three Device 20 1-4085 device 33 3,4-diClPh CO (CH _Two ) _Three Position 21 1-4086 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 22 1-4087 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 23 1-4088 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 24 1-4089 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 25 1-4090 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 26 1-4091 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 27 1-4092 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 28 1-4093 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 29 1-4094 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 30 1-4095 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 31 1-4096 Position 33 3,4-diClPh CO (CH _Two ) _Three Position 32 1-4097 Position 42 3,4-diClPh CO Single bond Position 74 ────────────────────────────────── ───

[0356]

[Table 2] ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 2-1 Position 33 3,4-diClPh CH _Two Single bond Position 1 2-2 Position 33 3,4-diClPh CH _Two Single bond 2 2 3 3 3 3,4-diClPh CH _Two Single bond 3 2-4 3 3 3,4-diClPh CH _Two Single bond 4 2-5 3 3 3,4-diClPh CH _Two Single bond Position 5 2-6 Position 33 3,4-diClPh CH _Two Single bond device 6 2-7 device 33 3,4-diClPh CH _Two Single bond position 7 2-8 position 33 3,4-diClPh CH _Two Single bond position 8 2-9 position 33 3,4-diClPh CH _Two Single bond position 9 2-10 position 33 3,4-diClPh CH _Two Single bond 10 2-11 Device 33 3,4-diClPh CH _Two Single bond 11 2-12 Device 33 3,4-diClPh CH _Two Single bond 12 12 13 33 33,4-diClPh CH _Two Single bond 13 2-14 Device 33 3,4-diClPh CH _Two Single bond 14 2-15 Device 33 3,4-diClPh CH _Two Single bond 15 2-16 Device 33 3,4-diClPh CH _Two Single bond 16 2-17 17 33 3,4-diClPh CH _Two Single bond 17 2-18 18 33 3,4-diClPh CH _Two Single bond 18 2-19 3 33 3,4-diClPh CH _Two Single bond 19 2-20 Device 33 3,4-diClPh CH _Two Single bond 20 2-21 Device 33 3,4-diClPh CH _Two Single bond 21 2-22 3 33 4,4-diClPh CH _Two Single bond 22 2-23 3 33 4,4-diClPh CH _Two Single bond, 23 2-24, 33 3,4-diClPh CH _Two Single bond 24 2 25 3 33 4,4-diClPh CH _Two Single bond unit 25 2-26 unit 33 3,4-diClPh CH _Two Single bond unit 26 2-27 unit 33 3,4-diClPh CH _Two Single bond 27 2-28 33 3,4-diClPh CH _Two Single bond 28 28 29 33 3,4-diClPh CH _Two Single bond 29 29 30 33 33,4-diClPh CH _Two Single bond 30 2-31 Device 33 3,4-diClPh CH _Two Single bond 31-32 Device 33 3,4-diClPh CH _Two Single bond 32 32-33 33 3,4-diClPh CH _Two Single bond 65 2-35 Device 33 3,4-diClPh CH _Two Single bond 67 2-36 Device 33 3,4-diClPh CH _Two Single bond 68 2-37 Device 33 3,4-diClPh CH _Two Single bond 69 2-38 33 33-diClPh CH _Two Single bond 70-39 Device 33 3,4-diClPh CH _Two Single bond 71 2-40 Device 33 3,4-diClPh CH _Two Single bond Position 72 2-41 Position 33 3,4-diClPh CH _Two Single bond Position 73 2-42 Position 33 3,4-diClPh CH _Two Single bond 74 2-43 33 33,4-diClPh CH _Two Single bond 752-44 Device 33 3,4-diClPh CH _Two Single bond position 76 2-45 position 33 3,4-diClPh CH _Two Single bond 77 2-46 Device 33 3,4-diClPh CH _Two Single bond 78 2-47 33 33,4-diClPh CH _Two Single bond Position 79 2-48 Position 33 3,4-diClPh CH _Two Single bond O2 2-49 O3 34 3,4-diClPh CH _Two Single bond Position 1 2-50 Position 34 3,4-diClPh CH _Two Single bond 2 2-51 3 4 3,4-diClPh CH _Two Single bond Position 3 2-52 Position 34 3,4-diClPh CH _Two Single bond Position 4 2-53 Position 34 3,4-diClPh CH _Two Single bond position 5 2-54 position 34 3,4-diClPh CH _Two Single bond Position 6 2-55 Position 34 3,4-diClPh CH _Two Single bond Position 7 2-56 Position 34 3,4-diClPh CH _Two Single bond Position 8 2-57 Position 34 3,4-diClPh CH _Two Single bond Position 9 2-58 Position 34 3,4-diClPh CH _Two Single bond 10 2-59 Device 34 3,4-diClPh CH _Two Single bond 11 2-60 Device 34 3,4-diClPh CH _Two Single bond 12 2-61 3 34 3,4-diClPh CH _Two Single bond 13 2-62 Device 34 3,4-diClPh CH _Two Single bond 14 2-63 34 34 3,4-diClPh CH _Two Single bond 152-64 Device 34 3,4-diClPh CH _Two Single bond 16 2-65 3 34 3,4-diClPh CH _Two Single bond 172-66 Device 34 3,4-diClPh CH _Two Single bond 18 2-67 34 34 3,4-diClPh CH _Two Single bond Position 19 2-68 Position 34 3,4-diClPh CH _Two Single bond Position 20 2-69 Position 34 3,4-diClPh CH _Two Single bond 21-70 Device 34 3,4-diClPh CH _Two Single bond 22 2-71 3 34 3,4-diClPh CH _Two Single bond 23 23 72 72 34 3,4-diClPh CH _Two Single bond 24 2-73 Position 34 3,4-diClPh CH _Two Single bond 25 25 2-74 34 3,4-diClPh CH _Two Single bond, 26 2-75, 34 3,4-diClPh CH _Two Single bond 27 27-76 34 3,4-diClPh CH _Two Single bond 28 28 77 34 3,4-diClPh CH _Two Single bond 29 2-78 Device 34 3,4-diClPh CH _Two Single bond 30 30 2-79 34 3,4-diClPh CH _Two Single bond 31 2-80 Device 34 3,4-diClPh CH _Two Single bond 32 32-81 34 3,4-diClPh CH _Two Single bond 65 2-82 34 34 3,4-diClPh CH _Two Single bond Position 66 2-83 Position 34 3,4-diClPh CH _Two Single bond 67 2-84 Device 34 3,4-diClPh CH _Two Single bond 68 2-85 Device 34 3,4-diClPh CH _Two Single bond Oxygen 69 2-86 Oxygen 34 3,4-diClPh CH _Two Single bond 70 2-87 Device 34 3,4-diClPh CH _Two Single bond Position 71 2-88 Position 34 3,4-diClPh CH _Two Single bond Position 72 2-89 Position 34 3,4-diClPh CH _Two Single bond Position 73 2-90 Position 34 3,4-diClPh CH _Two Single bond Position 74 2-91 Position 34 3,4-diClPh CH _Two Single bond O 75 2-92 O 34 34 3,4-diClPh CH _Two Single bond Position 76 2-93 Position 34 3,4-diClPh CH _Two Single bond 772-94 Device 34 3,4-diClPh CH _Two Single bond position 78 2-95 position 34 3,4-diClPh CH _Two Single bond Position 79 2-96 Position 34 3,4-diClPh CH _Two Single bond 802-97 Device 35 3,4-diClPh CH _Two Single bond Position 1 2-98 Position 35 3,4-diClPh CH _Two Single bond 2 2 -99 3 5 3,4-diClPh CH _Two Single bond Position 3 2-100 Position 35 3,4-diClPh CH _Two Single bond Position 4 2-101 Position 35 3,4-diClPh CH _Two Single bond device 5 2-102 device 35 3,4-diClPh CH _Two Single bond 6 2-103 3 35 3,4-diClPh CH _Two Single bond device 7 2-104 device 35 3,4-diClPh CH _Two Single bond Position 8 2-105 Position 35 3,4-diClPh CH _Two Single bond Position 9 2-106 Position 35 3,4-diClPh CH _Two Single bond 10 2-107 Device 35 3,4-diClPh CH _Two Single bond 11 2-108 Device 35 3,4-diClPh CH _Two Single bond 12-109 Device 35 3,4-diClPh CH _Two Single bond 13 2-110 Device 35 3,4-diClPh CH _Two Single bond 14 2-111 35 35,4-diClPh CH _Two Single bond 152-112 Device 35 3,4-diClPh CH _Two Single bond 16 2-113 35 35-diClPh CH _Two Single bond 17 2-114 3 35 3,4-diClPh CH _Two Single bond 18 2-115 35 35-, 4-diClPh CH _Two Single bond 192-116 Device 35 3,4-diClPh CH _Two Single bond 20-117 35 35 4,4-diClPh CH _Two Single bond 21-118 Device 35 3,4-diClPh CH _Two Single bond 22 22 -119 35 3,4-diClPh CH _Two Single bond 23 23 120 120 35 3,4-diClPh CH _Two Single bond 24 24-121 35 35,4-diClPh CH _Two Single bond 25 25 2-122 35 3,4-diClPh CH _Two Single bond 26 2-123 35 35-diClPh CH _Two Single bond, 27 2-124, 35 3,4-diClPh CH _Two Single bond 28 2-125 35 35-diClPh CH _Two Single bond 29 2-126 35 35-diClPh CH _Two Single bond 30-127 Device 35 3,4-diClPh CH _Two Single bond 31-128 Device 35 3,4-diClPh CH _Two Single bond 32 32-129 35 35 4,4-diClPh CH _Two Single bond device 65 2-130 device 35 3,4-diClPh CH _Two Single bond 66-131 131 35 3,4-diClPh CH _Two Single bond 67 2-132 Device 35 3,4-diClPh CH _Two Single bond 68-133 Device 35 3,4-diClPh CH _Two Single bond Oxygen 69 2-134 Oxygen 35 3,4-diClPh CH _Two Single bond 70 2-135 Device 35 3,4-diClPh CH _Two Single bond 71-136 Device 35 3,4-diClPh CH _Two Single bond Position 72 2-137 Position 35 3,4-diClPh CH _Two Single bond Position 73 2-138 Position 35 3,4-diClPh CH _Two Single bond 74 2-139 35 35 4-diClPh CH _Two Single bond 75 2-140 35 35-diClPh CH _Two Single bond 76 2-141 Device 35 3,4-diClPh CH _Two Single bond, 77 2-142, 35 3,4-diClPh CH _Two Single bond position 78 2-143 position 35 3,4-diClPh CH _Two Single bond Position 79 2-144 Position 35 3,4-diClPh CH _Two Single bond 80 2-145 36 36,4-diClPh CH _Two Single bond Position 12-146 Position 36 3,4-diClPh CH _Two Single bond 2 2 -147 3 6 3,4-diClPh CH _Two Single bond Position 3 2-148 Position 36 3,4-diClPh CH _Two Single bond Position 4 2-149 Position 36 3,4-diClPh CH _Two Single bond Position 5 2-150 Position 36 3,4-diClPh CH _Two Single bond position 6 2-151 position 36 3,4-diClPh CH _Two Single bond position 7 2-152 position 36 3,4-diClPh CH _Two Single bond position 8 2-153 position 36 3,4-diClPh CH _Two Single bond position 9 2-154 position 36 3,4-diClPh CH _Two Single bond 10-155 Device 36 3,4-diClPh CH _Two Single bond 11-156 Device 36 3,4-diClPh CH _Two Single bond 12-157 36 36 3,4-diClPh CH _Two Single bond 13-158 Device 36 3,4-diClPh CH _Two Single bond 14-159 36 36,4-diClPh CH _Two Single bond 152-160 36 36,4-diClPh CH _Two Single bond 162-161 36 36,4-diClPh CH _Two Single bond 17 2-162 3 36 3,4-diClPh CH _Two Single bond 18-163 Device 36 3,4-diClPh CH _Two Single bond Position 19 2-164 Position 36 3,4-diClPh CH _Two Single bond 20-165 Device 36 3,4-diClPh CH _Two Single bond 21-166 Device 36 3,4-diClPh CH _Two Single bond 22 2-167 36 36 4,4-diClPh CH _Two Single bond 23 23-168 36 36 4,4-diClPh CH _Two Single bond 24 24-169 36 36 4,4-diClPh CH _Two Single bond 25 2-170 36 36,4-diClPh CH _Two Single bond 26 2-171 Device 36 3,4-diClPh CH _Two Single bond 27 27-172 36 3,4-diClPh CH _Two Single bond 28-173 Device 36 3,4-diClPh CH _Two Single bond 29-174 Device 36 3,4-diClPh CH _Two Single bond 30-175 Device 36 3,4-diClPh CH _Two Single bond 31-176 Device 36 3,4-diClPh CH _Two Single bond 32 32-177 36 36 4,4-diClPh CH _Two Single bond 65 2-178 36 36 3,4-diClPh CH _Two Single bond Position 66 2-179 Position 36 3,4-diClPh CH _Two Single bond 67 2-180 Device 36 3,4-diClPh CH _Two Single bond 68-181 Device 36 3,4-diClPh CH _Two Single bond Position 69 2-182 Position 36 3,4-diClPh CH _Two Single bond 70 2-183 Device 36 3,4-diClPh CH _Two Single bond 71 2-184 Device 36 3,4-diClPh CH _Two Single bond Position 72 2-185 Position 36 3,4-diClPh CH _Two Single bond Position 73 2-186 Position 36 3,4-diClPh CH _Two Single bond Position 74 2-187 Position 36 3,4-diClPh CH _Two Single bond, 75 2-188, 36 3,4-diClPh CH _Two Single bond Position 76 2-189 Position 36 3,4-diClPh CH _Two Single bond unit 77 2-190 unit 36 3,4-diClPh CH _Two Single bond position 78 2-191 position 36 3,4-diClPh CH _Two Single bond Position 79 2-192 Position 36 3,4-diClPh CH _Two Single bond 80 2-193 Device 37 3,4-diClPh CH _Two Single bond Position 12-194 Position 37 3,4-diClPh CH _Two Single bond Position 2 2-195 Position 37 3,4-diClPh CH _Two Single bond Position 3 2-196 Position 37 3,4-diClPh CH _Two Single bond Position 4 2-197 Position 37 3,4-diClPh CH _Two Single bond device 5 2-198 device 37 3,4-diClPh CH _Two Single bond 6 2-199 37 37 3,4-diClPh CH _Two Single bond Position 7 2-200 Position 37 3,4-diClPh CH _Two Single bond position 8 2-201 position 37 3,4-diClPh CH _Two Single bond 92-202 Device 37 3,4-diClPh CH _Two Single bond 10 2-203 Device 37 3,4-diClPh CH _Two Single bond 11 2-204 Device 37 3,4-diClPh CH _Two Single bond 12 2 205 2 37 3,4-diClPh CH _Two Single bond 132-206 Device 37 3,4-diClPh CH _Two Single bond 14 2-207 Device 37 3,4-diClPh CH _Two Single bond 152-208 Device 37 3,4-diClPh CH _Two Single bond unit 16 2-209 unit 37 3,4-diClPh CH _Two Single bond 172-210 Device 37 3,4-diClPh CH _Two Single bond 18-2 211 Position 37 3,4-diClPh CH _Two Single bond Position 19 2-212 Position 37 3,4-diClPh CH _Two Single bond 20 20-213 37 37 3,4-diClPh CH _Two Single bond 21 2 214 2 37 3,4-diClPh CH _Two Single bond 22 22-215 37 3,4-diClPh CH _Two Single bond 23 23-216 37 3,4-diClPh CH _Two Single bond 24 24-217 37 3,4-diClPh CH _Two Single bond 25 25-218 37 37 3,4-diClPh CH _Two Single bond 26 26-219 37 3,4-diClPh CH _Two Single bond 27 2-220 37 3,4-diClPh CH _Two Single bond 28 2-22 1 37 3,4-diClPh CH _Two Single bond 29 29 222 222 37 3,4-diClPh CH _Two Single bond 30 30-223 Device 37 3,4-diClPh CH _Two Single bond 31-224 Device 37 3,4-diClPh CH _Two Single bond 32 32 -225 37 3,4-diClPh CH _Two Single bond 65 2-226 37 37,4-diClPh CH _Two Single bond Position 66 2-227 Position 37 3,4-diClPh CH _Two Single bond 67 2-228 37 37,4-diClPh CH _Two Single bond 68 2-229 37 37,4-diClPh CH _Two Single bond Oka 69 2-230 Oka 37 3,4-diClPh CH _Two Single bond 70 2-23 1 37 3,4-diClPh CH _Two Single bond 71 2-232 3 37 3,4-diClPh CH _Two Single bond 72 72-233 37 3,4-diClPh CH _Two Single bond Position 73 2-234 Position 37 3,4-diClPh CH _Two Single bond Position 74 2-235 Position 37 3,4-diClPh CH _Two Single bond 75-236 Device 37 3,4-diClPh CH _Two Single bond 76 2-237 37 37,4-diClPh CH _Two Single bond 772-238 37 37,4-diClPh CH _Two Single bond 78 2-239 37 37 4,4-diClPh CH _Two Single bond Position 79 2-240 Position 37 3,4-diClPh CH _Two Single bond 802-241 Device 38 3,4-diClPh CH _Two Single bond Position 1 2-242 Position 38 3,4-diClPh CH _Two Single bond 2 2 -243 3 8 3,4-diClPh CH _Two Single bond Position 3 2-244 Position 38 3,4-diClPh CH _Two Single bond Position 42 2-245 Position 38 3,4-diClPh CH _Two Single bond position 5 2-246 position 38 3,4-diClPh CH _Two Single bond 6 2-247 Device 38 3,4-diClPh CH _Two Single bond position 7 2-248 position 38 3,4-diClPh CH _Two Single bond position 8 2-249 position 38 3,4-diClPh CH _Two Single bond Position 9 2-250 Position 38 3,4-diClPh CH _Two Single bond 102-251 Device 38 3,4-diClPh CH _Two Single bond 11 2-252 Device 38 3,4-diClPh CH _Two Single bond 122-253 Device 38 3,4-diClPh CH _Two Single bond 13-254 Device 38 3,4-diClPh CH _Two Single bond 14-255 Device 38 3,4-diClPh CH _Two Single bond 15 2 256 256 38 3,4-diClPh CH _Two Single bond 16 2-257 38 38 3,4-diClPh CH _Two Single bond 17 2 -258 1 38 3,4-diClPh CH _Two Single bond 18-259 Device 38 3,4-diClPh CH _Two Single bond Position 19 2-260 Position 38 3,4-diClPh CH _Two Single bond Position 20 2-261 Position 38 3,4-diClPh CH _Two Single bond 21-262 Device 38 3,4-diClPh CH _Two Single bond 22 2-263 Device 38 3,4-diClPh CH _Two Single bond 23 23-264 38 3,4-diClPh CH _Two Single bond 24 24-265 38 38 3,4-diClPh CH _Two Single bond 25 25-266 38 3,4-diClPh CH _Two Single bond 26 26-267 38 3,4-diClPh CH _Two Single bond 27 27-268 38 3,4-diClPh CH _Two Single bond 28 28-269 38 3,4-diClPh CH _Two Single bond 29 29-270 38 3,4-diClPh CH _Two Single bond 30 2-271 38 3,4-diClPh CH _Two Single bond 31-272 Device 38 3,4-diClPh CH _Two Single bond Position 32 2-273 Position 38 3,4-diClPh CH _Two Single bond 65 2-274 38 38,4-diClPh CH _Two Single bond 66 2 -275 38 38,4-diClPh CH _Two Single bond 67 2-276 38 38 3,4-diClPh CH _Two Single bond 68 68-277 37 38 3,4-diClPh CH _Two Single bond Oka 69 2-278 Ova 38 3,4-diClPh CH _Two Single bond 70 2-279 38 3,4-diClPh CH _Two Single bond 71 2-280 38 3,4-diClPh CH _Two Single bond Position 72 2-281 Position 38 3,4-diClPh CH _Two Single bond Position 73 2-282 Position 38 3,4-diClPh CH _Two Single bond Position 74 2-283 Position 38 3,4-diClPh CH _Two Single bond: 75 2-284: 38 3,4-diClPh CH _Two Single bond, 76 2-285, 38 3,4-diClPh CH _Two Single bond, 77 2-286, 38 3,4-diClPh CH _Two Single bond Position 78 2-287 Position 38 3,4-diClPh CH _Two Single bond Position 79 2-288 Position 38 3,4-diClPh CH _Two Single bond Ou 2-289 Ou 39 3,4-diClPh CH _Two Single bond Position 1 2-290 Position 39 3,4-diClPh CH _Two Single bond 2 2-291 1 39 3,4-diClPh CH _Two Single bond Position 3 2-292 Position 39 3,4-diClPh CH _Two Single bond Position 4 2-293 Position 39 3,4-diClPh CH _Two Single bond position 5 2-294 position 39 3,4-diClPh CH _Two Single bond position 6 2-295 position 39 3,4-diClPh CH _Two Single bond position 7 2-296 position 39 3,4-diClPh CH _Two Single bond Position 8 2-297 Position 39 3,4-diClPh CH _Two Single bond position 9 2-298 position 39 3,4-diClPh CH _Two Single bond 10 2 -299 Device 39 3,4-diClPh CH _Two Single bond 11 2-300 39 39,4-diClPh CH _Two Single bond 122-301 39 3,4-diClPh CH _Two Single bond 132-302 Device 39 3,4-diClPh CH _Two Single bond 142-303 39 39,4-diClPh CH _Two Single bond 152-304 Device 39 3,4-diClPh CH _Two Single bond 162-305 Device 39 3,4-diClPh CH _Two Single bond 172-306 Device 39 3,4-diClPh CH _Two Single bond 18 2-307 Device 39 3,4-diClPh CH _Two Single bond 192-308 Device 39 3,4-diClPh CH _Two Single bond Storage 20 2-309 Storage 39 3,4-diClPh CH _Two Single bond 21 2 310 3 39 3,4-diClPh CH _Two Single bond 22 2-311 Device 39 3,4-diClPh CH _Two Single bond 23 2-312 39 39,4-diClPh CH _Two Single bond 24 24-313 39 39,4-diClPh CH _Two Single bond O 25 2-314 O 39 3,4-diClPh CH _Two Single bond 26-315 Device 39 3,4-diClPh CH _Two Single bond 27 27 316 39 3,4-diClPh CH _Two Single bond 28-317 Device 39 3,4-diClPh CH _Two Single bond 29 29-318 39 3,4-diClPh CH _Two Single bond 30-319 Device 39 3,4-diClPh CH _Two Single bond 312-320 Device 39 3,4-diClPh CH _Two Single bond 32 32-321 39 39,4-diClPh CH _Two Single bond 65 2-322 39 39,4-diClPh CH _Two Single bond 66-323 Device 39 3,4-diClPh CH _Two Single bond 67 2-324 Device 39 3,4-diClPh CH _Two Single bond 68 2-325 39 39,4-diClPh CH _Two Single bond O 69 2-326 O 39 3,4-diClPh CH _Two Single bond 70-327 Device 39 3,4-diClPh CH _Two Single bond Position 71 2-328 Position 39 3,4-diClPh CH _Two Single bond Position 72 2-329 Position 39 3,4-diClPh CH _Two Single bond Position 73 2-330 Position 39 3,4-diClPh CH _Two Single bond Position 74 2-331 Position 39 3,4-diClPh CH _Two Single bond O 75 2-332 O 39 3,4-diClPh CH _Two Single bond 76 2-333 39 39,4-diClPh CH _Two Single bond 772-334 39,4-diClPh CH _Two Single bond position 78 2-335 position 39 3,4-diClPh CH _Two Single bond Position 79 2-336 Position 39 3,4-diClPh CH _Two Single bond 80-337 40 40 3,4-diClPh CH _Two Single bond Position 1-233 Position 40 3,4-diClPh CH _Two Single bond 2 2 -339 3 40 3,4-diClPh CH _Two Single bond Position 3 2-340 Position 40 3,4-diClPh CH _Two Single bond Position 4 2-341 Position 40 3,4-diClPh CH _Two Single bond Position 5 2-342 Position 40 3,4-diClPh CH _Two Single bond 6 2-343 Device 40 3,4-diClPh CH _Two Single bond Position 7 2-344 Position 40 3,4-diClPh CH _Two Single bond position 8 2-345 position 40 3,4-diClPh CH _Two Single bond position 9 2-346 position 40 3,4-diClPh CH _Two Single bond 10-347 Device 40 3,4-diClPh CH _Two Single bond 11-348 Device 40 3,4-diClPh CH _Two Single bond 12-349 Device 40 3,4-diClPh CH _Two Single bond 132-350 Device 40 3,4-diClPh CH _Two Single bond 14 2-351 40 40 3,4-diClPh CH _Two Single bond 152-352 Device 40 3,4-diClPh CH _Two Single bond 162-353 Device 40 3,4-diClPh CH _Two Single bond 17-354 Device 40 3,4-diClPh CH _Two Single bond 18-355 Station 40 3,4-diClPh CH _Two Single bond Position 19 2-356 Position 40 3,4-diClPh CH _Two Single bond 20-357 Device 40 3,4-diClPh CH _Two Single bond 21-358 Device 40 3,4-diClPh CH _Two Single bond 22-359 Device 40 3,4-diClPh CH _Two Single bond 23 23-360 40 3,4-diClPh CH _Two Single bond 24 24-361 40 40 3,4-diClPh CH _Two Single bond O 25 2-362 O O 40 3,4-diClPh CH _Two Single bond O2 26-363 O4 40 3,4-diClPh CH _Two Single bond 27 27-364 40 3,4-diClPh CH _Two Single bond 28-365 Device 40 3,4-diClPh CH _Two Single bond Ou 29 2-366 Ou 40 3,4-diClPh CH _Two Single bond 30 2-367 Device 40 3,4-diClPh CH _Two Single bond 31-368 Device 40 3,4-diClPh CH _Two Single bond 32 32-369 Device 40 3,4-diClPh CH _Two Single bond 65-370 Device 40 3,4-diClPh CH _Two Single bond 66 2-371 Station 40 3,4-diClPh CH _Two Single bond 67 2-372 Device 40 3,4-diClPh CH _Two Single bond O2 68-373 O3 40 3,4-diClPh CH _Two Single bond 69-374 Device 40 3,4-diClPh CH _Two Single bond 70-375 Device 40 3,4-diClPh CH _Two Single bond 71-237 37 40 3,4-diClPh CH _Two Single bond Position 72 2-377 Position 40 3,4-diClPh CH _Two Single bond Position 73 2-378 Position 40 3,4-diClPh CH _Two Single bond Position 74 2-379 Position 40 3,4-diClPh CH _Two Single bond 75-380 Device 40 3,4-diClPh CH _Two Single bond 76 2-381 Device 40 3,4-diClPh CH _Two Single bond O 77 2-382 O O 40 3,4-diClPh CH _Two Single bond position 78 2-383 position 40 3,4-diClPh CH _Two Single bond Position 79 2-384 Position 40 3,4-diClPh CH _Two Single bond 80-385 Device 41 3,4-diClPh CH _Two Single bond Position 1-386 Position 41 3,4-diClPh CH _Two Single bond 2 2 -387 1 41 3,4-diClPh CH _Two Single bond Position 3 2-388 Position 41 3,4-diClPh CH _Two Single bond Position 4 2-389 Position 41 3,4-diClPh CH _Two Single bond position 5 2-390 position 41 3,4-diClPh CH _Two Single bond Position 6 2-391 Position 41 3,4-diClPh CH _Two Single bond position 7 2-392 position 41 3,4-diClPh CH _Two Single bond Position 8 2-393 Position 41 3,4-diClPh CH _Two Single bond position 9 2-394 position 41 3,4-diClPh CH _Two Single bond 10-395 Device 41 3,4-diClPh CH _Two Single bond unit 11 2-396 unit 41 3,4-diClPh CH _Two Single bond 12-397 Device 41 3,4-diClPh CH _Two Single bond 13-398 Device 41 3,4-diClPh CH _Two Single bond 14-399 Device 41 3,4-diClPh CH _Two Single bond 152-400 Device 41 3,4-diClPh CH _Two Single bond 16 2-401 Device 41 3,4-diClPh CH _Two Single bond 17 2-402 Device 41 3,4-diClPh CH _Two Single bond 182-403 Device 41 3,4-diClPh CH _Two Single bond Position 19 2-404 Position 41 3,4-diClPh CH _Two Single bond Storage 20 2-405 Storage 41 3,4-diClPh CH _Two Single bond 21-406 Device 41 3,4-diClPh CH _Two Single bond 222-407 Device 41 3,4-diClPh CH _Two Single bond 23 23-408 41 3,4-diClPh CH _Two Single bond Position 24 2-409 Position 41 3,4-diClPh CH _Two Single bond 25 2-410 Device 41 3,4-diClPh CH _Two Single bond 26 261-411 41 3,4-diClPh CH _Two Single bond 27 27 2-412 41 3,4-diClPh CH _Two Single bond 28-413 Device 41 3,4-diClPh CH _Two Single bond 29-414 Device 41 3,4-diClPh CH _Two Single bond 30-415 Device 41 3,4-diClPh CH _Two Single bond 31-416 Device 41 3,4-diClPh CH _Two Single bond 32 32-417 41 41 3,4-diClPh CH _Two Single bond 65-418 Device 41 3,4-diClPh CH _Two Single bond 66 2-419 41 41 3,4-diClPh CH _Two Single bond 67 2-420 Device 41 3,4-diClPh CH _Two Single bond 68 2-421 Device 41 3,4-diClPh CH _Two Single bond 69 2-422 41 41 3,4-diClPh CH _Two Single bond 70 2-423 41 41 3,4-diClPh CH _Two Single bond 71 2-424 41 41 3,4-diClPh CH _Two Single bond Position 72 2-425 Position 41 3,4-diClPh CH _Two Single bond Position 73 2-426 Position 41 3,4-diClPh CH _Two Single bond Position 74 2-427 Position 41 3,4-diClPh CH _Two Single bond 75-428 Device 41 3,4-diClPh CH _Two Single bond 76 2-429 41 41 3,4-diClPh CH _Two Single bond 77 2-430 41 41 3,4-diClPh CH _Two Single bond 78 2-431 41 41 3,4-diClPh CH _Two Single bond Position 79 2-432 Position 41 3,4-diClPh CH _Two Single bond 802-433 Device 42 3,4-diClPh CH _Two Single bond Position 1 2-434 Position 42 3,4-diClPh CH _Two Single bond Unit 2 2-435 Unit 42 3,4-diClPh CH _Two Single bond Position 3 2-436 Position 42 3,4-diClPh CH _Two Single bond Position 4 2-437 Position 42 3,4-diClPh CH _Two Single bond position 5 2-438 position 42 3,4-diClPh CH _Two Single bond unit 6 2-439 unit 42 3,4-diClPh CH _Two Single bond Position 7 2-440 Position 42 3,4-diClPh CH _Two Single bond position 8 2-441 position 42 3,4-diClPh CH _Two Single bond position 9 2-442 position 42 3,4-diClPh CH _Two Single bond unit 10 2-443 unit 42 3,4-diClPh CH _Two Single bond 11-444 Device 42 3,4-diClPh CH _Two Single bond Position 12 2-445 Position 42 3,4-diClPh CH _Two Single bond 13-446 Device 42 3,4-diClPh CH _Two Single bond 14-447 Device 42 3,4-diClPh CH _Two Single bond 15-448 Device 42 3,4-diClPh CH _Two Single bond 162-449 42 42 3,4-diClPh CH _Two Single bond 17 2-450 42 42 3,4-diClPh CH _Two Single bond 18 2 -451 1 42 3,4-diClPh CH _Two Single bond Position 19 2-452 Position 42 3,4-diClPh CH _Two Single bond Position 20 2-453 Position 42 3,4-diClPh CH _Two Single bond 21-454 Device 42 3,4-diClPh CH _Two Single bond Position 22 2-455 Position 42 3,4-diClPh CH _Two Single bond 23 23-456 42 42 3,4-diClPh CH _Two Single bond 24 24-457 42 42 3,4-diClPh CH _Two Single bond 25 25-458 42 42 3,4-diClPh CH _Two Single bond 26 26-459 42 3,4-diClPh CH _Two Single bond 27 2-460 42 42 3,4-diClPh CH _Two Single bond 28 2-461 Device 42 3,4-diClPh CH _Two Single bond 29 292-462 42 3,4-diClPh CH _Two Single bond 30 2-463 42 3,4-diClPh CH _Two Single bond 31-464 2 42 3,4-diClPh CH _Two Single bond Position 32 2-465 Position 42 3,4-diClPh CH _Two Single bond unit 65 2-466 unit 42 3,4-diClPh CH _Two Single bond 66 2-467 Position 42 3,4-diClPh CH _Two Single bond 67 2-468 Device 42 3,4-diClPh CH _Two Single bond 68-469 Device 42 3,4-diClPh CH _Two Single bond 69 2-470 Device 42 3,4-diClPh CH _Two Single bond Position 70 2-471 Position 42 3,4-diClPh CH _Two Single bond 71-472 472 42 3,4-diClPh CH _Two Single bond Position 72 2-473 Position 42 3,4-diClPh CH _Two Single bond Position 73 2-474 Position 42 3,4-diClPh CH _Two Single bond Position 74 2-475 Position 42 3,4-diClPh CH _Two Single bond 75 2-476 Station 42 3,4-diClPh CH _Two Single bond 76 2-477 Device 42 3,4-diClPh CH _Two Single bond 77 2-478 78 42 3,4-diClPh CH _Two Single bond, 78 2-479, 42 3,4-diClPh CH _Two Single bond Position 79 2-480 Position 42 3,4-diClPh CH _Two Single bond 802-481 43 3,4-diClPh CH _Two Single bond Position 1 2-482 Position 43 3,4-diClPh CH _Two Single bond Position 2 2-483 Position 43 3,4-diClPh CH _Two Single bond Position 3 2-484 Position 43 3,4-diClPh CH _Two Single bond Position 4 2-485 Position 43 3,4-diClPh CH _Two Single bond position 5 2-486 position 43 3,4-diClPh CH _Two Single bond Position 6 2-487 Position 43 3,4-diClPh CH _Two Single bond position 7 2-488 position 43 3,4-diClPh CH _Two Single bond position 8 2-489 position 43 3,4-diClPh CH _Two Single bond position 9 2-490 position 43 3,4-diClPh CH _Two Single bond 10 2-491 Device 43 3,4-diClPh CH _Two Single bond 11-492 Device 43 3,4-diClPh CH _Two Single bond 122-493 Device 43 3,4-diClPh CH _Two Single bond 13-494 Device 43 3,4-diClPh CH _Two Single bond Position 14 2-495 Position 43 3,4-diClPh CH _Two Single bond position 15 2-496 position 43 3,4-diClPh CH _Two Single bond 16 2-497 Device 43 3,4-diClPh CH _Two Single bond 17 2-498 Device 43 3,4-diClPh CH _Two Single bond 18-499 Device 43 3,4-diClPh CH _Two Single bond Position 19 2-500 Position 43 3,4-diClPh CH _Two Single bond Position 20 2-501 Position 43 3,4-diClPh CH _Two Single bond 21-502 Device 43 3,4-diClPh CH _Two Single bond Position 22 2-503 Position 43 3,4-diClPh CH _Two Single bond 23-504 Device 43 3,4-diClPh CH _Two Single bond Position 24 2-505 Position 43 3,4-diClPh CH _Two Single bond 25-506 Device 43 3,4-diClPh CH _Two Single bond 26 2-507 Device 43 3,4-diClPh CH _Two Single bond 27 27-508 43 43-diClPh CH _Two Single bond 28-509 Device 43 3,4-diClPh CH _Two Single bond Position 29 2-510 Position 43 3,4-diClPh CH _Two Single bond Position 30 2-511 Position 43 3,4-diClPh CH _Two Single bond 31-512 Device 43 3,4-diClPh CH _Two Single bond Position 32 2-513 Position 43 3,4-diClPh CH _Two Single bond 65 2-514 Device 43 3,4-diClPh CH _Two Single bond Position 66 2-515 Position 43 3,4-diClPh CH _Two Single bond device 67 2-516 device 43 3,4-diClPh CH _Two Single bond O2 68-517 O3 43 3,4-diClPh CH _Two Single bond position 69 2-518 position 43 3,4-diClPh CH _Two Single bond Position 70 2-519 Position 43 3,4-diClPh CH _Two Single bond Position 71 2-520 Position 43 3,4-diClPh CH _Two Single bond Position 72 2-521 Position 43 3,4-diClPh CH _Two Single bond Position 73 2-522 Position 43 3,4-diClPh CH _Two Single bond Position 74 2-523 Position 43 3,4-diClPh CH _Two Single bond 752-524 Device 43 3,4-diClPh CH _Two Single bond position 76 2-525 position 43 3,4-diClPh CH _Two Single bond, 77 2-526, 43 43,4-diClPh CH _Two Single bond position 78 2-527 position 43 3,4-diClPh CH _Two Single bond Position 79 2-528 Position 43 3,4-diClPh CH _Two Single bond 80 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 2-529 Position 44 3,4-diClPh CH _Two Single bond Position 1 2-530 Position 44 3,4-diClPh CH _Two Single bond Position 2 2-531 Position 44 3,4-diClPh CH _Two Single bond Position 3 2-532 Position 44 3,4-diClPh CH _Two Single bond Position 4 2-533 Position 44 3,4-diClPh CH _Two Single bond Position 5 2-534 Position 44 3,4-diClPh CH _Two Single bond position 6 2-535 position 44 3,4-diClPh CH _Two Single bond position 7 2-536 position 44 3,4-diClPh CH _Two Single bond position 8 2-537 position 44 3,4-diClPh CH _Two Single bond position 9 2-538 position 44 3,4-diClPh CH _Two Single bond 10 2-539 Device 44 3,4-diClPh CH _Two Single bond 11-540 Device 44 3,4-diClPh CH _Two Single bond 122-541 Device 44 3,4-diClPh CH _Two Single bond 13-542 Device 44 3,4-diClPh CH _Two Single bond 14 2-543 Device 44 3,4-diClPh CH _Two Single bond 15-544 Device 44 3,4-diClPh CH _Two Single bond 16 2-545 Device 44 3,4-diClPh CH _Two Single bond 17 2-546 Device 44 3,4-diClPh CH _Two Single bond 18-547 Device 44 3,4-diClPh CH _Two Single bond Position 19 2-548 Position 44 3,4-diClPh CH _Two Single bond Position 20 2-549 Position 44 3,4-diClPh CH _Two Single bond 21-550 Device 44 3,4-diClPh CH _Two Single bond Position 22 2-551 Position 44 3,4-diClPh CH _Two Single bond 23 2-552 Device 44 3,4-diClPh CH _Two Single bond Position 24 2-554 Position 44 3,4-diClPh CH _Two Single bond 26 2-555 Device 44 3,4-diClPh CH _Two Single bond Position 27 2-556 Position 44 3,4-diClPh CH _Two Single bond 28 28-557 44 3,4-diClPh CH _Two Single bond 29 2-558 Device 44 3,4-diClPh CH _Two Single bond 30 2-559 Device 44 3,4-diClPh CH _Two Single bond 31-560 Device 44 3,4-diClPh CH _Two Single bond 32 2-561 Position 44 3,4-diClPh CH _Two Single bond 65 2-562 Position 44 3,4-diClPh CH _Two Single bond Position 66 2-563 Position 44 3,4-diClPh CH _Two Single bond 67 2-564 Device 44 3,4-diClPh CH _Two Single bond O2 68-565 O2 44 3,4-diClPh CH _Two Single bond Oxygen 69 2-566 Oxygen 44 3,4-diClPh CH _Two Single bond 70 2-567 Device 44 3,4-diClPh CH _Two Single bond Position 71 2-568 Position 44 3,4-diClPh CH _Two Single bond Position 72 2-569 Position 44 3,4-diClPh CH _Two Single bond Position 73 2-570 Position 44 3,4-diClPh CH _Two Single bond Position 74 2-571 Position 44 3,4-diClPh CH _Two Single bond unit 75 2-572 unit 44 3,4-diClPh CH _Two Single bond position 76 2-573 position 44 3,4-diClPh CH _Two Single bond 772-574 Device 44 3,4-diClPh CH _Two Single bond 78 2-575 Device 44 3,4-diClPh CH _Two Single bond Position 79 2-576 Position 44 3,4-diClPh CH _Two Single bond 80 2-577 45 45 3,4-diClPh CH _Two Single bond Position 1 2-578 Position 45 3,4-diClPh CH _Two Single bond Position 2 2-579 Position 45 3,4-diClPh CH _Two Single bond Position 3 2-580 Position 45 3,4-diClPh CH _Two Single bond position 4 2-581 position 45 3,4-diClPh CH _Two Single bond position 5 2-582 position 45 3,4-diClPh CH _Two Single bond 6 2 -583 3 45 3,4-diClPh CH _Two Single bond position 7 2-584 position 45 3,4-diClPh CH _Two Single bond position 8 2-585 position 45 3,4-diClPh CH _Two Single bond position 9 2-586 position 45 3,4-diClPh CH _Two Single bond 10 2-587 Device 45 3,4-diClPh CH _Two Single bond 11-588 Device 45 3,4-diClPh CH _Two Single bond 122-589 Device 45 3,4-diClPh CH _Two Single bond 13-590 Device 45 3,4-diClPh CH _Two Single bond 14 2-591 Device 45 3,4-diClPh CH _Two Single bond 15 2-592 45 45 3,4-diClPh CH _Two Single bond 16 2-593 Device 45 3,4-diClPh CH _Two Single bond 17 2-594 Device 45 3,4-diClPh CH _Two Single bond 18 2-595 45 45 3,4-diClPh CH _Two Single bond Position 19 2-596 Position 45 3,4-diClPh CH _Two Single bond 20 20 597 45 45 3,4-diClPh CH _Two Single bond unit 21 2-598 unit 45 3,4-diClPh CH _Two Single bond 22 2-599 45 45 3,4-diClPh CH _Two Single bond 23 2 600 600 45 3,4-diClPh CH _Two Single bond Position 24 2-601 Position 45 3,4-diClPh CH _Two Single bond 25 252-602 45 3,4-diClPh CH _Two Single bond 26 2-603 Device 45 3,4-diClPh CH _Two Single bond 27 27-604 45 3,4-diClPh CH _Two Single bond 28 28-605 45 3,4-diClPh CH _Two Single bond 29 2-606 Device 45 3,4-diClPh CH _Two Single bond unit 30 2-607 unit 45 3,4-diClPh CH _Two Single bond 31-608 Device 45 3,4-diClPh CH _Two Single bond Position 32 2-609 Position 45 3,4-diClPh CH _Two Single bond 65 2-610 Position 45 3,4-diClPh CH _Two Single bond Position 66 2-611 Position 45 3,4-diClPh CH _Two Single bond 67 2-612 45 45 3,4-diClPh CH _Two Single bond O 68 2-613 O 45 3,4-diClPh CH _Two Single bond Oxygen 69 2-614 Oxygen 45 3,4-diClPh CH _Two Single bond Position 70 2-615 Position 45 3,4-diClPh CH _Two Single bond 71 2-616 Device 45 3,4-diClPh CH _Two Single bond Position 72 2-617 Position 45 3,4-diClPh CH _Two Single bond unit 73 2-618 unit 45 3,4-diClPh CH _Two Single bond Position 74 2-619 Position 45 3,4-diClPh CH _Two Single bond O 75 2-620 O 45 3,4-diClPh CH _Two Single bond position 76 2-621 position 45 3,4-diClPh CH _Two Single bond, 77 2-622, 45 3,4-diClPh CH _Two Single bond position 78 2-623 position 45 3,4-diClPh CH _Two Single bond Position 79 2-624 Position 45 3,4-diClPh CH _Two Single bond 802-625 46 46 3,4-diClPh CH _Two Single bond Position 1 2-626 Position 46 3,4-diClPh CH _Two Single bond Position 2 2-627 Position 46 3,4-diClPh CH _Two Single bond Position 3 2-628 Position 46 3,4-diClPh CH _Two Single bond position 4 2-629 position 46 3,4-diClPh CH _Two Single bond Position 5 2-630 Position 46 3,4-diClPh CH _Two Single bond position 6 2-631 position 46 3,4-diClPh CH _Two Single bond position 7 2-632 position 46 3,4-diClPh CH _Two Single bond position 8 2-633 position 46 3,4-diClPh CH _Two Single bond Position 9 2-634 Position 46 3,4-diClPh CH _Two Single bond 102-635 Device 46 3,4-diClPh CH _Two Single bond 11-636 Device 46 3,4-diClPh CH _Two Single bond 12-637 Device 46 3,4-diClPh CH _Two Single bond 13-638 Device 46 3,4-diClPh CH _Two Single bond 14-2-639 Device 46 3,4-diClPh CH _Two Single bond 152-640 Device 46 3,4-diClPh CH _Two Single bond 16 2-641 46 46 3,4-diClPh CH _Two Single bond 172-642 Device 46 3,4-diClPh CH _Two Single bond O 18 2-643 O 46 3,4-diClPh CH _Two Single bond Position 19 2-644 Position 46 3,4-diClPh CH _Two Single bond 20-645 Device 46 3,4-diClPh CH _Two Single bond 21-646 Device 46 3,4-diClPh CH _Two Single bond 22 2-647 Device 46 3,4-diClPh CH _Two Single bond O 23 2-648 O 46 46 3,4-diClPh CH _Two Single bond 24 24-649 46 46 3,4-diClPh CH _Two Single bond 25 25 2-650 46 3,4-diClPh CH _Two Single bond 26 2-651 Device 46 3,4-diClPh CH _Two Single bond 27 272-652 46 3,4-diClPh CH _Two Single bond 28 2-653 46 46,4-diClPh CH _Two Single bond Ou 29 2-654 Ou 46 3,4-diClPh CH _Two Single bond 30-655 Device 46 3,4-diClPh CH _Two Single bond Position 31 2-656 Position 46 3,4-diClPh CH _Two Single bond 32 32-657 46 46 3,4-diClPh CH _Two Single bond 65 2-658 46 46 3,4-diClPh CH _Two Single bond Position 66 2-659 Position 46 3,4-diClPh CH _Two Single bond 67 2-660 46 46 3,4-diClPh CH _Two Single bond 68 2-661 46 46 3,4-diClPh CH _Two Single bond Oxygen 69 2-662 Oxygen 46 3,4-diClPh CH _Two Single bond 70 70 2-663 46 46 3,4-diClPh CH _Two Single bond VII 71-664 AVI 46 3,4-diClPh CH _Two Single bond Position 72 2-665 Position 46 3,4-diClPh CH _Two Single bond Position 73 2-666 Position 46 3,4-diClPh CH _Two Single bond Position 74 2-667 Position 46 3,4-diClPh CH _Two Single bond O 75 2-668 O 46 3,4-diClPh CH _Two Single bond position 76 2-669 position 46 3,4-diClPh CH _Two Single bond, 77 2-670, 46 3,4-diClPh CH _Two Single bond position 78 2-671 position 46 3,4-diClPh CH _Two Single bond position 79 2-672 position 46 3,4-diClPh CH _Two Single bond O2 2-673 O47 3,4-diClPh CH _Two Single bond Position 1 2-674 Position 47 3,4-diClPh CH _Two Single bond 2 2 -675 1 47 3,4-diClPh CH _Two Single bond Position 3 2-676 Position 47 3,4-diClPh CH _Two Single bond Position 4 2-677 Position 47 3,4-diClPh CH _Two Single bond position 5 2-678 position 47 3,4-diClPh CH _Two Single bond position 6 2-679 position 47 3,4-diClPh CH _Two Single bond position 7 2-680 position 47 3,4-diClPh CH _Two Single bond position 8 2-681 position 47 3,4-diClPh CH _Two Single bond position 9 2-682 position 47 3,4-diClPh CH _Two Single bond device 10 2-683 device 47 3,4-diClPh CH _Two Single bond 11 2-684 Device 47 3,4-diClPh CH _Two Single bond 12-685 Device 47 3,4-diClPh CH _Two Single bond 13-686 Device 47 3,4-diClPh CH _Two Single bond 14 2-687 47 47 3,4-diClPh CH _Two Single bond 15 2-688 Device 47 3,4-diClPh CH _Two Single bond 162-689 Device 47 3,4-diClPh CH _Two Single bond 172-690 47 47 3,4-diClPh CH _Two Single bond 18 2-691 47 47 3,4-diClPh CH _Two Single bond Position 19 2-692 Position 47 3,4-diClPh CH _Two Single bond 20 2-693 Device 47 3,4-diClPh CH _Two Single bond 21-21694 47 3,4-diClPh CH _Two Single bond 22 2-695 47 47 3,4-diClPh CH _Two Single bond 23 2-696 Position 47 3,4-diClPh CH _Two Single bond, 24 2-697, 47 3,4-diClPh CH _Two Single bond O2 25-698 O47 3,4-diClPh CH _Two Single bond 26 26-9 99 47 3,4-diClPh CH _Two Single bond 27 2-700 47 47 3,4-diClPh CH _Two Single bond 28 281-701 47 3,4-diClPh CH _Two Single bond 292-702 Device 47 3,4-diClPh CH _Two Single bond 30-703 Device 47 3,4-diClPh CH _Two Single bond 31-704 Device 47 3,4-diClPh CH _Two Single bond 32 32-705 47 47 3,4-diClPh CH _Two Single bond 65 2-706 47 47 3,4-diClPh CH _Two Single bond 66 2-707 47 47 3,4-diClPh CH _Two Single bond 67 67-708 Device 47 3,4-diClPh CH _Two Single bond O2 68-709 O3 47 3,4-diClPh CH _Two Single bond Oxygen 69 2-710 Oxygen 47 3,4-diClPh CH _Two Single bond Position 70 2-711 Position 47 3,4-diClPh CH _Two Single bond Position 71 2-712 Position 47 3,4-diClPh CH _Two Single bond Position 72 2-713 Position 47 3,4-diClPh CH _Two Single bond unit 73 2-714 unit 47 3,4-diClPh CH _Two Single bond Position 74 2-715 Position 47 3,4-diClPh CH _Two Single bond, 75 2-716, 47 3,4-diClPh CH _Two Single bond position 76 2-717 position 47 3,4-diClPh CH _Two Single bond, 77 2-718, 47 3,4-diClPh CH _Two Single bond position 78 2-719 position 47 3,4-diClPh CH _Two Single bond Position 79 2-720 Position 47 3,4-diClPh CH _Two Single bond 80 2-721 Device 81 3,4-diClPh CH _Two Single bond position 1 2-722 position 81 3,4-diClPh CH _Two Single bond 2 2-723 1 81 3,4-diClPh CH _Two Single bond position 3 2-724 position 81 3,4-diClPh CH _Two Single bond position 4 2-725 position 81 3,4-diClPh CH _Two Single bond position 5 2-726 position 81 3,4-diClPh CH _Two Single bond position 6 2-727 position 81 3,4-diClPh CH _Two Single bond Position 7 2-728 Position 81 3,4-diClPh CH _Two Single bond position 8 2-729 position 81 3,4-diClPh CH _Two Single bond position 9 2-730 position 81 3,4-diClPh CH _Two Single bond unit 10 2-731 unit 81 3,4-diClPh CH _Two Single bond 11 2-732 Device 81 3,4-diClPh CH _Two Single bond 122-733 Device 81 3,4-diClPh CH _Two Single bond 132-734 Device 81 3,4-diClPh CH _Two Single bond 14 2-735 Device 81 3,4-diClPh CH _Two Single bond 152-736 Device 81 3,4-diClPh CH _Two Single bond 16 2-737 8 1 3,4-diClPh CH _Two Single bond 17 2-738 Device 81 3,4-diClPh CH _Two Single bond 182-739 Device 81 3,4-diClPh CH _Two Single bond 192-740 Device 81 3,4-diClPh CH _Two Single bond 20 2074 1 81 3,4-diClPh CH _Two Single bond 21-742 Device 81 3,4-diClPh CH _Two Single bond 22 2-743 81 3 4-diClPh CH _Two Single bond O 23 2-744 O 81 3,4-diClPh CH _Two Single bond 24 24-745 1 81 3,4-diClPh CH _Two Single bond 25 2-746 Device 81 3,4-diClPh CH _Two Single bond 26 26-747 81 3,4-diClPh CH _Two Single bond s 27 2-748 s 81 3,4-diClPh CH _Two Single bond 28 2-749 Device 81 3,4-diClPh CH _Two Single bond O 29 2-750 O 81 3,4-diClPh CH _Two Single bond 30 2-751 81 3 4, diClPh CH _Two Single bond unit 31 2-752 unit 81 3,4-diClPh CH _Two Single bond 32 32-753 81 3 4-diClPh CH _Two Single bond 65 2-754 Device 81 3,4-diClPh CH _Two Single bond 66 2-755 Storage 81 3,4-diClPh CH _Two Single bond 67 2-756 Device 81 3,4-diClPh CH _Two Single bond, 68 2-757, 81 3,4-diClPh CH _Two Single bond 69 2-758 Device 81 3,4-diClPh CH _Two Single bond 70 2-759 Device 81 3,4-diClPh CH _Two Single bond position 71 2-760 position 81 3,4-diClPh CH _Two Single bond Position 72 2-761 Position 81 3,4-diClPh CH _Two Single bond Position 73 2-762 Position 81 3,4-diClPh CH _Two Single bond 74 2-763 Station 81 3,4-diClPh CH _Two Single bond 75 2-764 81 3,4-diClPh CH _Two Single bond 76 2-765 Station 81 3,4-diClPh CH _Two Single bond 772-766 Device 81 3,4-diClPh CH _Two Single bond position 78 2-767 position 81 3,4-diClPh CH _Two Single bond Position 79 2-768 Position 81 3,4-diClPh CH _Two Single bond 80 2-769 48 3,4-diClPh CH _Two Single bond Position 1 2-770 Position 48 3,4-diClPh CH _Two Single bond 2 2 771 1 48 3,4-diClPh CH _Two Single bond Position 3 2-772 Position 48 3,4-diClPh CH _Two Single bond Position 4 2-773 Position 48 3,4-diClPh CH _Two Single bond position 5 2-774 position 48 3,4-diClPh CH _Two Single bond position 6 2-775 position 48 3,4-diClPh CH _Two Single bond position 7 2-776 position 48 3,4-diClPh CH _Two Single bond position 8 2-777 position 48 3,4-diClPh CH _Two Single bond position 9 2-778 position 48 3,4-diClPh CH _Two Single bond 102-779 Device 48 3,4-diClPh CH _Two Single bond 11 2-780 Device 48 3,4-diClPh CH _Two Single bond 122-781 48 3,4-diClPh CH _Two Single bond 13-782 Device 48 3,4-diClPh CH _Two Single bond 14 2-783 48 3,4-diClPh CH _Two Single bond 152-784 Device 48 3,4-diClPh CH _Two Single bond 162-785 Device 48 3,4-diClPh CH _Two Single bond 17 2-786 Device 48 3,4-diClPh CH _Two Single bond 18 2-787 Device 48 3,4-diClPh CH _Two Single bond unit 19 2-788 unit 48 3,4-diClPh CH _Two Single bond Position 20 2-789 Position 48 3,4-diClPh CH _Two Single bond 21-790 Device 48 3,4-diClPh CH _Two Single bond 22 2-791 48 48 3,4-diClPh CH _Two Single bond 23 232-792 48 3,4-diClPh CH _Two Single bond Position 24 2-793 Position 48 3,4-diClPh CH _Two Single bond O2 25-794 O3 48 3,4-diClPh CH _Two Single bond, 26 2-795, 48 3,4-diClPh CH _Two Single bond 27 2796 96 48 3,4-diClPh CH _Two Single bond 28 28-797 48 3,4-diClPh CH _Two Single bond 29 29-798 48 3,4-diClPh CH _Two Single bond 30-799 Device 48 3,4-diClPh CH _Two Single bond 312-800 Device 48 3,4-diClPh CH _Two Single bond 32 2-801 Position 48 3,4-diClPh CH _Two Single bond 65 2-802 48 48 3,4-diClPh CH _Two Single bond Position 66 2-803 Position 48 3,4-diClPh CH _Two Single bond unit 67 2-804 unit 48 3,4-diClPh CH _Two Single bond, 68 2-805, 48 3,4-diClPh CH _Two Single bond Oxygen 69 2-806 Oxygen 48 3,4-diClPh CH _Two Single bond 70 2-807 Device 48 3,4-diClPh CH _Two Single bond unit 71 2-808 unit 48 3,4-diClPh CH _Two Single bond Position 72 2-809 Position 48 3,4-diClPh CH _Two Single bond Position 73 2-810 Position 48 3,4-diClPh CH _Two Single bond Position 74 2-811 Position 48 3,4-diClPh CH _Two Single bond O 75 2-812 O 48 3,4-diClPh CH _Two Single bond Position 76 2-813 Position 48 3,4-diClPh CH _Two Single bond 772-814 Device 48 3,4-diClPh CH _Two Single bond, 78 2-815, 48 3,4-diClPh CH _Two Single bond Position 79 2-816 Position 48 3,4-diClPh CH _Two Single bond 802-817 Device 49 3,4-diClPh CH _Two Single bond Position 1 2-818 Position 49 3,4-diClPh CH _Two Single bond unit 22-819 unit 49 3,4-diClPh CH _Two Single bond Position 3 2-820 Position 49 3,4-diClPh CH _Two Single bond unit 4 2-821 unit 49 3,4-diClPh CH _Two Single bond position 5 2-822 position 49 3,4-diClPh CH _Two Single bond 6 2-823 4 49 3,4-diClPh CH _Two Single bond position 7 2-824 position 49 3,4-diClPh CH _Two Single bond device 8 2-825 device 49 3,4-diClPh CH _Two Single bond position 9 2-826 position 49 3,4-diClPh CH _Two Single bond 10 2-827 Device 49 3,4-diClPh CH _Two Single bond 11 2-828 Device 49 3,4-diClPh CH _Two Single bond 12-829 Device 49 3,4-diClPh CH _Two Single bond 132-830 Device 49 3,4-diClPh CH _Two Single bond 14 2-831 49 3,4-diClPh CH _Two Single bond 152-832 49 3,4-diClPh CH _Two Single bond unit 16 2-833 unit 49 3,4-diClPh CH _Two Single bond 172-834 Device 49 3,4-diClPh CH _Two Single bond 18 2-835 Device 49 3,4-diClPh CH _Two Single bond 19 2-836 Device 49 3,4-diClPh CH _Two Single bond 20 2-837 Device 49 3,4-diClPh CH _Two Single bond 21-838 Device 49 3,4-diClPh CH _Two Single bond 22 2-839 Device 49 3,4-diClPh CH _Two Single bond 23 23-840 49 3,4-diClPh CH _Two Single bond unit 24 2-841 unit 49 3,4-diClPh CH _Two Single bond 25 252-842 49 3 4-diClPh CH _Two Single bond 26 2-843 Device 49 3,4-diClPh CH _Two Single bond 27 274-844 49 3,4-diClPh CH _Two Single bond 282-845 Device 49 3,4-diClPh CH _Two Single bond 29 29-846 49 3,4-diClPh CH _Two Single bond 30 2-847 Device 49 3,4-diClPh CH _Two Single bond 31 2-848 Device 49 3,4-diClPh CH _Two Single bond 32 2-849 Device 49 3,4-diClPh CH _Two Single bond 65 2-850 49 49 3,4-diClPh CH _Two Single bond 66-851 51 49 3,4-diClPh CH _Two Single bond 67 2-852 Device 49 3,4-diClPh CH _Two Single bond O2 68-285 O3 49 3,4-diClPh CH _Two Single bond 69 2-854 49 49 3,4-diClPh CH _Two Single bond 70 2-855 Device 49 3,4-diClPh CH _Two Single bond 71 2-856 Device 49 3,4-diClPh CH _Two Single bond Position 72 2-857 Position 49 3,4-diClPh CH _Two Single bond Position 73 2-858 Position 49 3,4-diClPh CH _Two Single bond Position 74 2-859 Position 49 3,4-diClPh CH _Two Single bond, 75 2-860, 49 3,4-diClPh CH _Two Single bond position 76 2-861 position 49 3,4-diClPh CH _Two Single bond 77 2-862 Device 49 3,4-diClPh CH _Two Single bond, 78 2-863, 49 3,4-diClPh CH _Two Single bond position 79 2-864 position 49 3,4-diClPh CH _Two Single bond 80 2-865 50 3,4-diClPh CH _Two Single bond Position 1 2-866 Position 50 3,4-diClPh CH _Two Single bond 2 2-867 Device 50 3,4-diClPh CH _Two Single bond Position 3 2-868 Position 50 3,4-diClPh CH _Two Single bond Position 4 2-869 Position 50 3,4-diClPh CH _Two Single bond position 5 2-870 position 50 3,4-diClPh CH _Two Single bond 6 2-871 Device 50 3,4-diClPh CH _Two Single bond position 7 2-872 position 50 3,4-diClPh CH _Two Single bond position 8 2-873 position 50 3,4-diClPh CH _Two Single bond position 9 2-874 position 50 3,4-diClPh CH _Two Single bond Storage 10 2-875 Storage 50 3,4-diClPh CH _Two Single bond 11 2-876 Device 50 3,4-diClPh CH _Two Single bond 12-877 Device 50 3,4-diClPh CH _Two Single bond 13 2-878 50 50 3,4-diClPh CH _Two Single bond 14 2-879 50 50 3,4-diClPh CH _Two Single bond 15 2-880 50 50 3,4-diClPh CH _Two Single bond 16 2-881 50 3,4-diClPh CH _Two Single bond 17 2-882 50 50 3,4-diClPh CH _Two Single bond 18 2-883 50 50 3,4-diClPh CH _Two Single bond Position 19 2-884 Position 50 3,4-diClPh CH _Two Single bond 20 2085 8 50 3,4-diClPh CH _Two Single bond Storage 21 2-886 Storage 50 3,4-diClPh CH _Two Single bond 22 22-887 50 3,4-diClPh CH _Two Single bond O 23 2-888 O O 50 3,4-diClPh CH _Two Single bond 24 24-889 50 3,4-diClPh CH _Two Single bond 25 25-890 50 3,4-diClPh CH _Two Single bond 26 2-891 50 50 3,4-diClPh CH _Two Single bond 27 272-892 50 3,4-diClPh CH _Two Single bond 28 2-893 50 50 3,4-diClPh CH _Two Single bond 29 2-894 50 50 3,4-diClPh CH _Two Single bond 30-895 Device 50 3,4-diClPh CH _Two Single bond unit 31 2-896 unit 50 3,4-diClPh CH _Two Single bond 32 32-897 50 50 3,4-diClPh CH _Two Single bond 65 2-898 50 50 3,4-diClPh CH _Two Single bond 66 2-899 Position 50 3,4-diClPh CH _Two Single bond 67 2-900 50 50 3,4-diClPh CH _Two Single bond device 68 2-901 device 50 3,4-diClPh CH _Two Single bond Oxygen 69 2-902 Oxygen 50 3,4-diClPh CH _Two Single bond Position 70 2-903 Position 50 3,4-diClPh CH _Two Single bond 71 2-904 50 50 3,4-diClPh CH _Two Single bond Position 72 2-905 Position 50 3,4-diClPh CH _Two Single bond Position 73 2-906 Position 50 3,4-diClPh CH _Two Single bond Position 74 2-907 Position 50 3,4-diClPh CH _Two Single bond O 75 2-908 O 50 3,4-diClPh CH _Two Single bond position 76 2-909 position 50 3,4-diClPh CH _Two Single bond 77 2-910 Device 50 3,4-diClPh CH _Two Single bond position 78 2-911 position 50 3,4-diClPh CH _Two Single bond Position 79 2-912 Position 50 3,4-diClPh CH _Two Single bond 80 2-913 51 51 3,4-diClPh CH _Two Single bond Position 1 2-914 Position 51 3,4-diClPh CH _Two Single bond 2 2 -915 3 1 51 3,4-diClPh CH _Two Single bond Position 3 2-916 Position 51 3,4-diClPh CH _Two Single bond Position 4 2-917 Position 51 3,4-diClPh CH _Two Single bond position 5 2-918 position 51 3,4-diClPh CH _Two Single bond position 6 2-919 position 51 3,4-diClPh CH _Two Single bond position 7 2-920 position 51 3,4-diClPh CH _Two Single bond position 8 2-921 position 51 3,4-diClPh CH _Two Single bond device 9 2-922 device 51 3,4-diClPh CH _Two Single bond 102-923 Device 51 3,4-diClPh CH _Two Single bond 11 2-924 Device 51 3,4-diClPh CH _Two Single bond 12 2-925 5 1 3,4-diClPh CH _Two Single bond 13-926 Device 51 3,4-diClPh CH _Two Single bond 14 2-927 Device 51 3,4-diClPh CH _Two Single bond 152-928 Device 51 3,4-diClPh CH _Two Single bond 16 2-929 Device 51 3,4-diClPh CH _Two Single bond 172-930 Device 51 3,4-diClPh CH _Two Single bond 18 2-931 Device 51 3,4-diClPh CH _Two Single bond 192-932 51 3,4-diClPh CH _Two Single bond Storage 20 2-933 Storage 51 3,4-diClPh CH _Two Single bond 21-934 Device 51 3,4-diClPh CH _Two Single bond 22 2-935 Device 51 3,4-diClPh CH _Two Single bond 23 2-936 Device 51 3,4-diClPh CH _Two Single bond 24 24-937 51 51 3,4-diClPh CH _Two Single bond O 25 2-938 O 51 3,4-diClPh CH _Two Single bond 26 2-939 51 51 3,4-diClPh CH _Two Single bond, 27 2-940, 51 3,4-diClPh CH _Two Single bond 28 2-941 51 3,4-diClPh CH _Two Single bond 29 2-942 51 51 3,4-diClPh CH _Two Single bond 30 2-943 51 3,4-diClPh CH _Two Single bond Position 31 2-944 Position 51 3,4-diClPh CH _Two Single bond 32 32-945 51 51 3,4-diClPh CH _Two Single bond 65 2-946 Device 51 3,4-diClPh CH _Two Single bond 66-2-947 Device 51 3,4-diClPh CH _Two Single bond 67 2-948 Device 51 3,4-diClPh CH _Two Single bond O2 68-949 O3 51 3,4-diClPh CH _Two Single bond 69 2-950 51 51 3,4-diClPh CH _Two Single bond Position 70 2-951 Position 51 3,4-diClPh CH _Two Single bond 71 2-952 51 51 3,4-diClPh CH _Two Single bond Position 72 2-953 Position 51 3,4-diClPh CH _Two Single bond Position 73 2-954 Position 51 3,4-diClPh CH _Two Single bond Position 74 2-955 Position 51 3,4-diClPh CH _Two Single bond O 75 2-956 O 51 3,4-diClPh CH _Two Single bond position 76 2-957 position 51 3,4-diClPh CH _Two Single bond 77 2-958 Device 51 3,4-diClPh CH _Two Single bond position 78 2-959 position 51 3,4-diClPh CH _Two Single bond Position 79 2-960 Position 51 3,4-diClPh CH _Two Single bond 802-961 52 3,4-diClPh CH _Two Single bond Position 1 2-962 Position 52 3,4-diClPh CH _Two Single bond Position 2 2-963 Position 52 3,4-diClPh CH _Two Single bond Position 3 2-964 Position 52 3,4-diClPh CH _Two Single bond Position 4 2-965 Position 52 3,4-diClPh CH _Two Single bond position 5 2-966 position 52 3,4-diClPh CH _Two Single bond position 6 2-967 position 52 3,4-diClPh CH _Two Single bond position 7 2-968 position 52 3,4-diClPh CH _Two Single bond position 8 2-969 position 52 3,4-diClPh CH _Two Single bond position 9 2-970 position 52 3,4-diClPh CH _Two Single bond 10 2-971 Device 52 3,4-diClPh CH _Two Single bond 11 2-972 Device 52 3,4-diClPh CH _Two Single bond unit 12 2-973 unit 52 3,4-diClPh CH _Two Single bond 132-974 Device 52 3,4-diClPh CH _Two Single bond 14 2-975 Device 52 3,4-diClPh CH _Two Single bond 152-976 Device 52 3,4-diClPh CH _Two Single bond 162-977 Device 52 3,4-diClPh CH _Two Single bond 172-978 Device 52 3,4-diClPh CH _Two Single bond O 18 2-979 O 52 3,4-diClPh CH _Two Single bond Position 19 2-980 Position 52 3,4-diClPh CH _Two Single bond Position 20 2-981 Position 52 3,4-diClPh CH _Two Single bond 21 2-982 Device 52 3,4-diClPh CH _Two Single bond 22 2-983 Device 52 3,4-diClPh CH _Two Single bond 23 2-984 Device 52 3,4-diClPh CH _Two Single bond 24 2-985 Position 52 3,4-diClPh CH _Two Single bond 25 2-986 Device 52 3,4-diClPh CH _Two Single bond 26 2-987 Device 52 3,4-diClPh CH _Two Single bond 27 27-988 2 52 3,4-diClPh CH _Two Single bond O 28 2-989 O 52 3,4-diClPh CH _Two Single bond O2 2-990 O2 52 3,4-diClPh CH _Two Single bond Position 30 2-991 Position 52 3,4-diClPh CH _Two Single bond 31-992 Device 52 3,4-diClPh CH _Two Single bond 32 32-993 52 3,4-diClPh CH _Two Single bond 65 2-994 Device 52 3,4-diClPh CH _Two Single bond 66-995 Device 52 3,4-diClPh CH _Two Single bond 67 2-996 Device 52 3,4-diClPh CH _Two Single bond position 68 2-997 position 52 3,4-diClPh CH _Two Single bond Oxygen 69 2-998 Oxygen 52 3,4-diClPh CH _Two Single bond 70 2-999 Device 52 3,4-diClPh CH _Two Single bond Position 71 2-1000 Position 52 3,4-diClPh CH _Two Single bond Position 72 2-1001 Position 52 3,4-diClPh CH _Two Single bond Position 73 2-1002 Position 52 3,4-diClPh CH _Two Single bond Position 74 2-1003 Position 52 3,4-diClPh CH _Two Single bond, 75 2-1004, 52 3,4-diClPh CH _Two Single bond 76 2-1005 Position 52 3,4-diClPh CH _Two Single bond Position 77 2-1006 Position 52 3,4-diClPh CH _Two Single bond position 78 2-1007 position 52 3,4-diClPh CH _Two Single bond Position 792-1008 Position 52 3,4-diClPh CH _Two Single bond 80-21009 53 53,4-diClPh CH _Two Single bond Position 1 2-1010 Position 53 3,4-diClPh CH _Two Single bond Position 2 2-1011 Position 53 3,4-diClPh CH _Two Single bond Position 3 2-1012 Position 53 3,4-diClPh CH _Two Single bond Position 4 2-1013 Position 53 3,4-diClPh CH _Two Single bond position 5 2-1014 position 53 3,4-diClPh CH _Two Single bond Position 6 2-1015 Position 53 3,4-diClPh CH _Two Single bond position 7 2-1016 position 53 3,4-diClPh CH _Two Single bond position 8 2-1017 position 53 3,4-diClPh CH _Two Single bond device 9 2-1018 device 53 3,4-diClPh CH _Two Single bond 10 2-1019 Device 53 3,4-diClPh CH _Two Single bond 11 2-1020 Device 53 3,4-diClPh CH _Two Single bond 12 2-1021 Device 53 3,4-diClPh CH _Two Single bond 13 2-1022 Device 53 3,4-diClPh CH _Two Single bond Storage 14 2-1023 Storage 53 3,4-diClPh CH _Two Single bond 152-1024 53 53 4,4-diClPh CH _Two Single bond 16 2-1025 Position 53 3,4-diClPh CH _Two Single bond 17-2-1026 Device 53 3,4-diClPh CH _Two Single bond 18 2-1027 Device 53 3,4-diClPh CH _Two Single bond Position 19 2-1028 Position 53 3,4-diClPh CH _Two Single bond Storage 20 2-1029 Storage 53 3,4-diClPh CH _Two Single bond 21 21 30 30 53 53,4-diClPh CH _Two Single bond 22 2-1031 Device 53 3,4-diClPh CH _Two Single bond 23 23-1032 53 53,4-diClPh CH _Two Single bond Position 24 2-1033 Position 53 3,4-diClPh CH _Two Single bond 25-21034 53 53,4-diClPh CH _Two Single bond 26 2-1035 Device 53 3,4-diClPh CH _Two Single bond, 27 2-1036, 53 53,4-diClPh CH _Two Single bond unit 28 2-1037 unit 53 3,4-diClPh CH _Two Single bond 29-2-1038 Device 53 3,4-diClPh CH _Two Single bond 30 2-1039 Device 53 3,4-diClPh CH _Two Single bond 31 2-1040 Device 53 3,4-diClPh CH _Two Single bond Position 32 2-1041 Position 53 3,4-diClPh CH _Two Single bond 65 2-1042 53 53-diClPh CH _Two Single bond Position 66 2-1043 Position 53 3,4-diClPh CH _Two Single bond 67 2-1044 Device 53 3,4-diClPh CH _Two Single bond Storage 68 2-1045 Storage 53 3,4-diClPh CH _Two Single bond Position 69 2-1046 Position 53 3,4-diClPh CH _Two Single bond 70 70 1047 53 3,4-diClPh CH _Two Single bond Position 71 2-1048 Position 53 3,4-diClPh CH _Two Single bond Position 72 2-1049 Position 53 3,4-diClPh CH _Two Single bond Position 73 2-1050 Position 53 3,4-diClPh CH _Two Single bond Position 74 2-1051 Position 53 3,4-diClPh CH _Two Single bond 752-1052 Device 53 3,4-diClPh CH _Two Single bond Position 76 2-1053 Position 53 3,4-diClPh CH _Two Single bond unit 77 2-1054 unit 53 3,4-diClPh CH _Two Single bond Position 78 2-1055 Position 53 3,4-diClPh CH _Two Single bond Position 79 2-1056 Position 53 3,4-diClPh CH _Two Single bond 80 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 2-1057 Position 54 3,4-diClPh CH _Two Single bond Position 1 2-1058 Position 54 3,4-diClPh CH _Two Single bond position 2 2-1059 position 54 3,4-diClPh CH _Two Single bond Position 3 2-1060 Position 54 3,4-diClPh CH _Two Single bond Position 4 2-1061 Position 54 3,4-diClPh CH _Two Single bond position 5 2-1062 position 54 3,4-diClPh CH _Two Single bond position 6 2-1063 position 54 3,4-diClPh CH _Two Single bond Position 7 2-1064 Position 54 3,4-diClPh CH _Two Single bond Position 8 2-1065 Position 54 3,4-diClPh CH _Two Single bond position 9 2-1066 position 54 3,4-diClPh CH _Two Single bond 10 2-1067 Device 54 3,4-diClPh CH _Two Single bond 11 2-1068 Device 54 3,4-diClPh CH _Two Single bond 12 12-1069 Device 54 3,4-diClPh CH _Two Single bond 13-2-1070 Device 54 3,4-diClPh CH _Two Single bond 14 2-1071 Device 54 3,4-diClPh CH _Two Single bond 152-1072 Device 54 3,4-diClPh CH _Two Single bond 162-1073 Device 54 3,4-diClPh CH _Two Single bond O 17 2-1074 O 54 3,4-diClPh CH _Two Single bond 18-2-1075 Device 54 3,4-diClPh CH _Two Single bond Position 19 2-1076 Position 54 3,4-diClPh CH _Two Single bond Position 20 2-1077 Position 54 3,4-diClPh CH _Two Single bond 21 2-1078 Device 54 3,4-diClPh CH _Two Single bond Position 22 2-1079 Position 54 3,4-diClPh CH _Two Single bond 23 2 1080 1080 54 3,4-diClPh CH _Two Single bond 24 24-1081 54 3,4-diClPh CH _Two Single bond 25 25 1082 54 3,4-diClPh CH _Two Single bond 26 2-1083 Device 54 3,4-diClPh CH _Two Single bond 27 27-1084 54 3,4-diClPh CH _Two Single bond 28 28-1085 54 3,4-diClPh CH _Two Single bond 29 29-1086 54 3,4-diClPh CH _Two Single bond Position 30 2-1087 Position 54 3,4-diClPh CH _Two Single bond 31 2-1088 Device 54 3,4-diClPh CH _Two Single bond Position 32 2-1089 Position 54 3,4-diClPh CH _Two Single bond 65-2-1090 Position 54 3,4-diClPh CH _Two Single bond 66-21091 Device 54 3,4-diClPh CH _Two Single bond 67 2-1092 Device 54 3,4-diClPh CH _Two Single bond 68 2-1093 Device 54 3,4-diClPh CH _Two Single bond position 69 2-1094 position 54 3,4-diClPh CH _Two Single bond 70 70 1095 54 3,4-diClPh CH _Two Single bond position 71 2-1096 position 54 3,4-diClPh CH _Two Single bond Position 72 2-1097 Position 54 3,4-diClPh CH _Two Single bond Position 73 2-1098 Position 54 3,4-diClPh CH _Two Single bond Position 74 2-1099 Position 54 3,4-diClPh CH _Two Single bond 75 2-1-1100 54 3,4-diClPh CH _Two Single bond position 762-1101 position 54 3,4-diClPh CH _Two Single bond 77 2-1102 54 3,4-diClPh CH _Two Single bond position 78 2-1103 position 54 3,4-diClPh CH _Two Single bond Position 79 2-1104 Position 54 3,4-diClPh CH _Two Single bond 80-1105 105 55 3,4-diClPh CH _Two Single bond 1-2-1106 Device 55 3,4-diClPh CH _Two Single bond Position 2 2-1107 Position 55 3,4-diClPh CH _Two Single bond Position 3 2-1108 Position 55 3,4-diClPh CH _Two Single bond position 4 2-1109 position 55 3,4-diClPh CH _Two Single bond position 5 2-1110 position 55 3,4-diClPh CH _Two Single bond position 6 2-1111 position 55 3,4-diClPh CH _Two Single bond position 7 2-1112 position 55 3,4-diClPh CH _Two Single bond position 8 2-1113 position 55 3,4-diClPh CH _Two Single bond position 9 2-1114 position 55 3,4-diClPh CH _Two Single bond 102-1115 Device 55 3,4-diClPh CH _Two Single bond 11-2116 116 55 3,4-diClPh CH _Two Single bond 12-2117 117 55 3,4-diClPh CH _Two Single bond 13-21-1118 55 3,4-diClPh CH _Two Single bond 14 2-119 1 5 55 3,4-diClPh CH _Two Single bond 152-1120 Device 55 3,4-diClPh CH _Two Single bond 16 2-121 121 55 3,4-diClPh CH _Two Single bond 17-2112 122 55 3,4-diClPh CH _Two Single bond 18-18 1123 55 3,4-diClPh CH _Two Single bond 192-1124 Device 55 3,4-diClPh CH _Two Single bond 202-1125 Device 55 3,4-diClPh CH _Two Single bond 21-21126 5 55 3,4-diClPh CH _Two Single bond 22 22-11 27 55 3,4-diClPh CH _Two Single bond 23 2-128 128 55 3,4-diClPh CH _Two Single bond 24-1129 1 55 3,4-diClPh CH _Two Single bond 25-1130, 55 3,4-diClPh CH _Two Single bond 26-2131 131 55 3,4-diClPh CH _Two Single bond 27 271-132 55 3,4-diClPh CH _Two Single bond 28-2113 133 55 3,4-diClPh CH _Two Single bond 29-1134 Device 55 3,4-diClPh CH _Two Single bond 302-1135 Device 55 3,4-diClPh CH _Two Single bond Position 31 2-1136 Position 55 3,4-diClPh CH _Two Single bond 32 1-2137 37 55 3,4-diClPh CH _Two Single bond 65 2- 1138, 55 3,4-diClPh CH _Two Single bond 66-2 139 39 55 3,4-diClPh CH _Two Single bond 67 2-140 140 55 3,4-diClPh CH _Two Single bond unit 68 2-1141 unit 55 3,4-diClPh CH _Two Single bond O 69 2-1142 O 55 3,4-diClPh CH _Two Single bond Position 70 2-1143 Position 55 3,4-diClPh CH _Two Single bond Position 71 2-1144 Position 55 3,4-diClPh CH _Two Single bond Position 72 2-1145 Position 55 3,4-diClPh CH _Two Single bond Position 73 2-1146 Position 55 3,4-diClPh CH _Two Single bond Position 74 2-1147 Position 55 3,4-diClPh CH _Two Single bond Position 75 2-1148 Position 55 3,4-diClPh CH _Two Single bond 76 2-1-1149 Position 55 3,4-diClPh CH _Two Single bond 77-21-1150 55 3,4-diClPh CH _Two Single bond position 78 2-1151 position 55 3,4-diClPh CH _Two Single bond Position 79 2-1152 Position 55 3,4-diClPh CH _Two Single bond 80 2-1153 56 56,4-diClPh CH _Two Single bond Position 1 2-1154 Position 56 3,4-diClPh CH _Two Single bond Position 2 2-1155 Position 56 3,4-diClPh CH _Two Single bond Position 3 2-1156 Position 56 3,4-diClPh CH _Two Single bond Position 4 2-1157 Position 56 3,4-diClPh CH _Two Single bond position 5 2-1158 position 56 3,4-diClPh CH _Two Single bond position 6 2-1159 position 56 3,4-diClPh CH _Two Single bond position 7 2-1160 position 56 3,4-diClPh CH _Two Single bond position 8 2-1116 position 56 3,4-diClPh CH _Two Single bond position 9 2-1162 position 56 3,4-diClPh CH _Two Single bond 10 2 1163 3 56 3,4-diClPh CH _Two Single bond 112-1164 Device 56 3,4-diClPh CH _Two Single bond 12-1165 Device 56 3,4-diClPh CH _Two Single bond 132-1166 Device 56 3,4-diClPh CH _Two Single bond Position 142-1167 Position 56 3,4-diClPh CH _Two Single bond 152-1168 Device 56 3,4-diClPh CH _Two Single bond 16-2 1169 Position 56 3,4-diClPh CH _Two Single bond 17-21-1170 56 3,4-diClPh CH _Two Single bond 18 181-171 56 3,4-diClPh CH _Two Single bond Position 19 2-1172 Position 56 3,4-diClPh CH _Two Single bond unit 20 2-1173 unit 56 3,4-diClPh CH _Two Single bond 21-21174 1 56 3,4-diClPh CH _Two Single bond 222-1175 Device 56 3,4-diClPh CH _Two Single bond 232-1176 Device 56 3,4-diClPh CH _Two Single bond 24 24- 1177 position 56 3,4-diClPh CH _Two Single bond 25-1178, 56 3,4-diClPh CH _Two Single bond 26 2- 1179 position 56 3,4-diClPh CH _Two Single bond 27 2-180 180 56 3,4-diClPh CH _Two Single bond 28-21181 56 3,4-diClPh CH _Two Single bond 292-1182 Device 56 3,4-diClPh CH _Two Single bond 30-21183 56 3,4-diClPh CH _Two Single bond 31-21184 56 3,4-diClPh CH _Two Single bond Position 32 2-1185 Position 56 3,4-diClPh CH _Two Single bond device 65 2-1186 device 56 3,4-diClPh CH _Two Single bond 66-2 1187 Position 56 3,4-diClPh CH _Two Single bond 67-2 1188 Device 56 3,4-diClPh CH _Two Single bond O.682-1189 O.56 3,4-diClPh CH _Two Single bond 692-1190 Device 56 3,4-diClPh CH _Two Single bond Position 70 2-1191 Position 56 3,4-diClPh CH _Two Single bond unit 71 2-1192 unit 56 3,4-diClPh CH _Two Single bond Position 72 2-1193 Position 56 3,4-diClPh CH _Two Single bond Position 73 2-1194 Position 56 3,4-diClPh CH _Two Single bond Position 74 2-1195 Position 56 3,4-diClPh CH _Two Single bond O 752-1196 Osamu 56 3,4-diClPh CH _Two Single bond 76 2- 1197 Position 56 3,4-diClPh CH _Two Single bond 77 2-1-1198 56 3,4-diClPh CH _Two Single bond position 78 2-1199 position 56 3,4-diClPh CH _Two Single bond 79 2-1200 56 56 3,4-diClPh CH _Two Single bond 80 2-1201 57 57 3,4-diClPh CH _Two Single bond Position 1-21202 Position 57 3,4-diClPh CH _Two Single bond Position 22-1203 Position 57 3,4-diClPh CH _Two Single bond Position 3 2-1204 Position 57 3,4-diClPh CH _Two Single bond Position 4 2-1205 Position 57 3,4-diClPh CH _Two Single bond position 5 2-1206 position 57 3,4-diClPh CH _Two Single bond position 6 2-1207 position 57 3,4-diClPh CH _Two Single bond position 7 2-1208 position 57 3,4-diClPh CH _Two Single bond device 8 2-1209 device 57 3,4-diClPh CH _Two Single bond position 9 2-1210 position 57 3,4-diClPh CH _Two Single bond 10 2-1211 Device 57 3,4-diClPh CH _Two Single bond 11-21212 57 3,4-diClPh CH _Two Single bond 12-1213 Device 57 3,4-diClPh CH _Two Single bond 132-1214 Device 57 3,4-diClPh CH _Two Single bond 142-1215 Device 57 3,4-diClPh CH _Two Single bond 152-1216 Device 57 3,4-diClPh CH _Two Single bond 162-1217 Device 57 3,4-diClPh CH _Two Single bond 172-1218 18 57 3,4-diClPh CH _Two Single bond 18 18-12 19 57 3,4-diClPh CH _Two Single bond 192-1220 Device 57 3,4-diClPh CH _Two Single bond Position 20 2-1221 Position 57 3,4-diClPh CH _Two Single bond 21-2122 22 57 3,4-diClPh CH _Two Single bond 22-2122 23 57 3,4-diClPh CH _Two Single bond 23 2-122 24 57 3,4-diClPh CH _Two Single bond 24 24-122 25 57 3,4-diClPh CH _Two Single bond O 25 2-1226 O 57 3,4-diClPh CH _Two Single bond 26 2-122 7 57 3,4-diClPh CH _Two Single bond 27 2-122 28 57 3,4-diClPh CH _Two Single bond unit 28 2-1229 unit 57 3,4-diClPh CH _Two Single bond 29 29-12 30 57 3,4-diClPh CH _Two Single bond 302-1231 Device 57 3,4-diClPh CH _Two Single bond 312-1232 Device 57 3,4-diClPh CH _Two Single bond Position 32 2-1233 Position 57 3,4-diClPh CH _Two Single bond 65-2123 34 57 3,4-diClPh CH _Two Single bond 66-2-1235 57 3,4-diClPh CH _Two Single bond 67 2-1236 Device 57 3,4-diClPh CH _Two Single bond O2 2-1237 O3 57 3,4-diClPh CH _Two Single bond Oxygen 69 2-1238 Oxygen 57 3,4-diClPh CH _Two Single bond Position 70 2-1239 Position 57 3,4-diClPh CH _Two Single bond Position 71 2-1240 Position 57 3,4-diClPh CH _Two Single bond 72-2124 1 57 3,4-diClPh CH _Two Single bond Position 73 2-1242 Position 57 3,4-diClPh CH _Two Single bond unit 74 2-1243 unit 57 3,4-diClPh CH _Two Single bond 75 2-124 4 57 3,4-diClPh CH _Two Single bond position 76 2-1245 position 57 3,4-diClPh CH _Two Single bond O2 772-1246 O3 3,4-diClPh CH _Two Single bond position 78 2-1247 position 57 3,4-diClPh CH _Two Single bond Position 79 2-1248 Position 57 3,4-diClPh CH _Two Single bond 80-2-1249 58 3,4-diClPh CH _Two Single bond Position 12-1250 Position 58 3,4-diClPh CH _Two Single bond position 2 2-1251 position 58 3,4-diClPh CH _Two Single bond Position 3 2-1252 Position 58 3,4-diClPh CH _Two Single bond Position 4 2-1253 Position 58 3,4-diClPh CH _Two Single bond position 5 2-1254 position 58 3,4-diClPh CH _Two Single bond position 6 2-1255 position 58 3,4-diClPh CH _Two Single bond position 7 2-1256 position 58 3,4-diClPh CH _Two Single bond position 8 2-1257 position 58 3,4-diClPh CH _Two Single bond position 9 2-1258 position 58 3,4-diClPh CH _Two Single bond 10 2-1259 Device 58 3,4-diClPh CH _Two Single bond 112-1260 Device 58 3,4-diClPh CH _Two Single bond 12-2126 1 58 3,4-diClPh CH _Two Single bond 13-21262 Device 58 3,4-diClPh CH _Two Single bond 14-21263 58 3,4-diClPh CH _Two Single bond 152-1264 Device 58 3,4-diClPh CH _Two Single bond 16 2-126 5 58 3,4-diClPh CH _Two Single bond 17-2126 66 58 3,4-diClPh CH _Two Single bond 182-1267 Device 58 3,4-diClPh CH _Two Single bond Position 19 2-1268 Position 58 3,4-diClPh CH _Two Single bond Position 20 2-1269 Position 58 3,4-diClPh CH _Two Single bond 212-1270 Device 58 3,4-diClPh CH _Two Single bond 22-21271 58 3,4-diClPh CH _Two Single bond unit 23 2-1272 unit 58 3,4-diClPh CH _Two Single bond 24 24-1273 58 58 3,4-diClPh CH _Two Single bond 25 2-127 4 58 3,4-diClPh CH _Two Single bond, 26 2-1275, 58 3,4-diClPh CH _Two Single bond 27 27 1276 58 3,4-diClPh CH _Two Single bond 28 28-1277 58 3,4-diClPh CH _Two Single bond 29 2-127 78 58 3,4-diClPh CH _Two Single bond 30 2-127 79 58 3,4-diClPh CH _Two Single bond 31-1280 Device 58 3,4-diClPh CH _Two Single bond 32 32-1281 58 3,4-diClPh CH _Two Single bond 65 2-1282 58 58 3,4-diClPh CH _Two Single bond position 66 2-1283 position 58 3,4-diClPh CH _Two Single bond 67-21284 58 3,4-diClPh CH _Two Single bond unit 68 2-1285 unit 58 3,4-diClPh CH _Two Single bond 69-2-1286 Device 58 3,4-diClPh CH _Two Single bond 70-212887 58 3,4-diClPh CH _Two Single bond Position 71 2-1288 Position 58 3,4-diClPh CH _Two Single bond Position 72 2-1289 Position 58 3,4-diClPh CH _Two Single bond Position 73 2-1290 Position 58 3,4-diClPh CH _Two Single bond Position 74 2-1291 Position 58 3,4-diClPh CH _Two Single bond O 75 2-1292 O 58 3,4-diClPh CH _Two Single bond position 76 2-1293 position 58 3,4-diClPh CH _Two Single bond 77 2-129 94 58 3,4-diClPh CH _Two Single bond position 78 2-1295 position 58 3,4-diClPh CH _Two Single bond Position 79 2-1296 Position 58 3,4-diClPh CH _Two Single bond 80 2-129 97 59 3,4-diClPh CH _Two Single bond Position 1 2-1298 Position 59 3,4-diClPh CH _Two Single bond 2 2-1299 1 59 3,4-diClPh CH _Two Single bond device 3 2-1300 device 59 3,4-diClPh CH _Two Single bond Position 42-1301 Position 59 3,4-diClPh CH _Two Single bond position 5 2-1302 position 59 3,4-diClPh CH _Two Single bond position 6 2-1303 position 59 3,4-diClPh CH _Two Single bond position 7 2-1304 position 59 3,4-diClPh CH _Two Single bond position 8 2-1305 position 59 3,4-diClPh CH _Two Single bond position 9 2-1306 position 59 3,4-diClPh CH _Two Single bond 10-2 1307 Device 59 3,4-diClPh CH _Two Single bond 11-2-1308 Device 59 3,4-diClPh CH _Two Single bond 12 12-1309 59 3,4-diClPh CH _Two Single bond 13 2-1310 Device 59 3,4-diClPh CH _Two Single bond 14 2-1311 Device 59 3,4-diClPh CH _Two Single bond unit 15 2-1312 unit 59 3,4-diClPh CH _Two Single bond 16 2-1313 Device 59 3,4-diClPh CH _Two Single bond 172-1314 Device 59 3,4-diClPh CH _Two Single bond 182-1315 Device 59 3,4-diClPh CH _Two Single bond Position 19 2-1316 Position 59 3,4-diClPh CH _Two Single bond 20 20-1317 59 59,4-diClPh CH _Two Single bond 21-21318 Device 59 3,4-diClPh CH _Two Single bond O2 22-1319 O3 59 3,4-diClPh CH _Two Single bond 23 23-12 3 59 3,4-diClPh CH _Two Single bond 242-1321 59 59,4-diClPh CH _Two Single bond 25 2-1322 59 3,4-diClPh CH _Two Single bond 26 2-1233 59 3,4-diClPh CH _Two Single bond 27 27-1324 59 3,4-diClPh CH _Two Single bond 282-1325 Device 59 3,4-diClPh CH _Two Single bond 292-1326 Device 59 3,4-diClPh CH _Two Single bond 302-1327 Device 59 3,4-diClPh CH _Two Single bond 312-1328 Device 59 3,4-diClPh CH _Two Single bond Position 32 2-1329 Position 59 3,4-diClPh CH _Two Single bond 65-2-1330 59 3,4-diClPh CH _Two Single bond unit 66 2-1331 unit 59 3,4-diClPh CH _Two Single bond 67 2-1332 59 59,4-diClPh CH _Two Single bond 68 2-1333 59 59,4-diClPh CH _Two Single bond device 69 2-1334 device 59 3,4-diClPh CH _Two Single bond 70 2-1335 Device 59 3,4-diClPh CH _Two Single bond 711 2-1336 Align 59 3,4-diClPh CH _Two Single bond Position 72 2-1337 Position 59 3,4-diClPh CH _Two Single bond Position 73 2-1338 Position 59 3,4-diClPh CH _Two Single bond Position 74 2-1339 Position 59 3,4-diClPh CH _Two Single bond 75 2- 1340 59 59,4-diClPh CH _Two Single bond unit 76 2-1341 unit 59 3,4-diClPh CH _Two Single bond 772-1342 59 59,4-diClPh CH _Two Single bond position 78 2-1343 position 59 3,4-diClPh CH _Two Single bond, 79 2-1344, 59 3,4-diClPh CH _Two Single bond 802-1345 Device 82 3,4-diClPh CH _Two Single bond position 1 2-1346 position 82 3,4-diClPh CH _Two Single bond 2 2 1347 2 8 3,4-diClPh CH _Two Single bond position 3 2-1348 position 82 3,4-diClPh CH _Two Single bond position 4 2-1349 position 82 3,4-diClPh CH _Two Single bond position 5 2-1350 position 82 3,4-diClPh CH _Two Single bond position 6 2-1351 position 82 3,4-diClPh CH _Two Single bond unit 7 2-1352 unit 82 3,4-diClPh CH _Two Single bond position 82-1353 position 82 3,4-diClPh CH _Two Single bond position 9 2-1354 position 82 3,4-diClPh CH _Two Single bond 10 2 -1355 Device 82 3,4-diClPh CH _Two Single bond 112-1356 82 3,4-diClPh CH _Two Single bond 122-1357 Device 82 3,4-diClPh CH _Two Single bond 132-1358 Device 82 3,4-diClPh CH _Two Single bond 142-1359 Device 82 3,4-diClPh CH _Two Single bond 152-1360 Device 82 3,4-diClPh CH _Two Single bond 162-1361 Device 82 3,4-diClPh CH _Two Single bond unit 17 2-1362 unit 82 3,4-diClPh CH _Two Single bond 18 2-1363 Device 82 3,4-diClPh CH _Two Single bond Position 192-1364 Position 82 3,4-diClPh CH _Two Single bond 202-1365 Device 82 3,4-diClPh CH _Two Single bond 21-21366 Device 82 3,4-diClPh CH _Two Single bond 22 22-1367 82 3,4-diClPh CH _Two Single bond O 23 2-1368 O 82 3,4-diClPh CH _Two Single bond 242-1369 Position 82 3,4-diClPh CH _Two Single bond O2 2-1370 O2 3,4-diClPh CH _Two Single bond 26-21371 Device 82 3,4-diClPh CH _Two Single bond 27 272-1372 82 3,4-diClPh CH _Two Single bond 282-1373 Device 82 3,4-diClPh CH _Two Single bond 29 2-1374 82 3,4-diClPh CH _Two Single bond 302-1375 Device 82 3,4-diClPh CH _Two Single bond Position 31 2-1376 Position 82 3,4-diClPh CH _Two Single bond 32 1-2377 Device 82 3,4-diClPh CH _Two Single bond 65-2 1378 Position 82 3,4-diClPh CH _Two Single bond 66-2 1379 Storage 82 3,4-diClPh CH _Two Single bond 67 2-1380 Device 82 3,4-diClPh CH _Two Single bond 68-2138 1 Device 82 3,4-diClPh CH _Two Single bond Oxygen 692-1382 Oxygen 3,4-diClPh CH _Two Single bond Storage 70 2-1383 Storage 82 3,4-diClPh CH _Two Single bond Position 71 2-1384 Position 82 3,4-diClPh CH _Two Single bond Position 72 2-1385 Position 82 3,4-diClPh CH _Two Single bond Position 73 2-1386 Position 82 3,4-diClPh CH _Two Single bond 74 2- 1387 Position 82 3,4-diClPh CH _Two Single bond O 75 2-1388 O 82 3,4-diClPh CH _Two Single bond position 76 2-1389 position 82 3,4-diClPh CH _Two Single bond 77 2-1390 Device 82 3,4-diClPh CH _Two Single bond O 78 2-1391 O 82 3,4-diClPh CH _Two Single bond Position 79 2-1392 Position 82 3,4-diClPh CH _Two Single bond 802-1393 Device 83 3,4-diClPh CH _Two Single bond position 1 2-1394 position 83 3,4-diClPh CH _Two Single bond Position 2 2-1395 Position 83 3,4-diClPh CH _Two Single bond Position 3 2-1396 Position 83 3,4-diClPh CH _Two Single bond Position 4 2-1397 Position 83 3,4-diClPh CH _Two Single bond position 5 2-1398 position 83 3,4-diClPh CH _Two Single bond position 6 2-1399 position 83 3,4-diClPh CH _Two Single bond position 7 2-1400 position 83 3,4-diClPh CH _Two Single bond position 82-1401 position 83 3,4-diClPh CH _Two Single bond position 92-1402 position 83 3,4-diClPh CH _Two Single bond 10 2 -1403 3 83 3,4-diClPh CH _Two Single bond 11-2-1404 83 3,4-diClPh CH _Two Single bond 12-12405 Device 83 3,4-diClPh CH _Two Single bond 132-1406 Device 83 3,4-diClPh CH _Two Single bond unit 14 2-1407 unit 83 3,4-diClPh CH _Two Single bond O 15 2-1408 O 83 3,4-diClPh CH _Two Single bond 16-2 1409 8 3 3,4-diClPh CH _Two Single bond unit 17 2-1410 unit 83 3,4-diClPh CH _Two Single bond 18-2-1411 Device 83 3,4-diClPh CH _Two Single bond 192-1414 12 83 3,4-diClPh CH _Two Single bond 20 2-1413 Device 83 3,4-diClPh CH _Two Single bond 21-21414 Device 83 3,4-diClPh CH _Two Single bond 22 2-1415 Device 83 3,4-diClPh CH _Two Single bond 23-2-1416 Device 83 3,4-diClPh CH _Two Single bond 24 24-141 17 83 3,4-diClPh CH _Two Single bond 25-1418 18 83 3,4-diClPh CH _Two Single bond 26 2-1419 Device 83 3,4-diClPh CH _Two Single bond, 27 2-1420, 83 3,4-diClPh CH _Two Single bond 28 281-241 83 3,4-diClPh CH _Two Single bond 29 294-222 83 3,4-diClPh CH _Two Single bond 302-1423 Device 83 3,4-diClPh CH _Two Single bond 312-1424 Device 83 3,4-diClPh CH _Two Single bond 32 32-1425 83 3,4-diClPh CH _Two Single bond 65-2-1426 Device 83 3,4-diClPh CH _Two Single bond 66-2-1427 Device 83 3,4-diClPh CH _Two Single bond unit 67 2-1428 unit 83 3,4-diClPh CH _Two Single bond 68-2-1429 Device 83 3,4-diClPh CH _Two Single bond O 69 2-1430 O 83 3,4-diClPh CH _Two Single bond position 70 2-1431 position 83 3,4-diClPh CH _Two Single bond 71 2-1432 83 3,4-diClPh CH _Two Single bond 72 723-1433 83 3,4-diClPh CH _Two Single bond Position 73 2-1434 Position 83 3,4-diClPh CH _Two Single bond 74 2- 1435 Device 83 3,4-diClPh CH _Two Single bond O 75 2-1436 O 83 3,4-diClPh CH _Two Single bond position 76 2-1437 position 83 3,4-diClPh CH _Two Single bond, 77 2-1438, 83 3,4-diClPh CH _Two Single bond, 78 2-1439, 83 3,4-diClPh CH _Two Single bond Position 79 2-1440 Position 83 3,4-diClPh CH _Two Single bond device 80 2-1441 device 61 3,4-diClPh CH _Two Single bond Position 1 2-1442 Position 61 3,4-diClPh CH _Two Single bond Position 2 2-1443 Position 61 3,4-diClPh CH _Two Single bond Position 3 2-1444 Position 61 3,4-diClPh CH _Two Single bond Position 4 2-1445 Position 61 3,4-diClPh CH _Two Single bond position 5 2-1446 position 61 3,4-diClPh CH _Two Single bond 6 2 -1447 6 1 3,4-diClPh CH _Two Single bond Position 7 2-1448 Position 61 3,4-diClPh CH _Two Single bond position 8 2-1449 position 61 3,4-diClPh CH _Two Single bond position 9 2-1450 position 61 3,4-diClPh CH _Two Single bond 10 2-1451 Device 61 3,4-diClPh CH _Two Single bond 11-21452 Device 61 3,4-diClPh CH _Two Single bond 12-12453 1 61 3,4-diClPh CH _Two Single bond 13 13-1454 61 3,4-diClPh CH _Two Single bond 14-1455 Device 61 3,4-diClPh CH _Two Single bond 152-1456 Device 61 3,4-diClPh CH _Two Single bond 16-2 1457 16 1 3,4-diClPh CH _Two Single bond 172-1458 Device 61 3,4-diClPh CH _Two Single bond O 18 2-1459 Oper 61 3,4-diClPh CH _Two Single bond 192-1460 Device 61 3,4-diClPh CH _Two Single bond 20 2-1461 61 3,4-diClPh CH _Two Single bond 21-21462 1 61 3,4-diClPh CH _Two Single bond 221-226-163 61 3,4-diClPh CH _Two Single bond 23 23-1464 61 3,4-diClPh CH _Two Single bond 24 24-1465 61 3,4-diClPh CH _Two Single bond 25-1466 Device 61 3,4-diClPh CH _Two Single bond 26 26-1467 61 3,4-diClPh CH _Two Single bond 27 27-1468 61 3,4-diClPh CH _Two Single bond 282-1469 Device 61 3,4-diClPh CH _Two Single bond Ou 29 2-1470 Otu 61 3,4-diClPh CH _Two Single bond 30 2-1471 Device 61 3,4-diClPh CH _Two Single bond 31-21472 61 3,4-diClPh CH _Two Single bond 32 1473 1 61 3,4-diClPh CH _Two Single bond 65-2 1474 Device 61 3,4-diClPh CH _Two Single bond 66-2-1475 Station 61 3,4-diClPh CH _Two Single bond 67 2-14776 61 3,4-diClPh CH _Two Single bond 68-214777 61 3,4-diClPh CH _Two Single bond O 69 2-1478 Oper 61 3,4-diClPh CH _Two Single bond 70 2-149 1 Device 61 3,4-diClPh CH _Two Single bond 711 2-1480 Device 61 3,4-diClPh CH _Two Single bond Position 72 2-1481 Position 61 3,4-diClPh CH _Two Single bond Position 73 2-1482 Position 61 3,4-diClPh CH _Two Single bond 74 2-1483 1 61 3,4-diClPh CH _Two Single bond O 75 2-1484 O 61 3,4-diClPh CH _Two Single bond, 76 2-1485, 61 3,4-diClPh CH _Two Single bond O2 772-1486 O3 3,4-diClPh CH _Two Single bond position 78 2-1487 position 61 3,4-diClPh CH _Two Single bond Position 79 2-1488 Position 61 3,4-diClPh CH _Two Single bond 80 80-1489 60 3,4-diClPh CH _Two Single bond Position 1 2-1490 Position 60 3,4-diClPh CH _Two Single bond O 2 2-1491 O 60 3,4-diClPh CH _Two Single bond Position 3 2-1492 Position 60 3,4-diClPh CH _Two Single bond unit 4 2-1493 unit 60 3,4-diClPh CH _Two Single bond 5 2 1494 1 60 3,4-diClPh CH _Two Single bond 6 2 -1495 Storage 60 3,4-diClPh CH _Two Single bond position 7 2-1496 position 60 3,4-diClPh CH _Two Single bond Position 8 2-1497 Position 60 3,4-diClPh CH _Two Single bond device 9 2-1498 device 60 3,4-diClPh CH _Two Single bond 10 2-1499 Device 60 3,4-diClPh CH _Two Single bond 11-2-1500 60 3,4-diClPh CH _Two Single bond 12-12501 Device 60 3,4-diClPh CH _Two Single bond 13-21502 Device 60 3,4-diClPh CH _Two Single bond 14-21503 Device 60 3,4-diClPh CH _Two Single bond 152-1504 Device 60 3,4-diClPh CH _Two Single bond 16-21505 Device 60 3,4-diClPh CH _Two Single bond 172-1506 Device 60 3,4-diClPh CH _Two Single bond 182-1507 Device 60 3,4-diClPh CH _Two Single bond Position 192-1508 Position 60 3,4-diClPh CH _Two Single bond Position 20 2-1509 Position 60 3,4-diClPh CH _Two Single bond 21-21510 Device 60 3,4-diClPh CH _Two Single bond 22 221-111 60 3,4-diClPh CH _Two Single bond 23 2-1512 60 60 3,4-diClPh CH _Two Single bond 24 24-1531 60 3,4-diClPh CH _Two Single bond Ou 25 2-1514 Ou 60 3,4-diClPh CH _Two Single bond 26 2-1515 Device 60 3,4-diClPh CH _Two Single bond 27 2715 16 60 3,4-diClPh CH _Two Single bond 28 281-1517 60 3,4-diClPh CH _Two Single bond 29 2915 18 60 3,4-diClPh CH _Two Single bond 30 2-1519 Device 60 3,4-diClPh CH _Two Single bond 312-1520 Device 60 3,4-diClPh CH _Two Single bond 32 32-1521 60 3,4-diClPh CH _Two Single bond 65 2-1522 60 60 3,4-diClPh CH _Two Single bond Position 66 2-1523 Position 60 3,4-diClPh CH _Two Single bond 67 2- 1524 Device 60 3,4-diClPh CH _Two Single bond 682-1525 Device 60 3,4-diClPh CH _Two Single bond Oxygen 692-1526 Oxygen 60 3,4-diClPh CH _Two Single bond 70 2- 1527 Device 60 3,4-diClPh CH _Two Single bond 711-21528 Device 60 3,4-diClPh CH _Two Single bond 72 72-1529 60 3,4-diClPh CH _Two Single bond Position 73 2-1530 Position 60 3,4-diClPh CH _Two Single bond Position 74 2-1531 Position 60 3,4-diClPh CH _Two Single bond Position 75 2-1532 Position 60 3,4-diClPh CH _Two Single bond 76 2-1533 Device 60 3,4-diClPh CH _Two Single bond 77-2153 34 60 3,4-diClPh CH _Two Single bond Position 78 2-1535 Position 60 3,4-diClPh CH _Two Single bond Position 79 2-1536 Position 60 3,4-diClPh CH _Two Single bond 80 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z a group b group ──────────────────────────────────── 2-1537 Position 33 3, 4-diClPh CO single bond or CH _Two Position 1 2-1538 Position 33 3,4-diClPh CO Single bond or CH _Two Position 2 2-1539 Position 33 3,4-diClPh CO Single bond or CH _Two Position 3 2-1540 Position 33 3,4-diClPh CO Single bond or CH _Two Position 4 2-1541 Position 33 3,4-diClPh CO Single bond or CH _Two Position 5 2-1542 Position 33 3,4-diClPh CO Single bond or CH _Two Position 6 2-1543 Position 33 3,4-diClPh CO Single bond or CH _Two Position 7 2-1544 Position 33 3,4-diClPh CO Single bond or CH _Two Position 8 2-1545 Position 33 3,4-diClPh CO Single bond or CH _Two Position 9 2-1546 Position 33 3,4-diClPh CO Single bond or CH _Two Position 10 2-1547 Position 33 3,4-diClPh CO Single bond or CH _Two Position 11 2-1548 Position 33 3,4-diClPh CO Single bond or CH _Two Position 12 2-1549 Position 33 3,4-diClPh CO Single bond or CH _Two Position 13 2-1550 Position 33 3,4-diClPh CO Single bond or CH _Two Position 14 2-1551 Position 33 3,4-diClPh CO Single bond or CH _Two Position 15 2-1552 Position 33 3,4-diClPh CO Single bond or CH _Two Position 16 2-1553 Position 33 3,4-diClPh CO Single bond or CH _Two Position 17 2-1554 Position 33 3,4-diClPh CO Single bond or CH _Two Position 18 2-1555 Position 33 3,4-diClPh CO Single bond or CH _Two Position 19 2-1556 Position 33 3,4-diClPh CO Single bond or CH _Two Position 20 2-1557 Position 33 3,4-diClPh CO Single bond or CH _Two Position 21 2-1558 Position 33 3,4-diClPh CO Single bond or CH _Two Position 22 2-1559 Position 33 3,4-diClPh CO Single bond or CH _Two Position 23 2-1560 Position 33 3,4-diClPh CO Single bond or CH _Two Position 24 2-1561 Position 33 3,4-diClPh CO Single bond or CH _Two Position 25 2-1562 Position 33 3,4-diClPh CO Single bond or CH _Two Position 26 2-1563 Position 33 3,4-diClPh CO Single bond or CH _Two Position 27 2-1564 Position 33 3,4-diClPh CO Single bond or CH _Two Unit 28 2-1565 Unit 33 3,4-diClPh CO Single bond or CH _Two Position 29 2-1566 Position 33 3,4-diClPh CO Single bond or CH _Two Position 30 2-1567 Position 33 3,4-diClPh CO Single bond or CH _Two Position 31 2-1568 Position 33 3,4-diClPh CO Single bond or CH _Two Position 32 2-1569 Position 33 3,4-diClPh CO Single bond or CH _Two App. 65 2-1570 App. 33 3,4-diClPh CO Single bond or CH _Two Position 66 2-1571 Position 33 3,4-diClPh CO Single bond or CH _Two Position 67 2-1572 Position 33 3,4-diClPh CO Single bond or CH _Two Position 68 2-1573 Position 33 3,4-diClPh CO Single bond or CH _Two Position 69 2-1574 Position 33 3,4-diClPh CO Single bond or CH _Two Unit 70 2-1575 Unit 33 3,4-diClPh CO Single bond or CH _Two Position 71 2-1576 Position 33 3,4-diClPh CO Single bond or CH _Two Position 72 2-1577 Position 33 3,4-diClPh CO Single bond or CH _Two Position 73 2-1578 Position 33 3,4-diClPh CO Single bond or CH _Two Position 74 2-1579 Position 33 3,4-diClPh CO Single bond or CH _Two Position 75 2-1580 Position 33 3,4-diClPh CO Single bond or CH _Two Position 76 2-1581 Position 33 3,4-diClPh CO Single bond or CH _Two Position 77 2-1582 Position 33 3,4-diClPh CO Single bond or CH _Two Position 78 2-1583 Position 33 3,4-diClPh CO Single bond or CH _Two Position 79 2-1584 Position 33 3,4-diClPh CO Single bond or CH _Two Position 80 2-1585 Position 34 3,4-diClPh CO Single bond or CH _Two Position 1 2-1586 Position 34 3,4-diClPh CO Single bond or CH _Two Position 2 2-1587 Position 34 3,4-diClPh CO Single bond or CH _Two Position 3 2-1588 Position 34 3,4-diClPh CO Single bond or CH _Two Position 4 2-1589 Position 34 3,4-diClPh CO Single bond or CH _Two Position 5 2-1590 Position 34 3,4-diClPh CO Single bond or CH _Two Position 6 2-1591 Position 34 3,4-diClPh CO Single bond or CH _Two Position 7 2-1592 Position 34 3,4-diClPh CO Single bond or CH _Two Position 8 2-1593 Position 34 3,4-diClPh CO Single bond or CH _Two Position 9 2-1594 Position 34 3,4-diClPh CO Single bond or CH _Two Position 10 2-1595 Position 34 3,4-diClPh CO Single bond or CH _Two Position 11 2-1596 Position 34 3,4-diClPh CO Single bond or CH _Two Position 12 2-1597 Position 34 3,4-diClPh CO Single bond or CH _Two Position 13 2-1598 Position 34 3,4-diClPh CO Single bond or CH _Two Position 14 2-1599 Position 34 3,4-diClPh CO Single bond or CH _Two Position 15 2-1600 Position 34 3,4-diClPh CO Single bond or CH _Two Position 162-1601 Position 34 3,4-diClPh CO Single bond or CH _Two Position 172-1602 Position 34 3,4-diClPh CO Single bond or CH _Two Position 182-1603 Position 34 3,4-diClPh CO Single bond or CH _Two Position 192-1604 Position 34 3,4-diClPh CO Single bond or CH _Two Unit 20 2-1605 Unit 34 3,4-diClPh CO Single bond or CH _Two Position 21 2-1606 Position 34 3,4-diClPh CO Single bond or CH _Two Position 22 2-1607 Position 34 3,4-diClPh CO Single bond or CH _Two Position 23 2-1608 Position 34 3,4-diClPh CO Single bond or CH _Two Position 24 2-1609 Position 34 3,4-diClPh CO Single bond or CH _Two Position 25 2-1610 Position 34 3,4-diClPh CO Single bond or CH _Two Position 26 2-1611 Position 34 3,4-diClPh CO Single bond or CH _Two Position 27 2-1612 Position 34 3,4-diClPh CO Single bond or CH _Two Position 28 2-1613 Position 34 3,4-diClPh CO Single bond or CH _Two Position 29 2-1614 Position 34 3,4-diClPh CO Single bond or CH _Two Position 30 2-1615 Position 34 3,4-diClPh CO Single bond or CH _Two Position 31 2-1616 Position 34 3,4-diClPh CO Single bond or CH _Two Position 32 2-1617 Position 34 3,4-diClPh CO Single bond or CH _Two Position 65 2-1618 Position 34 3,4-diClPh CO Single bond or CH _Two Position 66 2-1619 Position 34 3,4-diClPh CO Single bond or CH _Two Position 67 2-1620 Position 34 3,4-diClPh CO Single bond or CH _Two Position 68 2-1621 Position 34 3,4-diClPh CO Single bond or CH _Two Position 69 2-1622 Position 34 3,4-diClPh CO Single bond or CH _Two Position 70 2-1623 Position 34 3,4-diClPh CO Single bond or CH _Two Position 71 2-1624 Position 34 3,4-diClPh CO Single bond or CH _Two Position 72 2-1625 Position 34 3,4-diClPh CO Single bond or CH _Two Position 73 2-1626 Position 34 3,4-diClPh CO Single bond or CH _Two Position 74 2-1627 Position 34 3,4-diClPh CO Single bond or CH _Two Position 75 2-1628 Position 34 3,4-diClPh CO Single bond or CH _Two Position 76 2-1629 Position 34 3,4-diClPh CO Single bond or CH _Two Position 77 2-1630 Position 34 3,4-diClPh CO Single bond or CH _Two Position 78 2-1631 Position 34 3,4-diClPh CO Single bond or CH _Two Position 79 2-1632 Position 34 3,4-diClPh CO Single bond or CH _Two Position 80 2-1633 Position 35 3,4-diClPh CO Single bond or CH _Two Position 1 2-1634 Position 35 3,4-diClPh CO Single bond or CH _Two Position 2 2-1635 Position 35 3,4-diClPh CO Single bond or CH _Two Unit 3 2-1636 Unit 35 3,4-diClPh CO Single bond or CH _Two Position 4 2-1637 Position 35 3,4-diClPh CO Single bond or CH _Two Position 5 2-1638 Position 35 3,4-diClPh CO Single bond or CH _Two Position 6 2-1639 Position 35 3,4-diClPh CO Single bond or CH _Two Position 7 2-1640 Position 35 3,4-diClPh CO Single bond or CH _Two Position 8 2-1641 Position 35 3,4-diClPh CO Single bond or CH _Two Position 9 2-1642 Position 35 3,4-diClPh CO Single bond or CH _Two Position 10 2-1643 Position 35 3,4-diClPh CO Single bond or CH _Two Position 11 2-1644 Position 35 3,4-diClPh CO Single bond or CH _Two Position 12 2-1645 Position 35 3,4-diClPh CO Single bond or CH _Two Position 13 2-1646 Position 35 3,4-diClPh CO Single bond or CH _Two Position 14 2-1647 Position 35 3,4-diClPh CO Single bond or CH _Two Position 15 2-1648 Position 35 3,4-diClPh CO Single bond or CH _Two Position 16 2-1649 Position 35 3,4-diClPh CO Single bond or CH _Two Position 17 2-1650 Position 35 3,4-diClPh CO Single bond or CH _Two Position 18 2-1651 Position 35 3,4-diClPh CO Single bond or CH _Two Position 19 2-1652 Position 35 3,4-diClPh CO Single bond or CH _Two Position 20 2-1653 Position 35 3,4-diClPh CO Single bond or CH _Two Position 21 2-1654 Position 35 3,4-diClPh CO Single bond or CH _Two Position 22 2-1655 Position 35 3,4-diClPh CO Single bond or CH _Two Position 23 2-1656 Position 35 3,4-diClPh CO Single bond or CH _Two Position 24 2-1657 Position 35 3,4-diClPh CO Single bond or CH _Two Position 25 2-1658 Position 35 3,4-diClPh CO Single bond or CH _Two Position 26 2-1659 Position 35 3,4-diClPh CO Single bond or CH _Two Position 27 2-1660 Position 35 3,4-diClPh CO Single bond or CH _Two Position 28 2-1661 Position 35 3,4-diClPh CO Single bond or CH _Two Position 29 2-1662 Position 35 3,4-diClPh CO Single bond or CH _Two Position 30 2-1663 Position 35 3,4-diClPh CO Single bond or CH _Two Position 31 2-1664 Position 35 3,4-diClPh CO Single bond or CH _Two Unit 32 2-1665 Unit 35 3,4-diClPh CO Single bond or CH _Two Position 65 2-1666 Position 35 3,4-diClPh CO Single bond or CH _Two Position 66 2-1667 Position 35 3,4-diClPh CO Single bond or CH _Two Position 67 2-1668 Position 35 3,4-diClPh CO Single bond or CH _Two Position 68 2-1669 Position 35 3,4-diClPh CO Single bond or CH _Two Position 69 2-1670 Position 35 3,4-diClPh CO Single bond or CH _Two Position 70 2-1671 Position 35 3,4-diClPh CO Single bond or CH _Two Position 71 2-1672 Position 35 3,4-diClPh CO Single bond or CH _Two Position 72 2-1673 Position 35 3,4-diClPh CO Single bond or CH _Two Position 73 2-1674 Position 35 3,4-diClPh CO Single bond or CH _Two Position 74 2-1675 Position 35 3,4-diClPh CO Single bond or CH _Two Position 75 2-1676 Position 35 3,4-diClPh CO Single bond or CH _Two Position 76 2-1677 Position 35 3,4-diClPh CO Single bond or CH _Two Position 77 2-1678 Position 35 3,4-diClPh CO Single bond or CH _Two Position 78 2-1679 Position 35 3,4-diClPh CO Single bond or CH _Two Position 79 2-1680 Position 35 3,4-diClPh CO Single bond or CH _Two Position 80 2-1681 Position 36 3,4-diClPh CO Single bond or CH _Two Position 1 2-1682 Position 36 3,4-diClPh CO Single bond or CH _Two Position 2 2-1683 Position 36 3,4-diClPh CO Single bond or CH _Two Position 3 2-1684 Position 36 3,4-diClPh CO Single bond or CH _Two Position 4 2-1685 Position 36 3,4-diClPh CO Single bond or CH _Two Position 5 2-1686 Position 36 3,4-diClPh CO Single bond or CH _Two Position 6 2-1687 Position 36 3,4-diClPh CO Single bond or CH _Two Position 7 2-1688 Position 36 3,4-diClPh CO Single bond or CH _Two Position 8 2-1689 Position 36 3,4-diClPh CO Single bond or CH _Two Position 9 2-1690 Position 36 3,4-diClPh CO Single bond or CH _Two Position 10 2-1691 Position 36 3,4-diClPh CO Single bond or CH _Two Position 11 2-1692 Position 36 3,4-diClPh CO Single bond or CH _Two Position 12 2-1693 Position 36 3,4-diClPh CO Single bond or CH _Two Position 13 2-1694 Position 36 3,4-diClPh CO Single bond or CH _Two Position 14 2-1695 Position 36 3,4-diClPh CO Single bond or CH _Two Position 15 2-1696 Position 36 3,4-diClPh CO Single bond or CH _Two Position 16 2-1697 Position 36 3,4-diClPh CO Single bond or CH _Two Position 17 2-1698 Position 36 3,4-diClPh CO Single bond or CH _Two Position 18 2-1699 Position 36 3,4-diClPh CO Single bond or CH _Two Position 19 2-1700 Position 36 3,4-diClPh CO Single bond or CH _Two Position 20 2-1701 Position 36 3,4-diClPh CO Single bond or CH _Two Position 21 2-1702 Position 36 3,4-diClPh CO Single bond or CH _Two Position 22 2-1703 Position 36 3,4-diClPh CO Single bond or CH _Two Position 23 2-1704 Position 36 3,4-diClPh CO Single bond or CH _Two Position 24 2-1705 Position 36 3,4-diClPh CO Single bond or CH _Two Position 25 2-1706 Position 36 3,4-diClPh CO Single bond or CH _Two Position 26 2-1707 Position 36 3,4-diClPh CO Single bond or CH _Two Position 27 2-1708 Position 36 3,4-diClPh CO Single bond or CH _Two Position 28 2-1709 Position 36 3,4-diClPh CO Single bond or CH _Two Position 29 2-1710 Position 36 3,4-diClPh CO Single bond or CH _Two Position 30 2-1711 Position 36 3,4-diClPh CO Single bond or CH _Two Position 31 2-1712 Position 36 3,4-diClPh CO Single bond or CH _Two Position 32 2-1713 Position 36 3,4-diClPh CO Single bond or CH _Two Position 65 2-1714 Position 36 3,4-diClPh CO Single bond or CH _Two Position 66 2-1715 Position 36 3,4-diClPh CO Single bond or CH _Two Position 67 2-1716 Position 36 3,4-diClPh CO Single bond or CH _Two Position 68 2-1717 Position 36 3,4-diClPh CO Single bond or CH _Two Position 69 2-1718 Position 36 3,4-diClPh CO Single bond or CH _Two Position 70 2-1719 Position 36 3,4-diClPh CO Single bond or CH _Two Position 71 2-1720 Position 36 3,4-diClPh CO Single bond or CH _Two Position 72 2-1721 Position 36 3,4-diClPh CO Single bond or CH _Two Position 73 2-1722 Position 36 3,4-diClPh CO Single bond or CH _Two Position 74 2-1723 Position 36 3,4-diClPh CO Single bond or CH _Two Position 75 2-1724 Position 36 3,4-diClPh CO Single bond or CH _Two Position 76 2-1725 Position 36 3,4-diClPh CO Single bond or CH _Two Position 77 2-1726 Position 36 3,4-diClPh CO Single bond or CH _Two Position 78 2-1727 Position 36 3,4-diClPh CO Single bond or CH _Two Position 79 2-1728 Position 36 3,4-diClPh CO Single bond or CH _Two Position 80 2-1729 Position 37 3,4-diClPh CO Single bond or CH _Two Position 1 2-1730 Position 37 3,4-diClPh CO Single bond or CH _Two App.2 2-1731 App.37 3,4-diClPh CO Single bond or CH _Two Position 3 2-1732 Position 37 3,4-diClPh CO Single bond or CH _Two Position 4 2-1733 Position 37 3,4-diClPh CO Single bond or CH _Two Position 5 2-1734 Position 37 3,4-diClPh CO Single bond or CH _Two Position 6 2-1735 Position 37 3,4-diClPh CO Single bond or CH _Two Position 7 2-1736 Position 37 3,4-diClPh CO Single bond or CH _Two Position 8 2-1737 Position 37 3,4-diClPh CO Single bond or CH _Two Position 9 2-1738 Position 37 3,4-diClPh CO Single bond or CH _Two Position 10 2-1739 Position 37 3,4-diClPh CO Single bond or CH _Two Unit 11 2-1740 Unit 37 3,4-diClPh CO Single bond or CH _Two Position 12 2-1741 Position 37 3,4-diClPh CO Single bond or CH _Two Position 13 2-1742 Position 37 3,4-diClPh CO Single bond or CH _Two Position 14 2-1743 Position 37 3,4-diClPh CO Single bond or CH _Two Position 15 2-1744 Position 37 3,4-diClPh CO Single bond or CH _Two Position 16 2-1745 Position 37 3,4-diClPh CO Single bond or CH _Two Position 17 2-1746 Position 37 3,4-diClPh CO Single bond or CH _Two Position 18 2-1747 Position 37 3,4-diClPh CO Single bond or CH _Two Position 19 2-1748 Position 37 3,4-diClPh CO Single bond or CH _Two Position 20 2-1749 Position 37 3,4-diClPh CO Single bond or CH _Two Position 21 2-1750 Position 37 3,4-diClPh CO Single bond or CH _Two Position 22 2-1751 Position 37 3,4-diClPh CO Single bond or CH _Two Position 23 2-1752 Position 37 3,4-diClPh CO Single bond or CH _Two Position 24 2-1753 Position 37 3,4-diClPh CO Single bond or CH _Two Position 25 2-1754 Position 37 3,4-diClPh CO Single bond or CH _Two Position 26 2-1755 Position 37 3,4-diClPh CO Single bond or CH _Two Position 27 2-1756 Position 37 3,4-diClPh CO Single bond or CH _Two Position 28 2-1757 Position 37 3,4-diClPh CO Single bond or CH _Two Position 29 2-1758 Position 37 3,4-diClPh CO Single bond or CH _Two Position 30 2-1759 Position 37 3,4-diClPh CO Single bond or CH _Two Position 31 2-1760 Position 37 3,4-diClPh CO Single bond or CH _Two Position 32 2-1761 Position 37 3,4-diClPh CO Single bond or CH _Two Position 65 2-1762 Position 37 3,4-diClPh CO Single bond or CH _Two Position 66 2-1763 Position 37 3,4-diClPh CO Single bond or CH _Two Position 67 2-1764 Position 37 3,4-diClPh CO Single bond or CH _Two Position 68 2-1765 Position 37 3,4-diClPh CO Single bond or CH _Two Position 69 2-1766 Position 37 3,4-diClPh CO Single bond or CH _Two Position 70 2-1767 Position 37 3,4-diClPh CO Single bond or CH _Two Position 71 2-1768 Position 37 3,4-diClPh CO Single bond or CH _Two Position 72 2-1769 Position 37 3,4-diClPh CO Single bond or CH _Two Position 73 2-1770 Position 37 3,4-diClPh CO Single bond or CH _Two Position 74 2-1771 Position 37 3,4-diClPh CO Single bond or CH _Two Position 75 2-1772 Position 37 3,4-diClPh CO Single bond or CH _Two Position 76 2-1773 Position 37 3,4-diClPh CO Single bond or CH _Two Position 77 2-1774 Position 37 3,4-diClPh CO Single bond or CH _Two Position 78 2-1775 Position 37 3,4-diClPh CO Single bond or CH _Two Position 79 2-1776 Position 37 3,4-diClPh CO Single bond or CH _Two Device 80 2-1777 device 38 3,4-diClPh CO single bond or CH _Two Position 1 2-1778 Position 38 3,4-diClPh CO Single bond or CH _Two Position 2 2-1779 Position 38 3,4-diClPh CO Single bond or CH _Two Position 3 2-1780 Position 38 3,4-diClPh CO Single bond or CH _Two Position 4 2-1781 Position 38 3,4-diClPh CO Single bond or CH _Two Position 5 2-1782 position 38 3,4-diClPh CO single bond or CH _Two Position 6 2-1783 Position 38 3,4-diClPh CO Single bond or CH _Two Position 7 2-1784 Position 38 3,4-diClPh CO Single bond or CH _Two Position 8 2-1785 Position 38 3,4-diClPh CO Single bond or CH _Two Position 9 2-1786 Position 38 3,4-diClPh CO Single bond or CH _Two Position 10 2-1787 Position 38 3,4-diClPh CO Single bond or CH _Two Position 11 2-1788 Position 38 3,4-diClPh CO Single bond or CH _Two Position 12 2-1789 Position 38 3,4-diClPh CO Single bond or CH _Two Position 13 2-1790 Position 38 3,4-diClPh CO Single bond or CH _Two Position 14 2-1791 Position 38 3,4-diClPh CO Single bond or CH _Two Position 15 2-1792 Position 38 3,4-diClPh CO Single bond or CH _Two Position 16 2-1793 Position 38 3,4-diClPh CO Single bond or CH _Two Unit 17 2-1794 Unit 38 3,4-diClPh CO Single bond or CH _Two Unit 18 2-1795 Unit 38 3,4-diClPh CO Single bond or CH _Two Position 19 2-1796 Position 38 3,4-diClPh CO Single bond or CH _Two Position 20 2-1797 Position 38 3,4-diClPh CO Single bond or CH _Two Position 21 2-1798 Position 38 3,4-diClPh CO Single bond or CH _Two Position 22 2-1799 Position 38 3,4-diClPh CO Single bond or CH _Two Position 23 2-1800 Position 38 3,4-diClPh CO Single bond or CH _Two Position 24 2-1801 Position 38 3,4-diClPh CO Single bond or CH _Two Position 252-1802 Position 38 3,4-diClPh CO Single bond or CH _Two Position 26 2-1803 Position 38 3,4-diClPh CO Single bond or CH _Two Position 27 2-1804 Position 38 3,4-diClPh CO Single bond or CH _Two Position 28 2-1805 Position 38 3,4-diClPh CO Single bond or CH _Two Position 29 2-1806 Position 38 3,4-diClPh CO Single bond or CH _Two Position 30 2-1807 Position 38 3,4-diClPh CO Single bond or CH _Two Position 31 2-1808 Position 38 3,4-diClPh CO Single bond or CH _Two Position 32 2-1809 Position 38 3,4-diClPh CO Single bond or CH _Two Position 65 2-1810 Position 38 3,4-diClPh CO Single bond or CH _Two Position 66 2-1811 Position 38 3,4-diClPh CO Single bond or CH _Two Position 67 2-1812 Position 38 3,4-diClPh CO Single bond or CH _Two Position 68 2-1813 Position 38 3,4-diClPh CO Single bond or CH _Two Position 69 2-1814 Position 38 3,4-diClPh CO Single bond or CH _Two Position 70 2-1815 Position 38 3,4-diClPh CO Single bond or CH _Two Position 71 2-1816 Position 38 3,4-diClPh CO Single bond or CH _Two Position 72 2-1817 Position 38 3,4-diClPh CO Single bond or CH _Two Position 73 2-1818 Position 38 3,4-diClPh CO Single bond or CH _Two Position 74 2-1819 Position 38 3,4-diClPh CO Single bond or CH _Two Unit 75 2-1820 Unit 38 3,4-diClPh CO Single bond or CH _Two Position 76 2-1821 Position 38 3,4-diClPh CO Single bond or CH _Two Position 77 2-1822 Position 38 3,4-diClPh CO Single bond or CH _Two Position 78 2-1823 Position 38 3,4-diClPh CO Single bond or CH _Two Position 79 2-1824 Position 38 3,4-diClPh CO Single bond or CH _Two Position 80 2-1825 Position 39 3,4-diClPh CO Single bond or CH _Two Position 1 2-1826 Position 39 3,4-diClPh CO Single bond or CH _Two Position 2 2-1827 Position 39 3,4-diClPh CO Single bond or CH _Two Position 3 2-1828 Position 39 3,4-diClPh CO Single bond or CH _Two Position 4 2-1829 Position 39 3,4-diClPh CO Single bond or CH _Two Position 5 2-1830 Position 39 3,4-diClPh CO Single bond or CH _Two Position 6 2-1831 Position 39 3,4-diClPh CO Single bond or CH _Two Position 7 2-1832 Position 39 3,4-diClPh CO Single bond or CH _Two Position 8 2-1833 Position 39 3,4-diClPh CO Single bond or CH _Two Position 9 2-1834 Position 39 3,4-diClPh CO Single bond or CH _Two Position 10 2-1835 Position 39 3,4-diClPh CO Single bond or CH _Two Position 11 2-1836 Position 39 3,4-diClPh CO Single bond or CH _Two Position 12 2-1837 Position 39 3,4-diClPh CO Single bond or CH _Two Position 13 2-1838 Position 39 3,4-diClPh CO Single bond or CH _Two Unit 14 2-1839 Unit 39 3,4-diClPh CO Single bond or CH _Two Position 15 2-1840 Position 39 3,4-diClPh CO Single bond or CH _Two Position 16 2-1841 Position 39 3,4-diClPh CO Single bond or CH _Two Position 17 2-1842 Position 39 3,4-diClPh CO Single bond or CH _Two Position 18 2-1843 Position 39 3,4-diClPh CO Single bond or CH _Two Position 19 2-1844 Position 39 3,4-diClPh CO Single bond or CH _Two Device 20 2-1845 device 39 3,4-diClPh CO single bond or CH _Two Position 21 2-1846 Position 39 3,4-diClPh CO Single bond or CH _Two Position 22 2-1847 Position 39 3,4-diClPh CO Single bond or CH _Two Position 23 2-1848 Position 39 3,4-diClPh CO Single bond or CH _Two Position 24 2-1849 Position 39 3,4-diClPh CO Single bond or CH _Two Position 25 2-1850 Position 39 3,4-diClPh CO Single bond or CH _Two Position 26 2-1851 Position 39 3,4-diClPh CO Single bond or CH _Two Position 27 2-1852 Position 39 3,4-diClPh CO Single bond or CH _Two Position 28 2-1853 Position 39 3,4-diClPh CO Single bond or CH _Two Position 29 2-1854 Position 39 3,4-diClPh CO Single bond or CH _Two Position 30 2-1855 Position 39 3,4-diClPh CO Single bond or CH _Two Position 31 2-1856 Position 39 3,4-diClPh CO Single bond or CH _Two Position 32 2-1857 Position 39 3,4-diClPh CO Single bond or CH _Two Position 65 2-1858 Position 39 3,4-diClPh CO Single bond or CH _Two Position 66 2-1859 Position 39 3,4-diClPh CO Single bond or CH _Two Position 67 2-1860 Position 39 3,4-diClPh CO Single bond or CH _Two Position 68 2-1861 Position 39 3,4-diClPh CO Single bond or CH _Two Position 69 2-1862 Position 39 3,4-diClPh CO Single bond or CH _Two Position 70 2-1863 Position 39 3,4-diClPh CO Single bond or CH _Two Position 71 2-1864 Position 39 3,4-diClPh CO Single bond or CH _Two Position 72 2-1865 Position 39 3,4-diClPh CO Single bond or CH _Two Position 73 2-1866 Position 39 3,4-diClPh CO Single bond or CH _Two Position 74 2-1867 Position 39 3,4-diClPh CO Single bond or CH _Two Position 75 2-1868 Position 39 3,4-diClPh CO Single bond or CH _Two Position 76 2-1869 Position 39 3,4-diClPh CO Single bond or CH _Two Position 77 2-1870 Position 39 3,4-diClPh CO Single bond or CH _Two Position 78 2-1871 Position 39 3,4-diClPh CO Single bond or CH _Two Position 79 2-1872 Position 39 3,4-diClPh CO Single bond or CH _Two Position 80 2-1873 Position 40 3,4-diClPh CO Single bond or CH _Two Position 1 2-1874 Position 40 3,4-diClPh CO Single bond or CH _Two Position 2 2-1875 Position 40 3,4-diClPh CO Single bond or CH _Two Position 3 2-1876 Position 40 3,4-diClPh CO Single bond or CH _Two Position 4 2-1877 Position 40 3,4-diClPh CO Single bond or CH _Two Position 5 2-1878 Position 40 3,4-diClPh CO Single bond or CH _Two Position 6 2-1879 Position 40 3,4-diClPh CO Single bond or CH _Two Position 7 2-1880 Position 40 3,4-diClPh CO Single bond or CH _Two Position 8 2-1881 Position 40 3,4-diClPh CO Single bond or CH _Two Position 9 2-1882 Position 40 3,4-diClPh CO Single bond or CH _Two Position 10 2-1883 Position 40 3,4-diClPh CO Single bond or CH _Two Position 11 2-1884 Position 40 3,4-diClPh CO Single bond or CH _Two Position 12 2-1885 Position 40 3,4-diClPh CO Single bond or CH _Two Position 13 2-1886 Position 40 3,4-diClPh CO Single bond or CH _Two Position 14 2-1887 Position 40 3,4-diClPh CO Single bond or CH _Two Position 15 2-1888 Position 40 3,4-diClPh CO Single bond or CH _Two Unit 16 2-1889 Unit 40 3,4-diClPh CO Single bond or CH _Two Position 17 2-1890 Position 40 3,4-diClPh CO Single bond or CH _Two Position 18 2-1891 Position 40 3,4-diClPh CO Single bond or CH _Two 19 2-1892 40 40,4-diClPh CO Single bond or CH _Two Position 20 2-1893 Position 40 3,4-diClPh CO Single bond or CH _Two Position 21 2-1894 Position 40 3,4-diClPh CO Single bond or CH _Two Position 22 2-1895 Position 40 3,4-diClPh CO Single bond or CH _Two Position 23 2-1896 Position 40 3,4-diClPh CO Single bond or CH _Two Position 24 2-1897 Position 40 3,4-diClPh CO Single bond or CH _Two Position 25 2-1898 Position 40 3,4-diClPh CO Single bond or CH _Two Position 26 2-1899 Position 40 3,4-diClPh CO Single bond or CH _Two Position 27 2-1900 Position 40 3,4-diClPh CO Single bond or CH _Two Position 28 2-1901 Position 40 3,4-diClPh CO Single bond or CH _Two Position 292-1902 Position 40 3,4-diClPh CO Single bond or CH _Two Position 30 2-1903 Position 40 3,4-diClPh CO Single bond or CH _Two Position 31 2-1904 Position 40 3,4-diClPh CO Single bond or CH _Two Position 32 2-1905 Position 40 3,4-diClPh CO Single bond or CH _Two Position 65 2-1906 Position 40 3,4-diClPh CO Single bond or CH _Two Position 66 2-1907 Position 40 3,4-diClPh CO Single bond or CH _Two Position 67 2-1908 Position 40 3,4-diClPh CO Single bond or CH _Two Position 68 2-1909 Position 40 3,4-diClPh CO Single bond or CH _Two Position 69 2-1910 Position 40 3,4-diClPh CO Single bond or CH _Two Position 70 2-1911 Position 40 3,4-diClPh CO Single bond or CH _Two Position 71 2-1912 Position 40 3,4-diClPh CO Single bond or CH _Two Position 72 2-1913 Position 40 3,4-diClPh CO Single bond or CH _Two Position 73 2-1914 Position 40 3,4-diClPh CO Single bond or CH _Two Position 74 2-1915 Position 40 3,4-diClPh CO Single bond or CH _Two Position 75 2-1916 Position 40 3,4-diClPh CO Single bond or CH _Two Position 76 2-1917 Position 40 3,4-diClPh CO Single bond or CH _Two Position 77 2-1918 Position 40 3,4-diClPh CO Single bond or CH _Two Unit 78 2-1919 unit 40 3,4-diClPh CO single bond or CH _Two Position 79 2-1920 Position 40 3,4-diClPh CO Single bond or CH _Two Position 80 2-1921 Position 41 3,4-diClPh CO Single bond or CH _Two Position 1 2-1922 Position 41 3,4-diClPh CO Single bond or CH _Two Position 22-1923 Position 41 3,4-diClPh CO Single bond or CH _Two Position 3 2-1924 Position 41 3,4-diClPh CO Single bond or CH _Two Position 4 2-1925 Position 41 3,4-diClPh CO Single bond or CH _Two Position 5 2-1926 Position 41 3,4-diClPh CO Single bond or CH _Two Position 6 2-1927 Position 41 3,4-diClPh CO Single bond or CH _Two Position 7 2-1928 Position 41 3,4-diClPh CO Single bond or CH _Two Position 8 2-1929 Position 41 3,4-diClPh CO Single bond or CH _Two Position 9 2-1930 Position 41 3,4-diClPh CO Single bond or CH _Two Position 10 2-1931 Position 41 3,4-diClPh CO Single bond or CH _Two Position 11 2-1932 Position 41 3,4-diClPh CO Single bond or CH _Two Position 12 2-1933 Position 41 3,4-diClPh CO Single bond or CH _Two Position 13 2-1934 Position 41 3,4-diClPh CO Single bond or CH _Two Position 14 2-1935 Position 41 3,4-diClPh CO Single bond or CH _Two Position 15 2-1936 Position 41 3,4-diClPh CO Single bond or CH _Two Position 16 2-1937 Position 41 3,4-diClPh CO Single bond or CH _Two Position 17 2-1938 Position 41 3,4-diClPh CO Single bond or CH _Two Position 18 2-1939 Position 41 3,4-diClPh CO Single bond or CH _Two Position 192-1940 Position 41 3,4-diClPh CO Single bond or CH _Two Position 20 2-1941 Position 41 3,4-diClPh CO Single bond or CH _Two Position 21 2-1942 Position 41 3,4-diClPh CO Single bond or CH _Two Unit 22 2-1943 unit 41 3,4-diClPh CO single bond or CH _Two Position 23 2-1944 Position 41 3,4-diClPh CO Single bond or CH _Two Position 24 2-1945 Position 41 3,4-diClPh CO Single bond or CH _Two Position 25 2-1946 Position 41 3,4-diClPh CO Single bond or CH _Two Position 26 2-1947 Position 41 3,4-diClPh CO Single bond or CH _Two Position 27 2-1948 Position 41 3,4-diClPh CO Single bond or CH _Two Position 28 2-1949 Position 41 3,4-diClPh CO Single bond or CH _Two Position 29 2-1950 Position 41 3,4-diClPh CO Single bond or CH _Two Position 30 2-1951 Position 41 3,4-diClPh CO Single bond or CH _Two Position 31 2-1952 Position 41 3,4-diClPh CO Single bond or CH _Two Position 32 2-1953 Position 41 3,4-diClPh CO Single bond or CH _Two Position 65 2-1954 Position 41 3,4-diClPh CO Single bond or CH _Two Position 66 2-1955 Position 41 3,4-diClPh CO Single bond or CH _Two Position 67 2-1956 Position 41 3,4-diClPh CO Single bond or CH _Two Position 68 2-1957 Position 41 3,4-diClPh CO Single bond or CH _Two Position 69 2-1958 Position 41 3,4-diClPh CO Single bond or CH _Two Position 70 2-1959 Position 41 3,4-diClPh CO Single bond or CH _Two Position 71 2-1960 Position 41 3,4-diClPh CO Single bond or CH _Two Position 72 2-1961 Position 41 3,4-diClPh CO Single bond or CH _Two Position 73 2-1962 Position 41 3,4-diClPh CO Single bond or CH _Two Position 74 2-1963 Position 41 3,4-diClPh CO Single bond or CH _Two Position 75 2-1964 Position 41 3,4-diClPh CO Single bond or CH _Two Position 76 2-1965 Position 41 3,4-diClPh CO Single bond or CH _Two Position 77 2-1966 Position 41 3,4-diClPh CO Single bond or CH _Two Position 78 2-1967 Position 41 3,4-diClPh CO Single bond or CH _Two Position 79 2-1968 Position 41 3,4-diClPh CO Single bond or CH _Two Position 80 2-1969 Position 42 3,4-diClPh CO Single bond or CH _Two Position 1 2-1970 Position 42 3,4-diClPh CO Single bond or CH _Two Position 2 2-1971 Position 42 3,4-diClPh CO Single bond or CH _Two Position 3 2-1972 Position 42 3,4-diClPh CO Single bond or CH _Two Position 4 2-1973 Position 42 3,4-diClPh CO Single bond or CH _Two Position 5 2-1974 Position 42 3,4-diClPh CO Single bond or CH _Two Unit 6 2-1975 Unit 42 3,4-diClPh CO Single bond or CH _Two Position 7 2-1976 Position 42 3,4-diClPh CO Single bond or CH _Two Position 8 2-1977 Position 42 3,4-diClPh CO Single bond or CH _Two Position 9 2-1978 Position 42 3,4-diClPh CO Single bond or CH _Two Position 10 2-1979 Position 42 3,4-diClPh CO Single bond or CH _Two Position 11 2-1980 Position 42 3,4-diClPh CO Single bond or CH _Two Position 12 2-1981 Position 42 3,4-diClPh CO Single bond or CH _Two Position 13 2-1982 Position 42 3,4-diClPh CO Single bond or CH _Two Oki 14 2-1983 Oki 42 3,4-diClPh CO Single bond or CH _Two Unit 15 2-1984 Unit 42 3,4-diClPh CO Single bond or CH _Two Position 16 2-1985 Position 42 3,4-diClPh CO Single bond or CH _Two Position 17 2-1986 Position 42 3,4-diClPh CO Single bond or CH _Two App. 18 2-1987 App. 42 3,4-diClPh CO Single bond or CH _Two Position 19 2-1988 Position 42 3,4-diClPh CO Single bond or CH _Two Position 20 2-1989 Position 42 3,4-diClPh CO Single bond or CH _Two Position 21 2-1990 Position 42 3,4-diClPh CO Single bond or CH _Two Position 22 2-1991 Position 42 3,4-diClPh CO Single bond or CH _Two Position 23 2-1992 Position 42 3,4-diClPh CO Single bond or CH _Two Position 24 2-1993 Position 42 3,4-diClPh CO Single bond or CH _Two Position 25 2-1994 Position 42 3,4-diClPh CO Single bond or CH _Two Position 26 2-1995 Position 42 3,4-diClPh CO Single bond or CH _Two Position 27 2-1996 Position 42 3,4-diClPh CO Single bond or CH _Two Position 28 2-1997 Position 42 3,4-diClPh CO Single bond or CH _Two Position 29 2-1998 Position 42 3,4-diClPh CO Single bond or CH _Two Position 30 2-1999 Position 42 3,4-diClPh CO Single bond or CH _Two Position 31 2-2000 Position 42 3,4-diClPh CO Single bond or CH _Two Position 32 2-2001 Position 42 3,4-diClPh CO Single bond or CH _Two Position 65 2-2002 Position 42 3,4-diClPh CO Single bond or CH _Two Position 66 2-2003 Position 42 3,4-diClPh CO Single bond or CH _Two Position 67 2-2004 Position 42 3,4-diClPh CO Single bond or CH _Two Position 68 2-2005 Position 42 3,4-diClPh CO Single bond or CH _Two Position 69 2-2006 Position 42 3,4-diClPh CO Single bond or CH _Two Position 70 2-2007 Position 42 3,4-diClPh CO Single bond or CH _Two Position 71 2-2008 Position 42 3,4-diClPh CO Single bond or CH _Two Unit 72 2-2009 Unit 42 3,4-diClPh CO Single bond or CH _Two Position 73 2-2010 Position 42 3,4-diClPh CO Single bond or CH _Two Position 74 2-2011 Position 42 3,4-diClPh CO Single bond or CH _Two Position 75 2-2012 Position 42 3,4-diClPh CO Single bond or CH _Two Position 76 2-2013 Position 42 3,4-diClPh CO Single bond or CH _Two Position 77 2-2014 Position 42 3,4-diClPh CO Single bond or CH _Two Position 78 2-2015 Position 42 3,4-diClPh CO Single bond or CH _Two Position 79 2-2016 Position 42 3,4-diClPh CO Single bond or CH _Two Position 80 2-2017 Position 43 3,4-diClPh CO Single bond or CH _Two Position 1 2-2018 Position 43 3,4-diClPh CO Single bond or CH _Two Position 2 2-2019 Position 43 3,4-diClPh CO Single bond or CH _Two Position 3 2-2020 Position 43 3,4-diClPh CO Single bond or CH _Two Position 4 2-2021 Position 43 3,4-diClPh CO Single bond or CH _Two Position 5 2-2022 Position 43 3,4-diClPh CO Single bond or CH _Two Position 6 2-2023 Position 43 3,4-diClPh CO Single bond or CH _Two Position 7 2-2024 Position 43 3,4-diClPh CO Single bond or CH _Two Position 8 2-2025 Position 43 3,4-diClPh CO Single bond or CH _Two Position 9 2-2026 Position 43 3,4-diClPh CO Single bond or CH _Two Position 10 2-2027 Position 43 3,4-diClPh CO Single bond or CH _Two Position 11 2-2028 Position 43 3,4-diClPh CO Single bond or CH _Two Position 12 2-2029 Position 43 3,4-diClPh CO Single bond or CH _Two Position 13 2-2030 Position 43 3,4-diClPh CO Single bond or CH _Two Position 14 2-2031 Position 43 3,4-diClPh CO Single bond or CH _Two Position 15 2-2032 Position 43 3,4-diClPh CO Single bond or CH _Two Position 16 2-2033 Position 43 3,4-diClPh CO Single bond or CH _Two Position 17 2-2034 Position 43 3,4-diClPh CO Single bond or CH _Two Position 18 2-2035 Position 43 3,4-diClPh CO Single bond or CH _Two Position 19 2-2036 Position 43 3,4-diClPh CO Single bond or CH _Two Position 20 2-2037 Position 43 3,4-diClPh CO Single bond or CH _Two Position 21 2-2038 Position 43 3,4-diClPh CO Single bond or CH _Two Position 22 2-2039 Position 43 3,4-diClPh CO Single bond or CH _Two Unit 23 2-2040 Unit 43 3,4-diClPh CO Single bond or CH _Two Position 24 2-2041 Position 43 3,4-diClPh CO Single bond or CH _Two Position 25 2-2042 Position 43 3,4-diClPh CO Single bond or CH _Two Position 26 2-2043 Position 43 3,4-diClPh CO Single bond or CH _Two Position 27 2-2044 Position 43 3,4-diClPh CO Single bond or CH _Two Position 28 2-2045 Position 43 3,4-diClPh CO Single bond or CH _Two Position 29 2-2046 Position 43 3,4-diClPh CO Single bond or CH _Two Position 30 2-2047 Position 43 3,4-diClPh CO Single bond or CH _Two Position 31 2-2048 Position 43 3,4-diClPh CO Single bond or CH _Two Position 32 2-2049 Position 43 3,4-diClPh CO Single bond or CH _Two Position 65 2-2050 Position 43 3,4-diClPh CO Single bond or CH _Two Position 66 2-2051 Position 43 3,4-diClPh CO Single bond or CH _Two Position 67 2-2052 Position 43 3,4-diClPh CO Single bond or CH _Two Position 68 2-2053 Position 43 3,4-diClPh CO Single bond or CH _Two Position 69 2-2054 Position 43 3,4-diClPh CO Single bond or CH _Two Device 70 2-2055 device 43 3,4-diClPh CO single bond or CH _Two Position 71 2-2056 Position 43 3,4-diClPh CO Single bond or CH _Two Position 72 2-2057 Position 43 3,4-diClPh CO Single bond or CH _Two Position 73 2-2058 Position 43 3,4-diClPh CO Single bond or CH _Two Position 74 2-2059 Position 43 3,4-diClPh CO Single bond or CH _Two Position 75 2-2060 Position 43 3,4-diClPh CO Single bond or CH _Two Position 76 2-2061 Position 43 3,4-diClPh CO Single bond or CH _Two App. 77 2-2062 App. 43 3,4-diClPh CO Single bond or CH _Two Position 78 2-2063 Position 43 3,4-diClPh CO Single bond or CH _Two Position 79 2-2064 Position 43 3,4-diClPh CO Single bond or CH _Two Position 80 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z a group b group ──────────────────────────────────── 2-2065 Position 44 3, 4-diClPh CO single bond or CH _Two Position 1 2-2066 Position 44 3,4-diClPh CO Single bond or CH _Two Position 2 2-2067 Position 44 3,4-diClPh CO Single bond or CH _Two Position 3 2-2068 Position 44 3,4-diClPh CO Single bond or CH _Two Position 4 2-2069 Position 44 3,4-diClPh CO Single bond or CH _Two Position 5 2-2070 Position 44 3,4-diClPh CO Single bond or CH _Two Position 6 2-2071 Position 44 3,4-diClPh CO Single bond or CH _Two Position 7 2-2072 Position 44 3,4-diClPh CO Single bond or CH _Two Position 8 2-2073 Position 44 3,4-diClPh CO Single bond or CH _Two Position 9 2-2074 Position 44 3,4-diClPh CO Single bond or CH _Two Position 10 2-2075 Position 44 3,4-diClPh CO Single bond or CH _Two Position 11 2-2076 Position 44 3,4-diClPh CO Single bond or CH _Two Position 12 2-2077 Position 44 3,4-diClPh CO Single bond or CH _Two Position 13 2-2078 Position 44 3,4-diClPh CO Single bond or CH _Two Position 14 2-2079 Position 44 3,4-diClPh CO Single bond or CH _Two Position 15 2-2080 Position 44 3,4-diClPh CO Single bond or CH _Two Position 16 2-2081 Position 44 3,4-diClPh CO Single bond or CH _Two Position 17 2-2082 Position 44 3,4-diClPh CO Single bond or CH _Two Position 18 2-2083 Position 44 3,4-diClPh CO Single bond or CH _Two Position 19 2-2084 Position 44 3,4-diClPh CO Single bond or CH _Two Position 20 2-2085 Position 44 3,4-diClPh CO Single bond or CH _Two Position 21 2-2086 Position 44 3,4-diClPh CO Single bond or CH _Two Position 22 2-2087 Position 44 3,4-diClPh CO Single bond or CH _Two Position 23 2-2088 Position 44 3,4-diClPh CO Single bond or CH _Two Position 24 2-2089 Position 44 3,4-diClPh CO Single bond or CH _Two Position 25 2-2090 Position 44 3,4-diClPh CO Single bond or CH _Two Position 26 2-2091 Position 44 3,4-diClPh CO Single bond or CH _Two Position 27 2-2092 Position 44 3,4-diClPh CO Single bond or CH _Two Position 28 2-2093 Position 44 3,4-diClPh CO Single bond or CH _Two Position 29 2-2094 Position 44 3,4-diClPh CO Single bond or CH _Two Position 30 2-2095 Position 44 3,4-diClPh CO Single bond or CH _Two Position 31 2-2096 Position 44 3,4-diClPh CO Single bond or CH _Two Position 32 2-2097 Position 44 3,4-diClPh CO Single bond or CH _Two Position 65 2-2098 Position 44 3,4-diClPh CO Single bond or CH _Two Unit 66 2-2099 Unit 44 3,4-diClPh CO Single bond or CH _Two Position 67 2-2100 Position 44 3,4-diClPh CO Single bond or CH _Two Position 68 2-2101 Position 44 3,4-diClPh CO Single bond or CH _Two Position 69 2-2102 Position 44 3,4-diClPh CO Single bond or CH _Two Position 70 2-2103 Position 44 3,4-diClPh CO Single bond or CH _Two Position 71 2-2104 Position 44 3,4-diClPh CO Single bond or CH _Two Position 72 2-2105 Position 44 3,4-diClPh CO Single bond or CH _Two Position 73 2-2106 Position 44 3,4-diClPh CO Single bond or CH _Two Position 74 2-2107 Position 44 3,4-diClPh CO Single bond or CH _Two Position 75 2-2108 Position 44 3,4-diClPh CO Single bond or CH _Two Position 76 2-2109 Position 44 3,4-diClPh CO Single bond or CH _Two Position 77 2-2110 Position 44 3,4-diClPh CO Single bond or CH _Two Position 78 2-2111 Position 44 3,4-diClPh CO Single bond or CH _Two Position 79 2-2112 Position 44 3,4-diClPh CO Single bond or CH _Two Position 80 2-2113 Position 45 3,4-diClPh CO Single bond or CH _Two Position 1 2-2114 Position 45 3,4-diClPh CO Single bond or CH _Two Position 2 2-2115 Position 45 3,4-diClPh CO Single bond or CH _Two Position 3 2-2116 Position 45 3,4-diClPh CO Single bond or CH _Two Position 4 2-2117 Position 45 3,4-diClPh CO Single bond or CH _Two Position 5 2-2118 Position 45 3,4-diClPh CO Single bond or CH _Two Position 6 2-2119 Position 45 3,4-diClPh CO Single bond or CH _Two Position 7 2-2120 Position 45 3,4-diClPh CO Single bond or CH _Two Position 8 2-2121 Position 45 3,4-diClPh CO Single bond or CH _Two Position 9 2-2122 Position 45 3,4-diClPh CO Single bond or CH _Two Unit 10 2-2123 Unit 45 3,4-diClPh CO Single bond or CH _Two Unit 11 2-2124 Unit 45 3,4-diClPh CO Single bond or CH _Two Position 12 2-2125 Position 45 3,4-diClPh CO Single bond or CH _Two Position 13 2-2126 Position 45 3,4-diClPh CO Single bond or CH _Two Position 14 2-2127 Position 45 3,4-diClPh CO Single bond or CH _Two Position 15 2-2128 Position 45 3,4-diClPh CO Single bond or CH _Two Position 16 2-2129 Position 45 3,4-diClPh CO Single bond or CH _Two Position 17 2-2130 Position 45 3,4-diClPh CO Single bond or CH _Two Position 18 2-2131 Position 45 3,4-diClPh CO Single bond or CH _Two Position 19 2-2132 Position 45 3,4-diClPh CO Single bond or CH _Two Position 20 2-2133 Position 45 3,4-diClPh CO Single bond or CH _Two Position 21 2-2134 Position 45 3,4-diClPh CO Single bond or CH _Two Position 22 2-2135 Position 45 3,4-diClPh CO Single bond or CH _Two Position 23 2-2136 Position 45 3,4-diClPh CO Single bond or CH _Two Position 24 2-2137 Position 45 3,4-diClPh CO Single bond or CH _Two Position 25 2-2138 Position 45 3,4-diClPh CO Single bond or CH _Two Position 26 2-2139 Position 45 3,4-diClPh CO Single bond or CH _Two Position 27 2-2140 Position 45 3,4-diClPh CO Single bond or CH _Two Position 28 2-2141 Position 45 3,4-diClPh CO Single bond or CH _Two Position 29 2-2142 Position 45 3,4-diClPh CO Single bond or CH _Two Position 30 2-2143 Position 45 3,4-diClPh CO Single bond or CH _Two Position 31 2-2144 Position 45 3,4-diClPh CO Single bond or CH _Two Position 32 2-2145 Position 45 3,4-diClPh CO Single bond or CH _Two Position 65 2-2146 Position 45 3,4-diClPh CO Single bond or CH _Two Unit 66 2-2147 Unit 45 3,4-diClPh CO Single bond or CH _Two Position 67 2-2148 Position 45 3,4-diClPh CO Single bond or CH _Two Position 68 2-2149 Position 45 3,4-diClPh CO Single bond or CH _Two Position 69 2-2150 Position 45 3,4-diClPh CO Single bond or CH _Two Position 70 2-2151 Position 45 3,4-diClPh CO Single bond or CH _Two Position 71 2-2152 Position 45 3,4-diClPh CO Single bond or CH _Two Unit 72 2-2153 unit 45 3,4-diClPh CO single bond or CH _Two Position 73 2-2154 Position 45 3,4-diClPh CO Single bond or CH _Two Position 74 2-2155 Position 45 3,4-diClPh CO Single bond or CH _Two Position 75 2-2156 Position 45 3,4-diClPh CO Single bond or CH _Two Position 76 2-2157 Position 45 3,4-diClPh CO Single bond or CH _Two Position 77 2-2158 Position 45 3,4-diClPh CO Single bond or CH _Two Position 78 2-2159 Position 45 3,4-diClPh CO Single bond or CH _Two Position 79 2-2160 Position 45 3,4-diClPh CO Single bond or CH _Two Position 80 2-2161 Position 46 3,4-diClPh CO Single bond or CH _Two Position 1 2-2162 Position 46 3,4-diClPh CO Single bond or CH _Two Position 2 2-2163 Position 46 3,4-diClPh CO Single bond or CH _Two Position 3 2-2164 Position 46 3,4-diClPh CO Single bond or CH _Two Position 4 2-2165 Position 46 3,4-diClPh CO Single bond or CH _Two Position 5 2-2166 Position 46 3,4-diClPh CO Single bond or CH _Two Position 6 2-2167 Position 46 3,4-diClPh CO Single bond or CH _Two Position 7 2-2168 Position 46 3,4-diClPh CO Single bond or CH _Two Position 8 2-2169 Position 46 3,4-diClPh CO Single bond or CH _Two Position 9 2-2170 Position 46 3,4-diClPh CO Single bond or CH _Two Position 10 2-2171 Position 46 3,4-diClPh CO Single bond or CH _Two Position 11 2-2172 Position 46 3,4-diClPh CO Single bond or CH _Two Position 12 2-2173 Position 46 3,4-diClPh CO Single bond or CH _Two Position 13 2-2174 Position 46 3,4-diClPh CO Single bond or CH _Two Position 14 2-2175 Position 46 3,4-diClPh CO Single bond or CH _Two Position 15 2-2176 Position 46 3,4-diClPh CO Single bond or CH _Two Position 16 2-2177 Position 46 3,4-diClPh CO Single bond or CH _Two Position 17 2-2178 Position 46 3,4-diClPh CO Single bond or CH _Two Position 18 2-2179 Position 46 3,4-diClPh CO Single bond or CH _Two Position 19 2-2180 Position 46 3,4-diClPh CO Single bond or CH _Two Position 20 2-2181 Position 46 3,4-diClPh CO Single bond or CH _Two Position 21 2-2182 Position 46 3,4-diClPh CO Single bond or CH _Two Position 22 2-2183 Position 46 3,4-diClPh CO Single bond or CH _Two Position 23 2-2184 Position 46 3,4-diClPh CO Single bond or CH _Two Unit 24 2-2185 Unit 46 3,4-diClPh CO Single bond or CH _Two Position 25 2-2186 Position 46 3,4-diClPh CO Single bond or CH _Two Position 26 2-2187 Position 46 3,4-diClPh CO Single bond or CH _Two Position 27 2-2188 Position 46 3,4-diClPh CO Single bond or CH _Two Position 28 2-2189 Position 46 3,4-diClPh CO Single bond or CH _Two Position 29 2-2190 Position 46 3,4-diClPh CO Single bond or CH _Two Position 30 2-2191 Position 46 3,4-diClPh CO Single bond or CH _Two Position 31 2-2192 Position 46 3,4-diClPh CO Single bond or CH _Two Position 32 2-2193 Position 46 3,4-diClPh CO Single bond or CH _Two Position 65 2-2194 Position 46 3,4-diClPh CO Single bond or CH _Two Position 66 2-2195 Position 46 3,4-diClPh CO Single bond or CH _Two Position 67 2-2196 Position 46 3,4-diClPh CO Single bond or CH _Two Position 68 2-2197 Position 46 3,4-diClPh CO Single bond or CH _Two Position 69 2-2198 Position 46 3,4-diClPh CO Single bond or CH _Two Device 70 2-2199 device 46 3,4-diClPh CO single bond or CH _Two Position 71 2-2200 Position 46 3,4-diClPh CO Single bond or CH _Two Position 72 2-2201 Position 46 3,4-diClPh CO Single bond or CH _Two Position 73 2-2202 Position 46 3,4-diClPh CO Single bond or CH _Two Position 74 2-2203 Position 46 3,4-diClPh CO Single bond or CH _Two Position 75 2-2204 Position 46 3,4-diClPh CO Single bond or CH _Two Position 76 2-2205 Position 46 3,4-diClPh CO Single bond or CH _Two Position 77 2-2206 Position 46 3,4-diClPh CO Single bond or CH _Two Position 78 2-2207 Position 46 3,4-diClPh CO Single bond or CH _Two Position 79 2-2208 Position 46 3,4-diClPh CO Single bond or CH _Two Position 80 2-2209 Position 47 3,4-diClPh CO Single bond or CH _Two Position 1 2-2210 Position 47 3,4-diClPh CO Single bond or CH _Two Position 2 2-2211 Position 47 3,4-diClPh CO Single bond or CH _Two Position 3 2-2212 Position 47 3,4-diClPh CO Single bond or CH _Two Position 4 2-2213 Position 47 3,4-diClPh CO Single bond or CH _Two Position 5 2-2214 Position 47 3,4-diClPh CO Single bond or CH _Two Position 6 2-2215 Position 47 3,4-diClPh CO Single bond or CH _Two Position 7 2-2216 Position 47 3,4-diClPh CO Single bond or CH _Two Position 8 2-2217 Position 47 3,4-diClPh CO Single bond or CH _Two Position 9 2-2218 Position 47 3,4-diClPh CO Single bond or CH _Two Position 10 2-2219 Position 47 3,4-diClPh CO Single bond or CH _Two Position 11 2-2220 Position 47 3,4-diClPh CO Single bond or CH _Two Unit 12 2-2221 Unit 47 3,4-diClPh CO Single bond or CH _Two Position 13 2-2222 Position 47 3,4-diClPh CO Single bond or CH _Two Position 14 2-2223 Position 47 3,4-diClPh CO Single bond or CH _Two Position 15 2-2224 Position 47 3,4-diClPh CO Single bond or CH _Two Position 16 2-2225 Position 47 3,4-diClPh CO Single bond or CH _Two Position 17 2-2226 Position 47 3,4-diClPh CO Single bond or CH _Two Position 18 2-2227 Position 47 3,4-diClPh CO Single bond or CH _Two Position 19 2-2228 Position 47 3,4-diClPh CO Single bond or CH _Two Position 20 2-2229 Position 47 3,4-diClPh CO Single bond or CH _Two Position 21 2-2230 Position 47 3,4-diClPh CO Single bond or CH _Two Position 22 2-2231 Position 47 3,4-diClPh CO Single bond or CH _Two Position 23 2-232 2 Position 47 3,4-diClPh CO Single bond or CH _Two Position 24 2-2233 Position 47 3,4-diClPh CO Single bond or CH _Two Position 25 2-2234 Position 47 3,4-diClPh CO Single bond or CH _Two Unit 26 2-2235 Unit 47 3,4-diClPh CO Single bond or CH _Two Position 27 2-2236 Position 47 3,4-diClPh CO Single bond or CH _Two Position 28 2-2237 Position 47 3,4-diClPh CO Single bond or CH _Two Position 29 2-2238 Position 47 3,4-diClPh CO Single bond or CH _Two Position 30 2-2239 Position 47 3,4-diClPh CO Single bond or CH _Two Position 31 2-2240 Position 47 3,4-diClPh CO Single bond or CH _Two Position 32 2-2241 Position 47 3,4-diClPh CO Single bond or CH _Two Position 65 2-2242 Position 47 3,4-diClPh CO Single bond or CH _Two Position 66 2-2243 Position 47 3,4-diClPh CO Single bond or CH _Two Position 67 2-2244 Position 47 3,4-diClPh CO Single bond or CH _Two Position 68 2-2245 Position 47 3,4-diClPh CO Single bond or CH _Two Position 69 2-2246 Position 47 3,4-diClPh CO Single bond or CH _Two Position 70 2-2247 Position 47 3,4-diClPh CO Single bond or CH _Two Position 71 2-2248 Position 47 3,4-diClPh CO Single bond or CH _Two Position 72 2-2249 Position 47 3,4-diClPh CO Single bond or CH _Two Position 73 2-2250 Position 47 3,4-diClPh CO Single bond or CH _Two Position 74 2-2251 Position 47 3,4-diClPh CO Single bond or CH _Two Position 75 2-2252 Position 47 3,4-diClPh CO Single bond or CH _Two Position 76 2-2253 Position 47 3,4-diClPh CO Single bond or CH _Two Position 77 2-2254 Position 47 3,4-diClPh CO Single bond or CH _Two Position 78 2-2255 Position 47 3,4-diClPh CO Single bond or CH _Two Position 79 2-2256 Position 47 3,4-diClPh CO Single bond or CH _Two Position 80 2-2257 Position 81 3,4-diClPh CO Single bond or CH _Two Position 1 2-2258 Position 81 3,4-diClPh CO Single bond or CH _Two Position 2 2-2259 Position 81 3,4-diClPh CO Single bond or CH _Two Position 3 2-2260 Position 81 3,4-diClPh CO Single bond or CH _Two Position 4 2-2261 Position 81 3,4-diClPh CO Single bond or CH _Two Position 5 2-2262 Position 81 3,4-diClPh CO Single bond or CH _Two Position 6 2-2263 Position 81 3,4-diClPh CO Single bond or CH _Two Position 7 2-2264 Position 81 3,4-diClPh CO Single bond or CH _Two Position 8 2-2265 Position 81 3,4-diClPh CO Single bond or CH _Two Position 9 2-2266 Position 81 3,4-diClPh CO Single bond or CH _Two Position 10 2-2267 Position 81 3,4-diClPh CO Single bond or CH _Two Unit 11 2-2268 Unit 81 3,4-diClPh CO Single bond or CH _Two Position 12 2-2269 Position 81 3,4-diClPh CO Single bond or CH _Two Position 13 2-2270 Position 81 3,4-diClPh CO Single bond or CH _Two Unit 14 2-2271 Unit 81 3,4-diClPh CO Single bond or CH _Two Position 15 2-2272 Position 81 3,4-diClPh CO Single bond or CH _Two Position 16 2-2273 Position 81 3,4-diClPh CO Single bond or CH _Two Position 17 2-2274 Position 81 3,4-diClPh CO Single bond or CH _Two Position 18 2-2275 Position 81 3,4-diClPh CO Single bond or CH _Two Position 19 2-2276 Position 81 3,4-diClPh CO Single bond or CH _Two Position 20 2-2277 Position 81 3,4-diClPh CO Single bond or CH _Two Position 21 2-2278 Position 81 3,4-diClPh CO Single bond or CH _Two Position 22 2-2279 Position 81 3,4-diClPh CO Single bond or CH _Two Position 23 2-2280 Position 81 3,4-diClPh CO Single bond or CH _Two Position 24 2-2281 Position 81 3,4-diClPh CO Single bond or CH _Two Position 25 2-2282 Position 81 3,4-diClPh CO Single bond or CH _Two Position 26 2-2283 Position 81 3,4-diClPh CO Single bond or CH _Two Position 27 2-2284 Position 81 3,4-diClPh CO Single bond or CH _Two Position 28 2-2285 Position 81 3,4-diClPh CO Single bond or CH _Two Position 29 2-2286 Position 81 3,4-diClPh CO Single bond or CH _Two Position 30 2-2287 Position 81 3,4-diClPh CO Single bond or CH _Two Position 31 2-2288 Position 81 3,4-diClPh CO Single bond or CH _Two Position 32 2-2289 Position 81 3,4-diClPh CO Single bond or CH _Two Position 65 2-2290 Position 81 3,4-diClPh CO Single bond or CH _Two Position 66 2-2291 Position 81 3,4-diClPh CO Single bond or CH _Two Position 67 2-2292 Position 81 3,4-diClPh CO Single bond or CH _Two Position 68 2-2293 Position 81 3,4-diClPh CO Single bond or CH _Two Position 69 2-2294 Position 81 3,4-diClPh CO Single bond or CH _Two Unit 70 2-2295 Unit 81 3,4-diClPh CO Single bond or CH _Two Position 71 2-2296 Position 81 3,4-diClPh CO Single bond or CH _Two Position 72 2-2297 Position 81 3,4-diClPh CO Single bond or CH _Two Position 73 2-2298 Position 81 3,4-diClPh CO Single bond or CH _Two Position 74 2-2299 Position 81 3,4-diClPh CO Single bond or CH _Two Position 75 2-2300 Position 81 3,4-diClPh CO Single bond or CH _Two Position 76 2-2301 Position 81 3,4-diClPh CO Single bond or CH _Two Position 77 2-2302 Position 81 3,4-diClPh CO Single bond or CH _Two Position 78 2-2303 Position 81 3,4-diClPh CO Single bond or CH _Two Position 79 2-2304 Position 81 3,4-diClPh CO Single bond or CH _Two Device 80 2-2305 device 48 3,4-diClPh CO single bond or CH _Two Position 1 2-2306 Position 48 3,4-diClPh CO Single bond or CH _Two Position 2 2-2307 Position 48 3,4-diClPh CO Single bond or CH _Two Position 3 2-2308 Position 48 3,4-diClPh CO Single bond or CH _Two Position 4 2-2309 Position 48 3,4-diClPh CO Single bond or CH _Two Position 5 2-2310 Position 48 3,4-diClPh CO Single bond or CH _Two Position 6 2-2311 Position 48 3,4-diClPh CO Single bond or CH _Two Position 7 2-2312 Position 48 3,4-diClPh CO Single bond or CH _Two Position 8 2-2313 Position 48 3,4-diClPh CO Single bond or CH _Two Position 9 2-2314 Position 48 3,4-diClPh CO Single bond or CH _Two Position 10 2-2315 Position 48 3,4-diClPh CO Single bond or CH _Two Position 11 2-2316 Position 48 3,4-diClPh CO Single bond or CH _Two Position 12 2-2317 Position 48 3,4-diClPh CO Single bond or CH _Two Position 13 2-2318 Position 48 3,4-diClPh CO Single bond or CH _Two Position 14 2-2319 Position 48 3,4-diClPh CO Single bond or CH _Two Position 15 2-2320 Position 48 3,4-diClPh CO Single bond or CH _Two Position 16 2-2321 Position 48 3,4-diClPh CO Single bond or CH _Two Position 17 2-2322 Position 48 3,4-diClPh CO Single bond or CH _Two Position 18 2-2323 position 48 3,4-diClPh CO single bond or CH _Two Position 19 2-2324 Position 48 3,4-diClPh CO Single bond or CH _Two Position 20 2-2325 Position 48 3,4-diClPh CO Single bond or CH _Two Position 21 2-2326 Position 48 3,4-diClPh CO Single bond or CH _Two Position 22 2-2327 Position 48 3,4-diClPh CO Single bond or CH _Two Position 23 2-2328 Position 48 3,4-diClPh CO Single bond or CH _Two Position 24 2-2329 Position 48 3,4-diClPh CO Single bond or CH _Two Position 25 2-2330 Position 48 3,4-diClPh CO Single bond or CH _Two Position 26 2-2331 position 48 3,4-diClPh CO single bond or CH _Two Position 27 2-2332 Position 48 3,4-diClPh CO Single bond or CH _Two Position 28 2-2333 Position 48 3,4-diClPh CO Single bond or CH _Two Unit 29 2-2334 unit 48 3,4-diClPh CO single bond or CH _Two Position 30 2-2335 Position 48 3,4-diClPh CO Single bond or CH _Two Position 31 2-2336 Position 48 3,4-diClPh CO Single bond or CH _Two Position 32 2-2337 Position 48 3,4-diClPh CO Single bond or CH _Two Position 65 2-2338 Position 48 3,4-diClPh CO Single bond or CH _Two Position 66 2-2339 Position 48 3,4-diClPh CO Single bond or CH _Two Position 67 2-2340 Position 48 3,4-diClPh CO Single bond or CH _Two Position 68 2-2341 Position 48 3,4-diClPh CO Single bond or CH _Two Position 69 2-2342 Position 48 3,4-diClPh CO Single bond or CH _Two Position 70 2-2343 Position 48 3,4-diClPh CO Single bond or CH _Two Position 71 2-2344 Position 48 3,4-diClPh CO Single bond or CH _Two Position 72 2-2345 Position 48 3,4-diClPh CO Single bond or CH _Two Position 73 2-2346 Position 48 3,4-diClPh CO Single bond or CH _Two Position 74 2-2347 Position 48 3,4-diClPh CO Single bond or CH _Two Position 75 2-2348 Position 48 3,4-diClPh CO Single bond or CH _Two Position 76 2-2349 Position 48 3,4-diClPh CO Single bond or CH _Two Position 77 2-2350 Position 48 3,4-diClPh CO Single bond or CH _Two Position 78 2-2351 Position 48 3,4-diClPh CO Single bond or CH _Two Position 79 2-2352 Position 48 3,4-diClPh CO Single bond or CH _Two Position 80 2-2353 Position 49 3,4-diClPh CO Single bond or CH _Two Position 1 2-2354 Position 49 3,4-diClPh CO Single bond or CH _Two Position 2 2-2355 Position 49 3,4-diClPh CO Single bond or CH _Two Position 3 2-2356 Position 49 3,4-diClPh CO Single bond or CH _Two Position 4 2-2357 Position 49 3,4-diClPh CO Single bond or CH _Two Position 5 2-2358 Position 49 3,4-diClPh CO Single bond or CH _Two Position 6 2-2359 Position 49 3,4-diClPh CO Single bond or CH _Two Position 7 2-2360 Position 49 3,4-diClPh CO Single bond or CH _Two Position 8 2-2361 Position 49 3,4-diClPh CO Single bond or CH _Two Position 9 2-2362 Position 49 3,4-diClPh CO Single bond or CH _Two Position 10 2-2363 Position 49 3,4-diClPh CO Single bond or CH _Two Position 11 2-2364 Position 49 3,4-diClPh CO Single bond or CH _Two Position 12 2-2365 Position 49 3,4-diClPh CO Single bond or CH _Two Position 13 2-2366 Position 49 3,4-diClPh CO Single bond or CH _Two Position 14 2-2367 Position 49 3,4-diClPh CO Single bond or CH _Two Position 15 2-2368 Position 49 3,4-diClPh CO Single bond or CH _Two Position 16 2-2369 Position 49 3,4-diClPh CO Single bond or CH _Two Position 17 2-2370 Position 49 3,4-diClPh CO Single bond or CH _Two Position 18 2-2371 Position 49 3,4-diClPh CO Single bond or CH _Two Position 19 2-2372 Position 49 3,4-diClPh CO Single bond or CH _Two Position 20 2-2373 Position 49 3,4-diClPh CO Single bond or CH _Two Position 21 2-2374 Position 49 3,4-diClPh CO Single bond or CH _Two Position 22 2-2375 Position 49 3,4-diClPh CO Single bond or CH _Two Position 23 2-2376 Position 49 3,4-diClPh CO Single bond or CH _Two Position 24 2-2377 Position 49 3,4-diClPh CO Single bond or CH _Two Position 25 2-2378 Position 49 3,4-diClPh CO Single bond or CH _Two Position 26 2-2379 Position 49 3,4-diClPh CO Single bond or CH _Two Position 27 2-2380 Position 49 3,4-diClPh CO Single bond or CH _Two Position 28 2-2381 Position 49 3,4-diClPh CO Single bond or CH _Two Position 29 2-2382 Position 49 3,4-diClPh CO Single bond or CH _Two Position 30 2-2383 Position 49 3,4-diClPh CO Single bond or CH _Two Position 31 2-2384 Position 49 3,4-diClPh CO Single bond or CH _Two Position 32 2-2385 Position 49 3,4-diClPh CO Single bond or CH _Two Position 65 2-2386 Position 49 3,4-diClPh CO Single bond or CH _Two Position 66 2-2387 Position 49 3,4-diClPh CO Single bond or CH _Two Position 67 2-2388 Position 49 3,4-diClPh CO Single bond or CH _Two Position 68 2-2389 Position 49 3,4-diClPh CO Single bond or CH _Two Position 69 2-2390 Position 49 3,4-diClPh CO Single bond or CH _Two Position 70 2-2391 Position 49 3,4-diClPh CO Single bond or CH _Two Position 71 2-2392 Position 49 3,4-diClPh CO Single bond or CH _Two Position 72 2-2393 Position 49 3,4-diClPh CO Single bond or CH _Two Position 73 2-2394 Position 49 3,4-diClPh CO Single bond or CH _Two Position 74 2-2395 Position 49 3,4-diClPh CO Single bond or CH _Two Position 75 2-2396 Position 49 3,4-diClPh CO Single bond or CH _Two Position 76 2-2397 Position 49 3,4-diClPh CO Single bond or CH _Two Position 77 2-2398 Position 49 3,4-diClPh CO Single bond or CH _Two Position 78 2-2399 Position 49 3,4-diClPh CO Single bond or CH _Two Position 79 2-2400 Position 49 3,4-diClPh CO Single bond or CH _Two Position 80 2-2401 Position 50 3,4-diClPh CO Single bond or CH _Two Position 1 2-2402 Position 50 3,4-diClPh CO Single bond or CH _Two Position 2 2-2403 Position 50 3,4-diClPh CO Single bond or CH _Two Position 3 2-2404 Position 50 3,4-diClPh CO Single bond or CH _Two Position 4 2-2405 Position 50 3,4-diClPh CO Single bond or CH _Two Position 5 2-2406 Position 50 3,4-diClPh CO Single bond or CH _Two Position 6 2-2407 Position 50 3,4-diClPh CO Single bond or CH _Two Position 7 2-2408 Position 50 3,4-diClPh CO Single bond or CH _Two Position 8 2-2409 Position 50 3,4-diClPh CO Single bond or CH _Two Position 9 2-2410 Position 50 3,4-diClPh CO Single bond or CH _Two Position 10 2-2411 Position 50 3,4-diClPh CO Single bond or CH _Two Position 11 2-2412 Position 50 3,4-diClPh CO Single bond or CH _Two Position 12 2-2413 Position 50 3,4-diClPh CO Single bond or CH _Two Position 13 2-2414 Position 50 3,4-diClPh CO Single bond or CH _Two Position 14 2-2415 Position 50 3,4-diClPh CO Single bond or CH _Two Position 15 2-2416 Position 50 3,4-diClPh CO Single bond or CH _Two Position 16 2-2417 Position 50 3,4-diClPh CO Single bond or CH _Two Position 17 2-2418 Position 50 3,4-diClPh CO Single bond or CH _Two Position 18 2-2419 Position 50 3,4-diClPh CO Single bond or CH _Two Position 19 2-2420 Position 50 3,4-diClPh CO Single bond or CH _Two Position 20 2-2421 Position 50 3,4-diClPh CO Single bond or CH _Two Position 21 2-2422 Position 50 3,4-diClPh CO Single bond or CH _Two Device 22 2-2423 Device 50 3,4-diClPh CO Single bond or CH _Two Position 23 2-24 24 Position 50 3,4-diClPh CO Single bond or CH _Two Position 24 2-2425 Position 50 3,4-diClPh CO Single bond or CH _Two Position 25 2-2426 Position 50 3,4-diClPh CO Single bond or CH _Two Position 26 2-2427 Position 50 3,4-diClPh CO Single bond or CH _Two Position 27 2-2428 Position 50 3,4-diClPh CO Single bond or CH _Two Position 28 2-2429 Position 50 3,4-diClPh CO Single bond or CH _Two Position 29 2-2430 Position 50 3,4-diClPh CO Single bond or CH _Two Position 30 2-2431 Position 50 3,4-diClPh CO Single bond or CH _Two Position 31 2-2432 Position 50 3,4-diClPh CO Single bond or CH _Two Position 32 2-2433 Position 50 3,4-diClPh CO Single bond or CH _Two Position 65 2-2434 Position 50 3,4-diClPh CO Single bond or CH _Two Position 66 2-2435 Position 50 3,4-diClPh CO Single bond or CH _Two Position 67 2-2436 Position 50 3,4-diClPh CO Single bond or CH _Two Position 68 2-2437 Position 50 3,4-diClPh CO Single bond or CH _Two Position 69 2-2438 Position 50 3,4-diClPh CO Single bond or CH _Two Position 70 2-2439 Position 50 3,4-diClPh CO Single bond or CH _Two Position 71 2-2440 Position 50 3,4-diClPh CO Single bond or CH _Two Position 72 2-2441 Position 50 3,4-diClPh CO Single bond or CH _Two Position 73 2-2442 Position 50 3,4-diClPh CO Single bond or CH _Two Position 74 2-2443 Position 50 3,4-diClPh CO Single bond or CH _Two Position 75 2-2444 Position 50 3,4-diClPh CO Single bond or CH _Two Position 76 2-24445 Position 50 3,4-diClPh CO Single bond or CH _Two Position 77 2-2446 Position 50 3,4-diClPh CO Single bond or CH _Two Position 78 2-2447 Position 50 3,4-diClPh CO Single bond or CH _Two Position 79 2-2448 Position 50 3,4-diClPh CO Single bond or CH _Two Position 80 2-2449 Position 51 3,4-diClPh CO Single bond or CH _Two Position 1 2-2450 Position 51 3,4-diClPh CO Single bond or CH _Two Position 2 2-2451 Position 51 3,4-diClPh CO Single bond or CH _Two Position 3 2-2452 Position 51 3,4-diClPh CO Single bond or CH _Two Position 4 2-2453 Position 51 3,4-diClPh CO Single bond or CH _Two Position 5 2-2454 Position 51 3,4-diClPh CO Single bond or CH _Two Position 6 2-2455 Position 51 3,4-diClPh CO Single bond or CH _Two Position 7 2-2456 Position 51 3,4-diClPh CO Single bond or CH _Two Position 8 2-2457 Position 51 3,4-diClPh CO Single bond or CH _Two Position 9 2-2458 Position 51 3,4-diClPh CO Single bond or CH _Two Position 10 2-2459 Position 51 3,4-diClPh CO Single bond or CH _Two Position 11 2-2460 Position 51 3,4-diClPh CO Single bond or CH _Two Position 12 2-2461 Position 51 3,4-diClPh CO Single bond or CH _Two Position 13 2-2462 Position 51 3,4-diClPh CO Single bond or CH _Two Position 14 2-2463 Position 51 3,4-diClPh CO Single bond or CH _Two Position 15 2-2464 Position 51 3,4-diClPh CO Single bond or CH _Two Position 16 2-2465 Position 51 3,4-diClPh CO Single bond or CH _Two Position 17 2-2466 Position 51 3,4-diClPh CO Single bond or CH _Two Position 18 2-2467 Position 51 3,4-diClPh CO Single bond or CH _Two Position 19 2-2468 Position 51 3,4-diClPh CO Single bond or CH _Two Position 20 2-2469 Position 51 3,4-diClPh CO Single bond or CH _Two Position 21 2-2470 Position 51 3,4-diClPh CO Single bond or CH _Two Position 22 2-2471 Position 51 3,4-diClPh CO Single bond or CH _Two Position 23 2-2472 Position 51 3,4-diClPh CO Single bond or CH _Two Position 24 2-2473 Position 51 3,4-diClPh CO Single bond or CH _Two Position 25 2-2474 Position 51 3,4-diClPh CO Single bond or CH _Two Position 26 2-2475 Position 51 3,4-diClPh CO Single bond or CH _Two Unit 27 2-2476 Unit 51 3,4-diClPh CO Single bond or CH _Two Position 28 2-2477 Position 51 3,4-diClPh CO Single bond or CH _Two Position 29 2-2478 Position 51 3,4-diClPh CO Single bond or CH _Two Position 30 2-2479 Position 51 3,4-diClPh CO Single bond or CH _Two Device 31 2-2480 device 51 3,4-diClPh CO single bond or CH _Two Position 32 2-2481 Position 51 3,4-diClPh CO Single bond or CH _Two Position 65 2-2482 Position 51 3,4-diClPh CO Single bond or CH _Two Position 66 2-2483 Position 51 3,4-diClPh CO Single bond or CH _Two Position 67 2-2484 Position 51 3,4-diClPh CO Single bond or CH _Two Position 68 2-2485 Position 51 3,4-diClPh CO Single bond or CH _Two Position 69 2-2486 Position 51 3,4-diClPh CO Single bond or CH _Two Position 70 2-2487 Position 51 3,4-diClPh CO Single bond or CH _Two Position 71 2-2488 Position 51 3,4-diClPh CO Single bond or CH _Two Position 72 2-2489 Position 51 3,4-diClPh CO Single bond or CH _Two Position 73 2-2490 Position 51 3,4-diClPh CO Single bond or CH _Two Position 74 2-2491 Position 51 3,4-diClPh CO Single bond or CH _Two Position 75 2-2492 Position 51 3,4-diClPh CO Single bond or CH _Two Position 76 2-2493 Position 51 3,4-diClPh CO Single bond or CH _Two Position 77 2-2494 Position 51 3,4-diClPh CO Single bond or CH _Two Position 78 2-2495 Position 51 3,4-diClPh CO Single bond or CH _Two Position 79 2-2496 Position 51 3,4-diClPh CO Single bond or CH _Two Position 80 2-2497 Position 52 3,4-diClPh CO Single bond or CH _Two Position 1 2-2498 Position 52 3,4-diClPh CO Single bond or CH _Two Position 2 2-2499 Position 52 3,4-diClPh CO Single bond or CH _Two Position 3 2-2500 Position 52 3,4-diClPh CO Single bond or CH _Two Position 4 2-2501 Position 52 3,4-diClPh CO Single bond or CH _Two Position 5 2-2502 Position 52 3,4-diClPh CO Single bond or CH _Two Position 6 2-2503 Position 52 3,4-diClPh CO Single bond or CH _Two Position 7 2-2504 Position 52 3,4-diClPh CO Single bond or CH _Two Unit 8 2-2505 Unit 52 3,4-diClPh CO Single bond or CH _Two Unit 9 2-2506 Unit 52 3,4-diClPh CO Single bond or CH _Two Position 10 2-2507 Position 52 3,4-diClPh CO Single bond or CH _Two Position 11 2-2508 Position 52 3,4-diClPh CO Single bond or CH _Two Position 12 2-2509 Position 52 3,4-diClPh CO Single bond or CH _Two Position 13 2-2510 Position 52 3,4-diClPh CO Single bond or CH _Two Position 14 2-2511 Position 52 3,4-diClPh CO Single bond or CH _Two Position 15 2-2512 Position 52 3,4-diClPh CO Single bond or CH _Two Position 16 2-2513 Position 52 3,4-diClPh CO Single bond or CH _Two Position 17 2-2514 Position 52 3,4-diClPh CO Single bond or CH _Two Position 18 2-2515 Position 52 3,4-diClPh CO Single bond or CH _Two Position 19 2-2516 Position 52 3,4-diClPh CO Single bond or CH _Two Position 20 2-2517 Position 52 3,4-diClPh CO Single bond or CH _Two Position 21 2-2518 Position 52 3,4-diClPh CO Single bond or CH _Two Position 22 2-2519 Position 52 3,4-diClPh CO Single bond or CH _Two Position 23 2-2520 Position 52 3,4-diClPh CO Single bond or CH _Two Position 24 2-2521 Position 52 3,4-diClPh CO Single bond or CH _Two Position 25 2-2522 Position 52 3,4-diClPh CO Single bond or CH _Two Position 26 2-2523 Position 52 3,4-diClPh CO Single bond or CH _Two Position 27 2-2524 Position 52 3,4-diClPh CO Single bond or CH _Two Position 28 2-2525 Position 52 3,4-diClPh CO Single bond or CH _Two Position 29 2-2526 Position 52 3,4-diClPh CO Single bond or CH _Two Position 30 2-2527 Position 52 3,4-diClPh CO Single bond or CH _Two Position 31 2-2528 Position 52 3,4-diClPh CO Single bond or CH _Two Position 32 2-2529 Position 52 3,4-diClPh CO Single bond or CH _Two Position 65 2-2530 Position 52 3,4-diClPh CO Single bond or CH _Two Position 66 2-2531 Position 52 3,4-diClPh CO Single bond or CH _Two Position 67 2-2532 Position 52 3,4-diClPh CO Single bond or CH _Two Position 68 2-2533 Position 52 3,4-diClPh CO Single bond or CH _Two Position 69 2-2534 Position 52 3,4-diClPh CO Single bond or CH _Two Position 70 2-2535 Position 52 3,4-diClPh CO Single bond or CH _Two Position 71 2-2536 Position 52 3,4-diClPh CO Single bond or CH _Two Position 72 2-2537 Position 52 3,4-diClPh CO Single bond or CH _Two Position 73 2-2538 Position 52 3,4-diClPh CO Single bond or CH _Two Position 74 2-2539 Position 52 3,4-diClPh CO Single bond or CH _Two Unit 75 2-2540 Unit 52 3,4-diClPh CO Single bond or CH _Two Position 76 2-2541 Position 52 3,4-diClPh CO Single bond or CH _Two Position 77 2-2542 Position 52 3,4-diClPh CO Single bond or CH _Two Position 78 2-2543 Position 52 3,4-diClPh CO Single bond or CH _Two Position 79 2-2544 Position 52 3,4-diClPh CO Single bond or CH _Two Position 80 2-2545 Position 53 3,4-diClPh CO Single bond or CH _Two Position 1 2-2546 Position 53 3,4-diClPh CO Single bond or CH _Two Position 2 2-2547 Position 53 3,4-diClPh CO Single bond or CH _Two Position 3 2-2548 Position 53 3,4-diClPh CO Single bond or CH _Two Position 4 2-2549 Position 53 3,4-diClPh CO Single bond or CH _Two Position 5 2-2550 Position 53 3,4-diClPh CO Single bond or CH _Two Position 6 2-2551 Position 53 3,4-diClPh CO Single bond or CH _Two Position 7 2-2552 Position 53 3,4-diClPh CO Single bond or CH _Two Position 8 2-2553 Position 53 3,4-diClPh CO Single bond or CH _Two Position 9 2-2554 Position 53 3,4-diClPh CO Single bond or CH _Two Position 10 2-2555 Position 53 3,4-diClPh CO Single bond or CH _Two Position 11 2-2556 Position 53 3,4-diClPh CO Single bond or CH _Two Position 12 2-2557 Position 53 3,4-diClPh CO Single bond or CH _Two Position 13 2-2558 Position 53 3,4-diClPh CO Single bond or CH _Two Position 14 2-2559 Position 53 3,4-diClPh CO Single bond or CH _Two Position 15 2-2560 Position 53 3,4-diClPh CO Single bond or CH _Two Position 16 2-2561 Position 53 3,4-diClPh CO Single bond or CH _Two Position 17 2-2562 Position 53 3,4-diClPh CO Single bond or CH _Two Position 18 2-2563 Position 53 3,4-diClPh CO Single bond or CH _Two Position 19 2-2564 Position 53 3,4-diClPh CO Single bond or CH _Two Position 20 2-2565 Position 53 3,4-diClPh CO Single bond or CH _Two Position 21 2-2566 Position 53 3,4-diClPh CO Single bond or CH _Two Position 22 2-2567 Position 53 3,4-diClPh CO Single bond or CH _Two Position 23 2-2568 Position 53 3,4-diClPh CO Single bond or CH _Two Position 24 2-2569 Position 53 3,4-diClPh CO Single bond or CH _Two Position 25 2-2570 Position 53 3,4-diClPh CO Single bond or CH _Two Position 26 2-2571 Position 53 3,4-diClPh CO Single bond or CH _Two Position 27 2-2572 Position 53 3,4-diClPh CO Single bond or CH _Two Position 28 2-2573 Position 53 3,4-diClPh CO Single bond or CH _Two Position 29 2-2574 Position 53 3,4-diClPh CO Single bond or CH _Two Position 30 2-2575 Position 53 3,4-diClPh CO Single bond or CH _Two Position 31 2-2576 Position 53 3,4-diClPh CO Single bond or CH _Two Position 32 2-2577 Position 53 3,4-diClPh CO Single bond or CH _Two Position 65 2-2578 Position 53 3,4-diClPh CO Single bond or CH _Two Position 66 2-2579 Position 53 3,4-diClPh CO Single bond or CH _Two Position 67 2-2580 Position 53 3,4-diClPh CO Single bond or CH _Two Position 68 2-2581 Position 53 3,4-diClPh CO Single bond or CH _Two Position 69 2-2582 Position 53 3,4-diClPh CO Single bond or CH _Two Position 70 2-2583 Position 53 3,4-diClPh CO Single bond or CH _Two Position 71 2-2584 Position 53 3,4-diClPh CO Single bond or CH _Two Position 72 2-2585 Position 53 3,4-diClPh CO Single bond or CH _Two Position 73 2-2586 Position 53 3,4-diClPh CO Single bond or CH _Two Position 74 2-2587 Position 53 3,4-diClPh CO Single bond or CH _Two Position 75 2-2588 Position 53 3,4-diClPh CO Single bond or CH _Two Position 76 2-2589 Position 53 3,4-diClPh CO Single bond or CH _Two Position 77 2-2590 Position 53 3,4-diClPh CO Single bond or CH _Two Position 78 2-2591 Position 53 3,4-diClPh CO Single bond or CH _Two Position 79 2-2592 Position 53 3,4-diClPh CO Single bond or CH _Two Position 80 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z a group b group ──────────────────────────────────── 2-2593 Position 54 3, 4-diClPh CO single bond or CH _Two Position 1 2-2594 Position 54 3,4-diClPh CO Single bond or CH _Two Position 2 2-2595 Position 54 3,4-diClPh CO Single bond or CH _Two Position 3 2-2596 Position 54 3,4-diClPh CO Single bond or CH _Two Position 4 2-2597 Position 54 3,4-diClPh CO Single bond or CH _Two Position 5 2-2598 Position 54 3,4-diClPh CO Single bond or CH _Two Position 6 2-2599 Position 54 3,4-diClPh CO Single bond or CH _Two Position 7 2-2600 Position 54 3,4-diClPh CO Single bond or CH _Two Position 8 2-2601 Position 54 3,4-diClPh CO Single bond or CH _Two Position 9 2-2602 Position 54 3,4-diClPh CO Single bond or CH _Two Position 10 2-2603 Position 54 3,4-diClPh CO Single bond or CH _Two Position 11 2-2604 Position 54 3,4-diClPh CO Single bond or CH _Two Position 12 2-2605 Position 54 3,4-diClPh CO Single bond or CH _Two Position 13 2-2606 Position 54 3,4-diClPh CO Single bond or CH _Two Position 14 2-2607 Position 54 3,4-diClPh CO Single bond or CH _Two Position 15 2-2608 Position 54 3,4-diClPh CO Single bond or CH _Two Position 16 2-2609 Position 54 3,4-diClPh CO Single bond or CH _Two Position 17 2-2610 Position 54 3,4-diClPh CO Single bond or CH _Two Position 18 2-2611 Position 54 3,4-diClPh CO Single bond or CH _Two Position 19 2-2612 Position 54 3,4-diClPh CO Single bond or CH _Two Position 20 2-2613 Position 54 3,4-diClPh CO Single bond or CH _Two Position 21 2-2614 Position 54 3,4-diClPh CO Single bond or CH _Two Position 22 2-2615 Position 54 3,4-diClPh CO Single bond or CH _Two Position 23 2-2616 Position 54 3,4-diClPh CO Single bond or CH _Two Position 24 2-2617 Position 54 3,4-diClPh CO Single bond or CH _Two Position 25 2-2618 Position 54 3,4-diClPh CO Single bond or CH _Two Position 26 2-2619 Position 54 3,4-diClPh CO Single bond or CH _Two Position 27 2-2620 Position 54 3,4-diClPh CO Single bond or CH _Two App. 28 2-2621 App. 54 3,4-diClPh CO Single bond or CH _Two Position 29 2-2622 Position 54 3,4-diClPh CO Single bond or CH _Two Position 30 2-2623 Position 54 3,4-diClPh CO Single bond or CH _Two Unit 31 2-2624 unit 54 3,4-diClPh CO single bond or CH _Two Position 32 2-2625 position 54 3,4-diClPh CO single bond or CH _Two Position 65 2-2626 Position 54 3,4-diClPh CO Single bond or CH _Two Device 66 2-2627 device 54 3,4-diClPh CO single bond or CH _Two Position 67 2-2628 Position 54 3,4-diClPh CO Single bond or CH _Two Device 68 2-2629 device 54 3,4-diClPh CO single bond or CH _Two Position 69 2-2630 Position 54 3,4-diClPh CO Single bond or CH _Two Position 70 2-2631 Position 54 3,4-diClPh CO Single bond or CH _Two Position 71 2-2632 Position 54 3,4-diClPh CO Single bond or CH _Two Position 72 2-2633 Position 54 3,4-diClPh CO Single bond or CH _Two Position 73 2-2634 Position 54 3,4-diClPh CO Single bond or CH _Two Position 74 2-2635 Position 54 3,4-diClPh CO Single bond or CH _Two Position 75 2-2636 Position 54 3,4-diClPh CO Single bond or CH _Two Position 76 2-2637 Position 54 3,4-diClPh CO Single bond or CH _Two Position 77 2-2638 Position 54 3,4-diClPh CO Single bond or CH _Two Position 78 2-2639 Position 54 3,4-diClPh CO Single bond or CH _Two Position 79 2-2640 Position 54 3,4-diClPh CO Single bond or CH _Two Position 80 2-2641 Position 55 3,4-diClPh CO Single bond or CH _Two Position 1 2-2642 Position 55 3,4-diClPh CO Single bond or CH _Two Position 2 2-2643 position 55 3,4-diClPh CO single bond or CH _Two Position 3 2-2644 Position 55 3,4-diClPh CO Single bond or CH _Two Unit 4 2-2645 Unit 55 3,4-diClPh CO Single bond or CH _Two Position 5 2-2646 Position 55 3,4-diClPh CO Single bond or CH _Two Position 6 2-2647 Position 55 3,4-diClPh CO Single bond or CH _Two Position 7 2-2648 Position 55 3,4-diClPh CO Single bond or CH _Two Position 8 2-2649 Position 55 3,4-diClPh CO Single bond or CH _Two Position 9 2-2650 Position 55 3,4-diClPh CO Single bond or CH _Two Position 10 2-2651 Position 55 3,4-diClPh CO Single bond or CH _Two Position 11 2-2652 Position 55 3,4-diClPh CO Single bond or CH _Two Position 12 2-2653 Position 55 3,4-diClPh CO Single bond or CH _Two Position 13 2-2654 Position 55 3,4-diClPh CO Single bond or CH _Two Position 14 2-2655 Position 55 3,4-diClPh CO Single bond or CH _Two Position 15 2-2656 Position 55 3,4-diClPh CO Single bond or CH _Two Position 16 2-2657 Position 55 3,4-diClPh CO Single bond or CH _Two Position 17 2-2658 Position 55 3,4-diClPh CO Single bond or CH _Two Position 18 2-2659 Position 55 3,4-diClPh CO Single bond or CH _Two Position 19 2-2660 Position 55 3,4-diClPh CO Single bond or CH _Two Position 20 2-2661 Position 55 3,4-diClPh CO Single bond or CH _Two Position 21 2-2662 Position 55 3,4-diClPh CO Single bond or CH _Two Position 22 2-2663 Position 55 3,4-diClPh CO Single bond or CH _Two Position 23 2-2664 Position 55 3,4-diClPh CO Single bond or CH _Two Position 24 2-2665 Position 55 3,4-diClPh CO Single bond or CH _Two Position 25 2-2666 Position 55 3,4-diClPh CO Single bond or CH _Two Position 26 2-2667 Position 55 3,4-diClPh CO Single bond or CH _Two Position 27 2-2668 Position 55 3,4-diClPh CO Single bond or CH _Two Position 28 2-2669 Position 55 3,4-diClPh CO Single bond or CH _Two Position 29 2-2670 Position 55 3,4-diClPh CO Single bond or CH _Two Position 30 2-2671 Position 55 3,4-diClPh CO Single bond or CH _Two Position 31 2-2672 Position 55 3,4-diClPh CO Single bond or CH _Two Position 32 2-2673 Position 55 3,4-diClPh CO Single bond or CH _Two Position 65 2-2674 Position 55 3,4-diClPh CO Single bond or CH _Two Position 66 2-2675 Position 55 3,4-diClPh CO Single bond or CH _Two Position 67 2-2676 Position 55 3,4-diClPh CO Single bond or CH _Two Position 68 2-2677 Position 55 3,4-diClPh CO Single bond or CH _Two Position 69 2-2678 Position 55 3,4-diClPh CO Single bond or CH _Two Position 70 2-2679 Position 55 3,4-diClPh CO Single bond or CH _Two Position 71 2-2680 Position 55 3,4-diClPh CO Single bond or CH _Two Position 72 2-2681 Position 55 3,4-diClPh CO Single bond or CH _Two Position 73 2-2682 Position 55 3,4-diClPh CO Single bond or CH _Two Position 74 2-2683 Position 55 3,4-diClPh CO Single bond or CH _Two Position 75 2-2684 Position 55 3,4-diClPh CO Single bond or CH _Two Position 76 2-2685 Position 55 3,4-diClPh CO Single bond or CH _Two Position 77 2-2686 Position 55 3,4-diClPh CO Single bond or CH _Two Position 78 2-2687 Position 55 3,4-diClPh CO Single bond or CH _Two Position 79 2-2688 Position 55 3,4-diClPh CO Single bond or CH _Two Position 80 2-2689 Position 56 3,4-diClPh CO Single bond or CH _Two Position 1 2-2690 Position 56 3,4-diClPh CO Single bond or CH _Two Position 2 2-2691 Position 56 3,4-diClPh CO Single bond or CH _Two App.3 2-2692 App.56 3,4-diClPh CO Single bond or CH _Two Device 4 2-2693 device 56 3,4-diClPh CO single bond or CH _Two Position 5 2-2694 Position 56 3,4-diClPh CO Single bond or CH _Two Position 6 2-2695 Position 56 3,4-diClPh CO Single bond or CH _Two Position 7 2-2696 Position 56 3,4-diClPh CO Single bond or CH _Two Position 8 2-2697 Position 56 3,4-diClPh CO Single bond or CH _Two Position 9 2-2698 Position 56 3,4-diClPh CO Single bond or CH _Two Position 10 2-2699 Position 56 3,4-diClPh CO Single bond or CH _Two Position 11 2-2700 Position 56 3,4-diClPh CO Single bond or CH _Two Position 12 2-2701 Position 56 3,4-diClPh CO Single bond or CH _Two Position 13 2-2702 Position 56 3,4-diClPh CO Single bond or CH _Two Position 14 2-2703 Position 56 3,4-diClPh CO Single bond or CH _Two Position 15 2-2704 Position 56 3,4-diClPh CO Single bond or CH _Two Position 16 2-2705 Position 56 3,4-diClPh CO Single bond or CH _Two Position 17 2-2706 Position 56 3,4-diClPh CO Single bond or CH _Two Position 18 2-2707 Position 56 3,4-diClPh CO Single bond or CH _Two Position 19 2-2708 Position 56 3,4-diClPh CO Single bond or CH _Two Position 20 2-2709 Position 56 3,4-diClPh CO Single bond or CH _Two Position 21 2-2710 Position 56 3,4-diClPh CO Single bond or CH _Two Position 22 2-2711 Position 56 3,4-diClPh CO Single bond or CH _Two Position 23 2-2712 Position 56 3,4-diClPh CO Single bond or CH _Two Position 24 2-2713 Position 56 3,4-diClPh CO Single bond or CH _Two Position 25 2-2714 Position 56 3,4-diClPh CO Single bond or CH _Two Position 26 2-2715 Position 56 3,4-diClPh CO Single bond or CH _Two Position 27 2-2716 Position 56 3,4-diClPh CO Single bond or CH _Two Position 28 2-2717 Position 56 3,4-diClPh CO Single bond or CH _Two Position 29 2-2718 Position 56 3,4-diClPh CO Single bond or CH _Two Position 30 2-2719 Position 56 3,4-diClPh CO Single bond or CH _Two Position 31 2-2720 Position 56 3,4-diClPh CO Single bond or CH _Two Position 32 2-2721 Position 56 3,4-diClPh CO Single bond or CH _Two Position 65 2-2722 Position 56 3,4-diClPh CO Single bond or CH _Two Position 66 2-2723 Position 56 3,4-diClPh CO Single bond or CH _Two Position 67 2-2724 Position 56 3,4-diClPh CO Single bond or CH _Two Position 68 2-2725 Position 56 3,4-diClPh CO Single bond or CH _Two Position 69 2-2726 Position 56 3,4-diClPh CO Single bond or CH _Two Position 70 2-2727 Position 56 3,4-diClPh CO Single bond or CH _Two Position 71 2-2728 Position 56 3,4-diClPh CO Single bond or CH _Two Position 72 2-2729 Position 56 3,4-diClPh CO Single bond or CH _Two Position 73 2-2730 Position 56 3,4-diClPh CO Single bond or CH _Two Position 74 2-2731 Position 56 3,4-diClPh CO Single bond or CH _Two Position 75 2-2732 Position 56 3,4-diClPh CO Single bond or CH _Two Position 76 2-2733 Position 56 3,4-diClPh CO Single bond or CH _Two Position 77 2-2734 Position 56 3,4-diClPh CO Single bond or CH _Two Position 78 2-2735 Position 56 3,4-diClPh CO Single bond or CH _Two Position 79 2-2736 Position 56 3,4-diClPh CO Single bond or CH _Two Device 80 2-2737 device 57 3,4-diClPh CO single bond or CH _Two Position 1 2-2738 Position 57 3,4-diClPh CO Single bond or CH _Two Position 2 2-2739 Position 57 3,4-diClPh CO Single bond or CH _Two Position 3 2-2740 Position 57 3,4-diClPh CO Single bond or CH _Two Device 4 2-2741 device 57 3,4-diClPh CO single bond or CH _Two Position 5 2-2742 Position 57 3,4-diClPh CO Single bond or CH _Two Position 6 2-2743 Position 57 3,4-diClPh CO Single bond or CH _Two Unit 7 2-2744 Unit 57 3,4-diClPh CO Single bond or CH _Two Position 8 2-2745 Position 57 3,4-diClPh CO Single bond or CH _Two Position 9 2-2746 Position 57 3,4-diClPh CO Single bond or CH _Two Position 10 2-2747 Position 57 3,4-diClPh CO Single bond or CH _Two Unit 11 2-2748 Unit 57 3,4-diClPh CO Single bond or CH _Two Position 12 2-2749 Position 57 3,4-diClPh CO Single bond or CH _Two Position 13 2-2750 Position 57 3,4-diClPh CO Single bond or CH _Two Position 14 2-2751 Position 57 3,4-diClPh CO Single bond or CH _Two Position 15 2-2752 Position 57 3,4-diClPh CO Single bond or CH _Two Position 16 2-2753 Position 57 3,4-diClPh CO Single bond or CH _Two Position 17 2-2754 Position 57 3,4-diClPh CO Single bond or CH _Two Position 18 2-2755 Position 57 3,4-diClPh CO Single bond or CH _Two Position 19 2-2756 Position 57 3,4-diClPh CO Single bond or CH _Two Position 20 2-2757 Position 57 3,4-diClPh CO Single bond or CH _Two Position 21 2-2758 Position 57 3,4-diClPh CO Single bond or CH _Two Position 22 2-2759 Position 57 3,4-diClPh CO Single bond or CH _Two Position 23 2-2760 Position 57 3,4-diClPh CO Single bond or CH _Two Position 24 2-2761 Position 57 3,4-diClPh CO Single bond or CH _Two Position 25 2-2762 Position 57 3,4-diClPh CO Single bond or CH _Two Position 26 2-2763 Position 57 3,4-diClPh CO Single bond or CH _Two Unit 27 2-2765 Unit 57 3,4-diClPh CO Single bond or CH _Two Position 28 2-2765 Position 57 3,4-diClPh CO Single bond or CH _Two Position 29 2-2766 Position 57 3,4-diClPh CO Single bond or CH _Two Position 30 2-2767 Position 57 3,4-diClPh CO Single bond or CH _Two Position 31 2-2768 Position 57 3,4-diClPh CO Single bond or CH _Two Position 32 2-2769 Position 57 3,4-diClPh CO Single bond or CH _Two Position 65 2-2770 Position 57 3,4-diClPh CO Single bond or CH _Two Position 66 2-2771 Position 57 3,4-diClPh CO Single bond or CH _Two Position 67 2-2772 Position 57 3,4-diClPh CO Single bond or CH _Two Position 68 2-2773 Position 57 3,4-diClPh CO Single bond or CH _Two Position 69 2-2774 position 57 3,4-diClPh CO single bond or CH _Two Position 70 2-2775 Position 57 3,4-diClPh CO Single bond or CH _Two Position 71 2-2776 Position 57 3,4-diClPh CO Single bond or CH _Two Position 72 2-2777 Position 57 3,4-diClPh CO Single bond or CH _Two Position 73 2-2778 Position 57 3,4-diClPh CO Single bond or CH _Two Position 74 2-2779 Position 57 3,4-diClPh CO Single bond or CH _Two Position 75 2-2780 Position 57 3,4-diClPh CO Single bond or CH _Two Position 76 2-2781 Position 57 3,4-diClPh CO Single bond or CH _Two Position 77 2-2782 Position 57 3,4-diClPh CO Single bond or CH _Two Position 78 2-2783 Position 57 3,4-diClPh CO Single bond or CH _Two Position 79 2-2784 Position 57 3,4-diClPh CO Single bond or CH _Two Position 80 2-2785 Position 58 3,4-diClPh CO Single bond or CH _Two Position 1 2-2786 Position 58 3,4-diClPh CO Single bond or CH _Two Position 2 2-2787 Position 58 3,4-diClPh CO Single bond or CH _Two Position 3 2-2788 Position 58 3,4-diClPh CO Single bond or CH _Two Position 4 2-2789 Position 58 3,4-diClPh CO Single bond or CH _Two Position 5 2-2790 Position 58 3,4-diClPh CO Single bond or CH _Two Position 6 2-2791 Position 58 3,4-diClPh CO Single bond or CH _Two Position 7 2-2792 Position 58 3,4-diClPh CO Single bond or CH _Two Position 8 2-2793 Position 58 3,4-diClPh CO Single bond or CH _Two Position 9 2-2794 Position 58 3,4-diClPh CO Single bond or CH _Two Position 10 2-2795 Position 58 3,4-diClPh CO Single bond or CH _Two Position 11 2-2796 Position 58 3,4-diClPh CO Single bond or CH _Two Position 12 2-2797 Position 58 3,4-diClPh CO Single bond or CH _Two Position 13 2-2798 Position 58 3,4-diClPh CO Single bond or CH _Two Position 14 2-2799 Position 58 3,4-diClPh CO Single bond or CH _Two Position 15 2-2800 Position 58 3,4-diClPh CO Single bond or CH _Two Position 16 2-2801 Position 58 3,4-diClPh CO Single bond or CH _Two Position 17 2-2802 Position 58 3,4-diClPh CO Single bond or CH _Two Position 18 2-2803 Position 58 3,4-diClPh CO Single bond or CH _Two Position 19 2-2804 Position 58 3,4-diClPh CO Single bond or CH _Two Position 20 2-2805 Position 58 3,4-diClPh CO Single bond or CH _Two Position 21 2-2806 Position 58 3,4-diClPh CO Single bond or CH _Two Position 22 2-2807 Position 58 3,4-diClPh CO Single bond or CH _Two Position 23 2-2808 Position 58 3,4-diClPh CO Single bond or CH _Two Position 24 2-2809 Position 58 3,4-diClPh CO Single bond or CH _Two Position 25 2-2810 Position 58 3,4-diClPh CO Single bond or CH _Two Position 26 2-2811 Position 58 3,4-diClPh CO Single bond or CH _Two Position 27 2-2812 Position 58 3,4-diClPh CO Single bond or CH _Two Position 28 2-2813 Position 58 3,4-diClPh CO Single bond or CH _Two Position 29 2-2814 Position 58 3,4-diClPh CO Single bond or CH _Two Position 30 2-2815 Position 58 3,4-diClPh CO Single bond or CH _Two Position 31 2-2816 Position 58 3,4-diClPh CO Single bond or CH _Two Device 32 2-2817 device 58 3,4-diClPh CO single bond or CH _Two Position 65 2-2818 Position 58 3,4-diClPh CO Single bond or CH _Two Position 66 2-2819 Position 58 3,4-diClPh CO Single bond or CH _Two Position 67 2-2820 Position 58 3,4-diClPh CO Single bond or CH _Two Position 68 2-2821 Position 58 3,4-diClPh CO Single bond or CH _Two Position 69 2-2822 Position 58 3,4-diClPh CO Single bond or CH _Two Position 70 2-2823 Position 58 3,4-diClPh CO Single bond or CH _Two Position 71 2-2824 Position 58 3,4-diClPh CO Single bond or CH _Two Position 72 2-2825 Position 58 3,4-diClPh CO Single bond or CH _Two Position 73 2-2826 Position 58 3,4-diClPh CO Single bond or CH _Two Position 74 2-2827 Position 58 3,4-diClPh CO Single bond or CH _Two Position 75 2-2828 Position 58 3,4-diClPh CO Single bond or CH _Two Position 76 2-2829 Position 58 3,4-diClPh CO Single bond or CH _Two Position 77 2-2830 Position 58 3,4-diClPh CO Single bond or CH _Two Position 78 2-2831 Position 58 3,4-diClPh CO Single bond or CH _Two Position 79 2-2832 Position 58 3,4-diClPh CO Single bond or CH _Two Position 80 2-2833 Position 59 3,4-diClPh CO Single bond or CH _Two Position 1 2-2834 Position 59 3,4-diClPh CO Single bond or CH _Two Position 2 2-2835 Position 59 3,4-diClPh CO Single bond or CH _Two Position 3 2-2836 Position 59 3,4-diClPh CO Single bond or CH _Two Position 4 2-2837 Position 59 3,4-diClPh CO Single bond or CH _Two Position 5 2-2838 Position 59 3,4-diClPh CO Single bond or CH _Two Position 6 2-2839 Position 59 3,4-diClPh CO Single bond or CH _Two Position 7 2-2840 Position 59 3,4-diClPh CO Single bond or CH _Two Position 8 2-2841 Position 59 3,4-diClPh CO Single bond or CH _Two Position 9 2-2842 Position 59 3,4-diClPh CO Single bond or CH _Two Position 10 2-2843 Position 59 3,4-diClPh CO Single bond or CH _Two Position 11 2-2844 Position 59 3,4-diClPh CO Single bond or CH _Two Position 12 2-2845 Position 59 3,4-diClPh CO Single bond or CH _Two Position 13 2-2846 Position 59 3,4-diClPh CO Single bond or CH _Two Position 14 2-2847 Position 59 3,4-diClPh CO Single bond or CH _Two Position 15 2-2848 Position 59 3,4-diClPh CO Single bond or CH _Two Unit 16 2-2849 Unit 59 3,4-diClPh CO Single bond or CH _Two Position 17 2-2850 Position 59 3,4-diClPh CO Single bond or CH _Two Position 18 2-2851 Position 59 3,4-diClPh CO Single bond or CH _Two Position 19 2-2852 Position 59 3,4-diClPh CO Single bond or CH _Two Position 20 2-2853 Position 59 3,4-diClPh CO Single bond or CH _Two Position 21 2-2854 Position 59 3,4-diClPh CO Single bond or CH _Two Position 22 2-2855 Position 59 3,4-diClPh CO Single bond or CH _Two Position 23 2-2856 Position 59 3,4-diClPh CO Single bond or CH _Two Position 24 2-2857 Position 59 3,4-diClPh CO Single bond or CH _Two Position 25 2-2858 Position 59 3,4-diClPh CO Single bond or CH _Two Position 26 2-2859 Position 59 3,4-diClPh CO Single bond or CH _Two Position 27 2-2860 Position 59 3,4-diClPh CO Single bond or CH _Two Position 28 2-2861 Position 59 3,4-diClPh CO Single bond or CH _Two Position 29 2-2862 Position 59 3,4-diClPh CO Single bond or CH _Two Position 30 2-2863 Position 59 3,4-diClPh CO Single bond or CH _Two Unit 31 2-2864 unit 59 3,4-diClPh CO single bond or CH _Two Position 32 2-2865 Position 59 3,4-diClPh CO Single bond or CH _Two Position 65 2-2866 Position 59 3,4-diClPh CO Single bond or CH _Two Position 66 2-2867 Position 59 3,4-diClPh CO Single bond or CH _Two Position 67 2-2868 Position 59 3,4-diClPh CO Single bond or CH _Two Position 68 2-2869 Position 59 3,4-diClPh CO Single bond or CH _Two Position 69 2-2870 Position 59 3,4-diClPh CO Single bond or CH _Two Position 70 2-2871 Position 59 3,4-diClPh CO Single bond or CH _Two Position 71 2-2872 Position 59 3,4-diClPh CO Single bond or CH _Two Position 72 2-2873 Position 59 3,4-diClPh CO Single bond or CH _Two Position 73 2-2874 Position 59 3,4-diClPh CO Single bond or CH _Two Position 74 2-2875 Position 59 3,4-diClPh CO Single bond or CH _Two Position 75 2-2876 Position 59 3,4-diClPh CO Single bond or CH _Two Position 76 2-2877 Position 59 3,4-diClPh CO Single bond or CH _Two Position 77 2-2878 Position 59 3,4-diClPh CO Single bond or CH _Two Position 78 2-2879 Position 59 3,4-diClPh CO Single bond or CH _Two Position 79 2-2880 Position 59 3,4-diClPh CO Single bond or CH _Two Position 80 2-2881 Position 82 3,4-diClPh CO Single bond or CH _Two Position 1 2-2882 Position 82 3,4-diClPh CO Single bond or CH _Two Position 2 2-2883 Position 82 3,4-diClPh CO Single bond or CH _Two Position 3 2-2884 Position 82 3,4-diClPh CO Single bond or CH _Two Position 4 2-2885 Position 82 3,4-diClPh CO Single bond or CH _Two Position 5 2-2886 Position 82 3,4-diClPh CO Single bond or CH _Two Position 6 2-2887 Position 82 3,4-diClPh CO Single bond or CH _Two Position 7 2-2888 Position 82 3,4-diClPh CO Single bond or CH _Two Position 8 2-2889 Position 82 3,4-diClPh CO Single bond or CH _Two Position 9 2-2890 Position 82 3,4-diClPh CO Single bond or CH _Two Position 10 2-2891 Position 82 3,4-diClPh CO Single bond or CH _Two Position 11 2-2892 Position 82 3,4-diClPh CO Single bond or CH _Two Position 12 2-2893 Position 82 3,4-diClPh CO Single bond or CH _Two Position 13 2-2894 Position 82 3,4-diClPh CO Single bond or CH _Two Position 14 2-2895 Position 82 3,4-diClPh CO Single bond or CH _Two Unit 15 2-2896 Unit 82 3,4-diClPh CO Single bond or CH _Two Position 16 2-2897 Position 82 3,4-diClPh CO Single bond or CH _Two Position 17 2-2898 Position 82 3,4-diClPh CO Single bond or CH _Two Unit 18 2-2899 Unit 82 3,4-diClPh CO Single bond or CH _Two Position 19 2-2900 Position 82 3,4-diClPh CO Single bond or CH _Two Position 20 2-2901 Position 82 3,4-diClPh CO Single bond or CH _Two Position 21 2-2902 Position 82 3,4-diClPh CO Single bond or CH _Two Position 22 2-2903 Position 82 3,4-diClPh CO Single bond or CH _Two Position 23 2-2904 Position 82 3,4-diClPh CO Single bond or CH _Two Unit 24 2-2905 unit 82 3,4-diClPh CO single bond or CH _Two Position 25 2-2906 Position 82 3,4-diClPh CO Single bond or CH _Two Unit 26 2-2907 Unit 82 3,4-diClPh CO Single bond or CH _Two Position 27 2-2908 Position 82 3,4-diClPh CO Single bond or CH _Two Position 28 2-2909 Position 82 3,4-diClPh CO Single bond or CH _Two Position 29 2-2910 Position 82 3,4-diClPh CO Single bond or CH _Two Position 30 2-2911 Position 82 3,4-diClPh CO Single bond or CH _Two Position 31 2-2912 Position 82 3,4-diClPh CO Single bond or CH _Two Position 32 2-2913 Position 82 3,4-diClPh CO Single bond or CH _Two Position 65 2-2914 Position 82 3,4-diClPh CO Single bond or CH _Two Position 66 2-2915 Position 82 3,4-diClPh CO Single bond or CH _Two Position 67 2-2916 Position 82 3,4-diClPh CO Single bond or CH _Two Position 68 2-2917 Position 82 3,4-diClPh CO Single bond or CH _Two Position 69 2-2918 Position 82 3,4-diClPh CO Single bond or CH _Two Position 70 2-2919 Position 82 3,4-diClPh CO Single bond or CH _Two Position 71 2-2920 Position 82 3,4-diClPh CO Single bond or CH _Two Position 72 2-2921 Position 82 3,4-diClPh CO Single bond or CH _Two Position 73 2-2922 Position 82 3,4-diClPh CO Single bond or CH _Two Position 74 2-2923 Position 82 3,4-diClPh CO Single bond or CH _Two Position 75 2-2924 Position 82 3,4-diClPh CO Single bond or CH _Two Position 76 2-2925 Position 82 3,4-diClPh CO Single bond or CH _Two Position 77 2-2926 Position 82 3,4-diClPh CO Single bond or CH _Two Position 78 2-2927 Position 82 3,4-diClPh CO Single bond or CH _Two Position 79 2-2928 Position 82 3,4-diClPh CO Single bond or CH _Two Position 80 2-2929 Position 83 3,4-diClPh CO Single bond or CH _Two Position 1 2-2930 Position 83 3,4-diClPh CO Single bond or CH _Two Position 2 2-2931 Position 83 3,4-diClPh CO Single bond or CH _Two Position 3 2-2932 Position 83 3,4-diClPh CO Single bond or CH _Two App. 4 2-2933 App. 83 3,4-diClPh CO Single bond or CH _Two Position 5 2-2934 Position 83 3,4-diClPh CO Single bond or CH _Two Position 6 2-2935 Position 83 3,4-diClPh CO Single bond or CH _Two Position 7 2-2936 Position 83 3,4-diClPh CO Single bond or CH _Two Position 8 2-2937 Position 83 3,4-diClPh CO Single bond or CH _Two Position 9 2-2938 Position 83 3,4-diClPh CO Single bond or CH _Two Position 10 2-2939 Position 83 3,4-diClPh CO Single bond or CH _Two Position 11 2-2940 Position 83 3,4-diClPh CO Single bond or CH _Two Unit 12 2-2941 unit 83 3,4-diClPh CO single bond or CH _Two Position 13 2-2942 Position 83 3,4-diClPh CO Single bond or CH _Two Position 14 2-2943 Position 83 3,4-diClPh CO Single bond or CH _Two Position 15 2-2944 Position 83 3,4-diClPh CO Single bond or CH _Two Position 16 2-2945 Position 83 3,4-diClPh CO Single bond or CH _Two Position 17 2-2946 Position 83 3,4-diClPh CO Single bond or CH _Two Position 18 2-2947 Position 83 3,4-diClPh CO Single bond or CH _Two Position 19 2-2948 Position 83 3,4-diClPh CO Single bond or CH _Two Position 20 2-2949 Position 83 3,4-diClPh CO Single bond or CH _Two Position 21 2-2950 Position 83 3,4-diClPh CO Single bond or CH _Two Position 22 2-2951 Position 83 3,4-diClPh CO Single bond or CH _Two Position 23 2-2952 Position 83 3,4-diClPh CO Single bond or CH _Two Position 24 2-2953 Position 83 3,4-diClPh CO Single bond or CH _Two Position 25 2-2954 Position 83 3,4-diClPh CO Single bond or CH _Two Position 26 2-2955 Position 83 3,4-diClPh CO Single bond or CH _Two Position 27 2-2956 Position 83 3,4-diClPh CO Single bond or CH _Two Position 28 2-2957 Position 83 3,4-diClPh CO Single bond or CH _Two Position 29 2 -2958 Position 83 3,4-diClPh CO Single bond or CH _Two Position 30 2-2959 Position 83 3,4-diClPh CO Single bond or CH _Two Position 31 2-2960 Position 83 3,4-diClPh CO Single bond or CH _Two Position 32 2-2961 Position 83 3,4-diClPh CO Single bond or CH _Two Position 65 2-2962 Position 83 3,4-diClPh CO Single bond or CH _Two Position 66 2-2963 position 83 3,4-diClPh CO single bond or CH _Two Position 67 2-2964 Position 83 3,4-diClPh CO Single bond or CH _Two Position 68 2-2965 Position 83 3,4-diClPh CO Single bond or CH _Two Position 69 2-2966 Position 83 3,4-diClPh CO Single bond or CH _Two Position 70 2-2967 Position 83 3,4-diClPh CO Single bond or CH _Two Position 71 2-2968 Position 83 3,4-diClPh CO Single bond or CH _Two Unit 72 2-2969 unit 83 3,4-diClPh CO single bond or CH _Two Position 73 2-2970 Position 83 3,4-diClPh CO Single bond or CH _Two Position 74 2-2971 Position 83 3,4-diClPh CO Single bond or CH _Two Position 75 2-2972 Position 83 3,4-diClPh CO Single bond or CH _Two Position 76 2-2973 Position 83 3,4-diClPh CO Single bond or CH _Two Position 77 2-2974 Position 83 3,4-diClPh CO Single bond or CH _Two Position 78 2-2975 position 83 3,4-diClPh CO single bond or CH _Two Position 79 2-2976 Position 83 3,4-diClPh CO Single bond or CH _Two Position 80 2-2977 Position 61 3,4-diClPh CO Single bond or CH _Two Position 1 2-2978 Position 61 3,4-diClPh CO Single bond or CH _Two Position 2 2-2979 Position 61 3,4-diClPh CO Single bond or CH _Two Position 3 2-2980 Position 61 3,4-diClPh CO Single bond or CH _Two Position 4 2-2981 Position 61 3,4-diClPh CO Single bond or CH _Two Position 5 2-2982 Position 61 3,4-diClPh CO Single bond or CH _Two Position 6 2-2983 Position 61 3,4-diClPh CO Single bond or CH _Two Position 7 2-2984 Position 61 3,4-diClPh CO Single bond or CH _Two Position 8 2-2985 Position 61 3,4-diClPh CO Single bond or CH _Two Position 9 2-2986 Position 61 3,4-diClPh CO Single bond or CH _Two Position 10 2-2987 Position 61 3,4-diClPh CO Single bond or CH _Two Position 11 2-2988 Position 61 3,4-diClPh CO Single bond or CH _Two Position 12 2-2989 Position 61 3,4-diClPh CO Single bond or CH _Two Position 13 2-2990 Position 61 3,4-diClPh CO Single bond or CH _Two Position 14 2-2991 Position 61 3,4-diClPh CO Single bond or CH _Two Position 15 2-2992 Position 61 3,4-diClPh CO Single bond or CH _Two Position 16 2-2993 Position 61 3,4-diClPh CO Single bond or CH _Two Position 17 2-2994 Position 61 3,4-diClPh CO Single bond or CH _Two Position 18 2-2995 Position 61 3,4-diClPh CO Single bond or CH _Two Position 19 2-2996 Position 61 3,4-diClPh CO Single bond or CH _Two Position 20 2-2997 Position 61 3,4-diClPh CO Single bond or CH _Two Position 21 2-2998 Position 61 3,4-diClPh CO Single bond or CH _Two Unit 22 2-2999 Unit 61 3,4-diClPh CO Single bond or CH _Two Position 23 2-3000 Position 61 3,4-diClPh CO Single bond or CH _Two Position 24 2-3001 Position 61 3,4-diClPh CO Single bond or CH _Two Position 25 2-3002 Position 61 3,4-diClPh CO Single bond or CH _Two Position 26 2-3003 Position 61 3,4-diClPh CO Single bond or CH _Two Position 27 2-3004 Position 61 3,4-diClPh CO Single bond or CH _Two Position 28 2-3005 Position 61 3,4-diClPh CO Single bond or CH _Two Position 29 2-3006 Position 61 3,4-diClPh CO Single bond or CH _Two Position 30 2-3007 Position 61 3,4-diClPh CO Single bond or CH _Two Position 31 2-3008 Position 61 3,4-diClPh CO Single bond or CH _Two Position 32 2-3009 Position 61 3,4-diClPh CO Single bond or CH _Two Position 65 2-3010 Position 61 3,4-diClPh CO Single bond or CH _Two Position 66 2-3011 Position 61 3,4-diClPh CO Single bond or CH _Two Position 67 2-3012 Position 61 3,4-diClPh CO Single bond or CH _Two Position 68 2-3013 Position 61 3,4-diClPh CO Single bond or CH _Two Position 69 2-3014 Position 61 3,4-diClPh CO Single bond or CH _Two Position 70 2-3015 Position 61 3,4-diClPh CO Single bond or CH _Two Position 71 2-3016 Position 61 3,4-diClPh CO Single bond or CH _Two Position 72 2-3017 Position 61 3,4-diClPh CO Single bond or CH _Two Position 73 2-3018 Position 61 3,4-diClPh CO Single bond or CH _Two Position 74 2-3019 Position 61 3,4-diClPh CO Single bond or CH _Two Position 75 2-3020 Position 61 3,4-diClPh CO Single bond or CH _Two Position 76 2-3021 Position 61 3,4-diClPh CO Single bond or CH _Two Position 77 2-3022 Position 61 3,4-diClPh CO Single bond or CH _Two Position 78 2-3023 Position 61 3,4-diClPh CO Single bond or CH _Two Position 79 2-3024 Position 61 3,4-diClPh CO Single bond or CH _Two Position 80 2-3025 Position 60 3,4-diClPh CO Single bond or CH _Two Position 1 2-3026 Position 60 3,4-diClPh CO Single bond or CH _Two Position 2 2-3027 Position 60 3,4-diClPh CO Single bond or CH _Two Position 3 2-3028 Position 60 3,4-diClPh CO Single bond or CH _Two Position 4 2-3029 Position 60 3,4-diClPh CO Single bond or CH _Two Position 5 2-3030 Position 60 3,4-diClPh CO Single bond or CH _Two App. 6 2-3030 App. 60 3,4-diClPh CO Single bond or CH _Two Unit 7 2-3032 Unit 60 3,4-diClPh CO Single bond or CH _Two Position 8 2-3033 Position 60 3,4-diClPh CO Single bond or CH _Two Position 9 2-3034 Position 60 3,4-diClPh CO Single bond or CH _Two Position 10 2-3035 Position 60 3,4-diClPh CO Single bond or CH _Two Position 11 2-3036 Position 60 3,4-diClPh CO Single bond or CH _Two Position 12 2-3037 Position 60 3,4-diClPh CO Single bond or CH _Two Position 13 2-3038 Position 60 3,4-diClPh CO Single bond or CH _Two Position 14 2-3039 Position 60 3,4-diClPh CO Single bond or CH _Two Position 15 2-3040 Position 60 3,4-diClPh CO Single bond or CH _Two Position 16 2-3041 Position 60 3,4-diClPh CO Single bond or CH _Two Position 17 2-3042 Position 60 3,4-diClPh CO Single bond or CH _Two Position 18 2-3043 Position 60 3,4-diClPh CO Single bond or CH _Two Position 19 2-3044 Position 60 3,4-diClPh CO Single bond or CH _Two Position 20 2-3045 Position 60 3,4-diClPh CO Single bond or CH _Two Position 21 2-3046 Position 60 3,4-diClPh CO Single bond or CH _Two Position 22 2-3047 Position 60 3,4-diClPh CO Single bond or CH _Two Position 23 2-3048 Position 60 3,4-diClPh CO Single bond or CH _Two Position 24 2-3049 Position 60 3,4-diClPh CO Single bond or CH _Two Position 25 2-3050 Position 60 3,4-diClPh CO Single bond or CH _Two Position 26 2-3051 Position 60 3,4-diClPh CO Single bond or CH _Two Position 27 2-3052 Position 60 3,4-diClPh CO Single bond or CH _Two Position 28 2-3053 Position 60 3,4-diClPh CO Single bond or CH _Two Position 29 2-3054 Position 60 3,4-diClPh CO Single bond or CH _Two Position 30 2-3055 Position 60 3,4-diClPh CO Single bond or CH _Two Position 31 2-3056 Position 60 3,4-diClPh CO Single bond or CH _Two Position 32 2-3057 Position 60 3,4-diClPh CO Single bond or CH _Two Position 65 2-3058 Position 60 3,4-diClPh CO Single bond or CH _Two Position 66 2-3059 Position 60 3,4-diClPh CO Single bond or CH _Two Position 67 2-3060 Position 60 3,4-diClPh CO Single bond or CH _Two Position 68 2-3061 Position 60 3,4-diClPh CO Single bond or CH _Two Position 69 2-3062 Position 60 3,4-diClPh CO Single bond or CH _Two Position 70 2-3063 Position 60 3,4-diClPh CO Single bond or CH _Two Position 71 2-3064 Position 60 3,4-diClPh CO Single bond or CH _Two Position 72 2-3065 Position 60 3,4-diClPh CO Single bond or CH _Two Position 73 2-3066 Position 60 3,4-diClPh CO Single bond or CH _Two Position 74 2-3067 Position 60 3,4-diClPh CO Single bond or CH _Two Position 75 2-3068 Position 60 3,4-diClPh CO Single bond or CH _Two Position 76 2-3069 Position 60 3,4-diClPh CO Single bond or CH _Two Position 77 2-3070 Position 60 3,4-diClPh CO Single bond or CH _Two Position 78 2-3071 Position 60 3,4-diClPh CO Single bond or CH _Two Position 79 2-3072 Position 60 3,4-diClPh CO Single bond or CH _Two Position 80 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 2-3073 Place 33 3,4-diClPh SO _Two Single bond Position 1 2-3074 Position 33 3,4-diClPh SO _Two Single bond device 2 2-3075 device 33 3,4-diClPh SO _Two Single bond Position 3 2-3076 Position 33 3,4-diClPh SO _Two Single bond Position 4 2-3077 Position 33 3,4-diClPh SO _Two Single bond position 5 2-3078 position 33 3,4-diClPh SO _Two Single bond 6 2-3079 Device 33 3,4-diClPh SO _Two Single bond Position 7 2-3080 Position 33 3,4-diClPh SO _Two Single bond Position 8 2-3081 Position 33 3,4-diClPh SO _Two Single bond Device 9 2-3082 Device 33 3,4-diClPh SO _Two Single bond 10 2-3083 Device 33 3,4-diClPh SO _Two Single bond 11 2-3084 Device 33 3,4-diClPh SO _Two Single bond unit 12 2-3085 unit 33 3,4-diClPh SO _Two Single bond 13 2-3086 Device 33 3,4-diClPh SO _Two Single bond 14 2-3087 Device 33 3,4-diClPh SO _Two Single bond 15 2-3088 Device 33 3,4-diClPh SO _Two Single bond 16 2-3089 Position 33 3,4-diClPh SO _Two Single bond 17 2-3090 90 33 3,4-diClPh SO _Two Single bond 18-23091 Device 33 3,4-diClPh SO _Two Single bond Position 19 2-3092 Position 33 3,4-diClPh SO _Two Single bond Device 20 2-3093 Device 33 3,4-diClPh SO _Two Single bond Device 21 2-3094 Device 33 3,4-diClPh SO _Two Single bond Position 22 2-3095 Position 33 3,4-diClPh SO _Two Single bond 23 2-3096 Device 33 3,4-diClPh SO _Two Single bond 24 2-3097 Device 33 3,4-diClPh SO _Two Single bond 25 2-3098 Device 33 3,4-diClPh SO _Two Single bond 26 2-3099 Device 33 3,4-diClPh SO _Two Single bond 27 2-3100 Device 33 3,4-diClPh SO _Two Single bond unit 28 2-3101 unit 33 3,4-diClPh SO _Two Single bond 29 2-3102 Device 33 3,4-diClPh SO _Two Single bond 30 2-3103 Device 33 3,4-diClPh SO _Two Single bond 31-3104 Device 33 3,4-diClPh SO _Two Single bond 32-3105 Device 33 3,4-diClPh SO _Two Single bond 65-2106 106 33 3,4-diClPh SO _Two Single bond Position 66 2-3107 Position 33 3,4-diClPh SO _Two Single bond 67 2-3108 Device 33 3,4-diClPh SO _Two Single bond 68 2-3109 Device 33 3,4-diClPh SO _Two Single bond 69 2-3110 33 33-diClPh SO _Two Single bond 70 2-3111 Device 33 3,4-diClPh SO _Two Single bond Position 71 2-3112 Position 33 3,4-diClPh SO _Two Single bond Position 72 2-3113 Position 33 3,4-diClPh SO _Two Single bond Position 73 2-3114 Position 33 3,4-diClPh SO _Two Single bond Position 74 2-3115 Position 33 3,4-diClPh SO _Two Single bond 75-2116 116 33 3,4-diClPh SO _Two Single bond position 76 2-3117 position 33 3,4-diClPh SO _Two Single bond, 77 2-3118, 33 3,4-diClPh SO _Two Single bond position 78 2-3119 position 33 3,4-diClPh SO _Two Single bond Position 79 2-3120 Position 33 3,4-diClPh SO _Two Single bond 80 2-3121 Device 34 3,4-diClPh SO _Two Single bond device 1 2-312 device 34 3,4-diClPh SO _Two Single bond 2 2-3123 3 34 3,4-diClPh SO _Two Single bond Position 3 2-3124 Position 34 3,4-diClPh SO _Two Single bond Position 4 2-3125 Position 34 3,4-diClPh SO _Two Single bond position 5 2-3126 position 34 3,4-diClPh SO _Two Single bond Position 6 2-3127 Position 34 3,4-diClPh SO _Two Single bond device 7 2-3128 device 34 3,4-diClPh SO _Two Single bond position 8 2-33129 position 34 3,4-diClPh SO _Two Single bond position 9 2-3130 position 34 3,4-diClPh SO _Two Single bond 10 2-3131 Device 34 3,4-diClPh SO _Two Single bond 11 2-3132 Device 34 3,4-diClPh SO _Two Single bond 12 2-3133 3 34 3,4-diClPh SO _Two Single bond 13 2-3134 Device 34 3,4-diClPh SO _Two Single bond 14-3135 Device 34 3,4-diClPh SO _Two Single bond Position 15 2-3136 Position 34 3,4-diClPh SO _Two Single bond 16 2-31137 34 3,4-diClPh SO _Two Single bond Position 17 2-3138 Position 34 3,4-diClPh SO _Two Single bond 18 2-3139 3 34 3,4-diClPh SO _Two Single bond Position 19 2-3140 Position 34 3,4-diClPh SO _Two Single bond Position 20 2-3141 Position 34 3,4-diClPh SO _Two Single bond 21 2-3142 Device 34 3,4-diClPh SO _Two Single bond Position 22 2-3143 Position 34 3,4-diClPh SO _Two Single bond 23-23144, 34 3,4-diClPh SO _Two Single bond Device 24 2-3145 Device 34 3,4-diClPh SO _Two Single bond O2 2-3146 Ouput 34 3,4-diClPh SO _Two Single bond 26 2-3147 Device 34 3,4-diClPh SO _Two Single bond Position 27 2-3148 Position 34 3,4-diClPh SO _Two Single bond 28 2-3149 Device 34 3,4-diClPh SO _Two Single bond 29-3150 Device 34 3,4-diClPh SO _Two Single bond 30 2-3151 Device 34 3,4-diClPh SO _Two Single bond 31-3152 Device 34 3,4-diClPh SO _Two Single bond Position 32 2-3315 Position 34 3,4-diClPh SO _Two Single bond 65 2-3154 3 34 3,4-diClPh SO _Two Single bond Position 66 2-3155 Position 34 3,4-diClPh SO _Two Single bond Position 67 2-3156 Position 34 3,4-diClPh SO _Two Single bond Position 68 2-3157 Position 34 3,4-diClPh SO _Two Single bond Position 69 2-3158 Position 34 3,4-diClPh SO _Two Single bond 70 2-3159 Device 34 3,4-diClPh SO _Two Single bond Position 71 2-3160 Position 34 3,4-diClPh SO _Two Single bond Position 72 2-3161 Position 34 3,4-diClPh SO _Two Single bond 73 2-3162 Device 34 3,4-diClPh SO _Two Single bond Position 74 2-3316 Position 34 3,4-diClPh SO _Two Single bond 75 2-3164 Position 34 3,4-diClPh SO _Two Single bond Position 76 2-3165 Position 34 3,4-diClPh SO _Two Single bond 77 2-316 16 34 3,4-diClPh SO _Two Single bond position 78 2-3167 position 34 3,4-diClPh SO _Two Single bond Position 79 2-3168 Position 34 3,4-diClPh SO _Two Single bond 80 2-3169 Device 35 3,4-diClPh SO _Two Single bond position 1-32170 position 35 3,4-diClPh SO _Two Single bond 2 2-3171 3 35 3,4-diClPh SO _Two Single bond Device 3 2-3172 Device 35 3,4-diClPh SO _Two Single bond Position 4 2-3317 Position 35 3,4-diClPh SO _Two Single bond position 5 2-3174 position 35 3,4-diClPh SO _Two Single bond Position 6 2-3175 Position 35 3,4-diClPh SO _Two Single bond Position 7 2-3176 Position 35 3,4-diClPh SO _Two Single bond position 8 2-3177 position 35 3,4-diClPh SO _Two Single bond position 9 2-3178 position 35 3,4-diClPh SO _Two Single bond 10 2-3179 Device 35 3,4-diClPh SO _Two Single bond 11 2-3180 Device 35 3,4-diClPh SO _Two Single bond 12 2-3181 Device 35 3,4-diClPh SO _Two Single bond 13 2-3182 Device 35 3,4-diClPh SO _Two Single bond 14 2-318 3 35 3,4-diClPh SO _Two Single bond 15 2-3184 Device 35 3,4-diClPh SO _Two Single bond 16 2-318 18 35 3,4-diClPh SO _Two Single bond 17 2-3186 18 35 3,4-diClPh SO _Two Single bond 18 2-3187 Device 35 3,4-diClPh SO _Two Single bond Position 19 2-3188 Position 35 3,4-diClPh SO _Two Single bond 20 2-3189 Device 35 3,4-diClPh SO _Two Single bond 21-3190 Device 35 3,4-diClPh SO _Two Single bond Unit 22 2-3191 Unit 35 3,4-diClPh SO _Two Single bond 23 23192 19 35 3,4-diClPh SO _Two Single bond Device 24 2-3193 Device 35 3,4-diClPh SO _Two Single bond O2 2-3194 O3 35 3,4-diClPh SO _Two Single bond 26 2-3195 19 35 3,4-diClPh SO _Two Single bond position 27 2-3196 position 35 3,4-diClPh SO _Two Single bond 28 2-3197 19 35 3,4-diClPh SO _Two Single bond 29-3198 1935 3,4-diClPh SO _Two Single bond Position 30 2-3199 Position 35 3,4-diClPh SO _Two Single bond 31-3200 Device 35 3,4-diClPh SO _Two Single bond 32 32-201 35 35-diClPh SO _Two Single bond 652-3202 35 3,4-diClPh SO _Two Single bond Position 66 2-3203 Position 35 3,4-diClPh SO _Two Single bond 67 2-3204 Device 35 3,4-diClPh SO _Two Single bond 68 2-3205 Device 35 3,4-diClPh SO _Two Single bond 69 2-3206 Device 35 3,4-diClPh SO _Two Single bond 70 2-3207 Device 35 3,4-diClPh SO _Two Single bond 71 2-3208 Device 35 3,4-diClPh SO _Two Single bond Position 72 2-3209 Position 35 3,4-diClPh SO _Two Single bond Position 73 2-3210 Position 35 3,4-diClPh SO _Two Single bond Position 74 2-321 1 Position 35 3,4-diClPh SO _Two Single bond position 75 2-3212 position 35 3,4-diClPh SO _Two Single bond 76 2-3232 13 35 3,4-diClPh SO _Two Single bond 77 2-324 14 35 3,4-diClPh SO _Two Single bond position 78 2-3215 position 35 3,4-diClPh SO _Two Single bond, 79 2-3216, 35 3,4-diClPh SO _Two Single bond 80 2-3217 36 3, 4-diClPh SO _Two Single bond Position 1 2-3218 Position 36 3,4-diClPh SO _Two Single bond Position 2 2-3219 Position 36 3,4-diClPh SO _Two Single bond Position 3 2-3220 Position 36 3,4-diClPh SO _Two Single bond Position 4 2-3221 Position 36 3,4-diClPh SO _Two Single bond position 5 2-3222 position 36 3,4-diClPh SO _Two Single bond position 6 2-3223 position 36 3,4-diClPh SO _Two Single bond Position 7 2-3224 Position 36 3,4-diClPh SO _Two Single bond Position 8 2-3225 Position 36 3,4-diClPh SO _Two Single bond Position 9 2-3226 Position 36 3,4-diClPh SO _Two Single bond 10 2-3227 Device 36 3,4-diClPh SO _Two Single bond 11 2-3228 Device 36 3,4-diClPh SO _Two Single bond 122-32229 Device 36 3,4-diClPh SO _Two Single bond 13 2-3230 Device 36 3,4-diClPh SO _Two Single bond Position 14 2-3231 Position 36 3,4-diClPh SO _Two Single bond Position 15 2-3232 Position 36 3,4-diClPh SO _Two Single bond 16 2-3233 3 36 3,4-diClPh SO _Two Single bond Position 17 2-3234 Position 36 3,4-diClPh SO _Two Single bond Position 18 2-3235 Position 36 3,4-diClPh SO _Two Single bond Position 19 2-3236 Position 36 3,4-diClPh SO _Two Single bond Position 20 2-3237 Position 36 3,4-diClPh SO _Two Single bond 21 2-3238 Device 36 3,4-diClPh SO _Two Single bond Position 22 2-3239 Position 36 3,4-diClPh SO _Two Single bond 23-23240 Device 36 3,4-diClPh SO _Two Single bond Position 24 2-3241 Position 36 3,4-diClPh SO _Two Single bond 25 2324 2 36 3,4-diClPh SO _Two Single bond Position 26 2-3243 Position 36 3,4-diClPh SO _Two Single bond Position 27 2-3244 Position 36 3,4-diClPh SO _Two Single bond 28 28 3245 36 36,4-diClPh SO _Two Single bond position 29 2-3246 position 36 3,4-diClPh SO _Two Single bond 30 2-3247 Device 36 3,4-diClPh SO _Two Single bond 31 2-3248 Device 36 3,4-diClPh SO _Two Single bond Position 32 2-3249 Position 36 3,4-diClPh SO _Two Single bond 65-2250 250 36-3, diClPh SO _Two Single bond Position 66 2-3325 Position 36 3,4-diClPh SO _Two Single bond Position 67 2-3252 Position 36 3,4-diClPh SO _Two Single bond Position 68 2-3253 Position 36 3,4-diClPh SO _Two Single bond position 69 2-3254 position 36 3,4-diClPh SO _Two Single bond 70 2-3255 Device 36 3,4-diClPh SO _Two Single bond Position 71 2-3256 Position 36 3,4-diClPh SO _Two Single bond Position 72 2-3257 Position 36 3,4-diClPh SO _Two Single bond Position 73 2-3258 Position 36 3,4-diClPh SO _Two Single bond Position 74 2-3259 Position 36 3,4-diClPh SO _Two Single bond position 75 2-3260 position 36 3,4-diClPh SO _Two Single bond 76 2-3326 1 36 3,4-diClPh SO _Two Single bond 77 2-3326 2 36 3,4-diClPh SO _Two Single bond Position 78 2-3263 Position 36 3,4-diClPh SO _Two Single bond position 79 2-3264 position 36 3,4-diClPh SO _Two Single bond 80 2-3265 37 37 3,4-diClPh SO _Two Single bond device 1 2-3266 device 37 3,4-diClPh SO _Two Single bond Position 2 2-3267 Position 37 3,4-diClPh SO _Two Single bond position 3 2-3268 position 37 3,4-diClPh SO _Two Single bond Position 4 2-32269 Position 37 3,4-diClPh SO _Two Single bond position 5 2-3270 position 37 3,4-diClPh SO _Two Single bond position 6 2-3271 position 37 3,4-diClPh SO _Two Single bond Position 7 2-3327 Position 37 3,4-diClPh SO _Two Single bond unit 8 2-3273 unit 37 3,4-diClPh SO _Two Single bond position 9 2-3274 position 37 3,4-diClPh SO _Two Single bond 10 2-3275 Device 37 3,4-diClPh SO _Two Single bond Position 11 2-3276 Position 37 3,4-diClPh SO _Two Single bond Position 12 2-3277 Position 37 3,4-diClPh SO _Two Single bond 13-2-3278 Device 37 3,4-diClPh SO _Two Single bond 14 2-3279 Device 37 3,4-diClPh SO _Two Single bond 15 2-3280 Device 37 3,4-diClPh SO _Two Single bond 162-3281 37 37 3,4-diClPh SO _Two Single bond 17 2-3282 37 37,4-diClPh SO _Two Single bond 18 2-3283 37 3,4-diClPh SO _Two Single bond 192- 3284 Device 37 3,4-diClPh SO _Two Single bond Position 20 2-3285 Position 37 3,4-diClPh SO _Two Single bond 21 2-3286 Device 37 3,4-diClPh SO _Two Single bond 22 2-3287 37 37,4-diClPh SO _Two Single bond 23 2-3288 Device 37 3,4-diClPh SO _Two Single bond 24 2-3289 37 37,4-diClPh SO _Two Single bond 25 2-3290 Device 37 3,4-diClPh SO _Two Single bond 26 2-3291 37 37,4-diClPh SO _Two Single bond Position 27 2-3292 Position 37 3,4-diClPh SO _Two Single bond 28 2-3293 1 37 3,4-diClPh SO _Two Single bond 29 2-3294 Device 37 3,4-diClPh SO _Two Single bond 30 2-3295 Device 37 3,4-diClPh SO _Two Single bond Position 31 2-3296 Position 37 3,4-diClPh SO _Two Single bond 32 2-3297 Device 37 3,4-diClPh SO _Two Single bond Position 65 2-3298 Position 37 3,4-diClPh SO _Two Single bond position 66 2-3299 position 37 3,4-diClPh SO _Two Single bond 67 2-3300 37 37 4,4-diClPh SO _Two Single bond 68 2-3301 37 37 4,4-diClPh SO _Two Single bond 69 2-3302 37 37,4-diClPh SO _Two Single bond 70 2-3303 Device 37 3,4-diClPh SO _Two Single bond unit 71 2-3304 unit 37 3,4-diClPh SO _Two Single bond Position 72 2-3305 Position 37 3,4-diClPh SO _Two Single bond Position 73 2-3306 Position 37 3,4-diClPh SO _Two Single bond Position 74 2-330.7 Position 37 3,4-diClPh SO _Two Single bond 75 2-3308 Device 37 3,4-diClPh SO _Two Single bond Position 76 2-33309 Position 37 3,4-diClPh SO _Two Single bond 77 2-333 10 37 3,4-diClPh SO _Two Single bond position 78 2-3331 position 37 3,4-diClPh SO _Two Single bond Position 79 2-3312 Position 37 3,4-diClPh SO _Two Single bond 80 2-3331 Device 38 3,4-diClPh SO _Two Single bond Position 1-23314 Position 38 3,4-diClPh SO _Two Single bond 2 2-3315 Device 38 3,4-diClPh SO _Two Single bond Position 3 2-3316 Position 38 3,4-diClPh SO _Two Single bond 4 2-3317 Device 38 3,4-diClPh SO _Two Single bond position 5 2-3318 position 38 3,4-diClPh SO _Two Single bond 6 2-3319 Position 38 3,4-diClPh SO _Two Single bond position 7 2-3320 position 38 3,4-diClPh SO _Two Single bond position 8 2-3321 position 38 3,4-diClPh SO _Two Single bond position 9 2-3332 position 38 3,4-diClPh SO _Two Single bond 10 2-3233 Device 38 3,4-diClPh SO _Two Single bond 11 2-3324 Device 38 3,4-diClPh SO _Two Single bond 12 2-3325 Device 38 3,4-diClPh SO _Two Single bond 13 2-3326 Device 38 3,4-diClPh SO _Two Single bond 14-2-3327 Device 38 3,4-diClPh SO _Two Single bond 15 2-3328 Device 38 3,4-diClPh SO _Two Single bond 16 2-3329 Device 38 3,4-diClPh SO _Two Single bond 17 2-3330 Device 38 3,4-diClPh SO _Two Single bond 18-23331 Device 38 3,4-diClPh SO _Two Single bond 192-3332 38 38,4-diClPh SO _Two Single bond Position 20 2-3333 Position 38 3,4-diClPh SO _Two Single bond 21 2-3334 Device 38 3,4-diClPh SO _Two Single bond 22 2-3335 Device 38 3,4-diClPh SO _Two Single bond Position 23 2-3336 Position 38 3,4-diClPh SO _Two Single bond 24 2-3337 Position 38 3,4-diClPh SO _Two Single bond 25 2-3338 Device 38 3,4-diClPh SO _Two Single bond 26 2-3339 Device 38 3,4-diClPh SO _Two Single bond 27 2-3340 Device 38 3,4-diClPh SO _Two Single bond 28-2334 1 38 3,4-diClPh SO _Two Single bond 292-3342 Device 38 3,4-diClPh SO _Two Single bond 30 2-3334 Device 38 3,4-diClPh SO _Two Single bond Position 31 2-3344 Position 38 3,4-diClPh SO _Two Single bond 32 2-3345 Device 38 3,4-diClPh SO _Two Single bond 65 2-3346 Position 38 3,4-diClPh SO _Two Single bond Position 66 2-3347 Position 38 3,4-diClPh SO _Two Single bond Position 67 2-33348 Position 38 3,4-diClPh SO _Two Single bond, 68 2-3349, 38 3,4-diClPh SO _Two Single bond, 69 2-3350, 38 3,4-diClPh SO _Two Single bond 70 2-3351 Device 38 3,4-diClPh SO _Two Single bond Position 71 2-3352 Position 38 3,4-diClPh SO _Two Single bond Position 72 2-3353 Position 38 3,4-diClPh SO _Two Single bond Position 73 2-3354 Position 38 3,4-diClPh SO _Two Single bond Position 74 2-3355 Position 38 3,4-diClPh SO _Two Single bond position 75 2-3356 position 38 3,4-diClPh SO _Two Single bond position 76 2-3357 position 38 3,4-diClPh SO _Two Single bond 77 2-3358 Device 38 3,4-diClPh SO _Two Single bond position 78 2-3359 position 38 3,4-diClPh SO _Two Single bond position 79 2-3360 position 38 3,4-diClPh SO _Two Single bond 802-3361 Device 39 3,4-diClPh SO _Two Single bond Position 1-23632 Position 39 3,4-diClPh SO _Two Single bond Position 2 2-3336 Position 39 3,4-diClPh SO _Two Single bond 3 3-3364 Device 39 3,4-diClPh SO _Two Single bond Position 4 2-3365 Position 39 3,4-diClPh SO _Two Single bond 5 2-3366 Position 39 3,4-diClPh SO _Two Single bond position 6 2-3367 position 39 3,4-diClPh SO _Two Single bond position 7 2-33368 position 39 3,4-diClPh SO _Two Single bond position 8 2-33369 position 39 3,4-diClPh SO _Two Single bond 9 2-3370 Device 39 3,4-diClPh SO _Two Single bond 10 2-337 1 Device 39 3,4-diClPh SO _Two Single bond unit 11 2-3337 unit 39 3,4-diClPh SO _Two Single bond 12 2-3337 Device 39 3,4-diClPh SO _Two Single bond unit 13 2-3374 unit 39 3,4-diClPh SO _Two Single bond 14 2-3375 Device 39 3,4-diClPh SO _Two Single bond 15 2-3337 Device 39 3,4-diClPh SO _Two Single bond 16 2-33377 39 39,4-diClPh SO _Two Single bond 17 2-33378 Device 39 3,4-diClPh SO _Two Single bond 18 2-3379 Position 39 3,4-diClPh SO _Two Single bond Position 19 2-3380 Position 39 3,4-diClPh SO _Two Single bond Storage 20 2-3381 Storage 39 3,4-diClPh SO _Two Single bond 21 2-3382 Device 39 3,4-diClPh SO _Two Single bond 22 2-3383 Device 39 3,4-diClPh SO _Two Single bond 23-23384 Device 39 3,4-diClPh SO _Two Single bond 24 2-3385 Device 39 3,4-diClPh SO _Two Single bond 25 2-3386 Device 39 3,4-diClPh SO _Two Single bond 26 2-3387 39 39,4-diClPh SO _Two Single bond 27 2-3388 39 39,4-diClPh SO _Two Single bond 28 2-3389 39 39,4-diClPh SO _Two Single bond 29 2-3390 Device 39 3,4-diClPh SO _Two Single bond 30 2-3391 Device 39 3,4-diClPh SO _Two Single bond 31 2-3392 Device 39 3,4-diClPh SO _Two Single bond Position 32 2-3393 Position 39 3,4-diClPh SO _Two Single bond 65 2-3394 Device 39 3,4-diClPh SO _Two Single bond position 66 2-3395 position 39 3,4-diClPh SO _Two Single bond 67 2-33396 39 39,4-diClPh SO _Two Single bond O2 2-33397 O3 3,4-diClPh SO _Two Single bond 69 2-3398 39 3,4-diClPh SO _Two Single bond 70 2-3399 Device 39 3,4-diClPh SO _Two Single bond Position 71 2-3400 Position 39 3,4-diClPh SO _Two Single bond 72 2-3401 39 39,4-diClPh SO _Two Single bond Position 73 2-3402 Position 39 3,4-diClPh SO _Two Single bond 742-4033 39 39,4-diClPh SO _Two Single bond, 75 2-3404, 39 3,4-diClPh SO _Two Single bond 76 2-3405 Position 39 3,4-diClPh SO _Two Single bond 77 2-3406 Device 39 3,4-diClPh SO _Two Single bond 78 2-3407 Device 39 3,4-diClPh SO _Two Single bond 79 2-3408 Device 39 3,4-diClPh SO _Two Single bond Oxygen 2-3403 Oxygen 40 3,4-diClPh SO _Two Single bond Position 1 2-3410 Position 40 3,4-diClPh SO _Two Single bond 2 2 3411 1 40 3,4-diClPh SO _Two Single bond Position 3 2-3412 Position 40 3,4-diClPh SO _Two Single bond device 4 2-3341 device 40 3,4-diClPh SO _Two Single bond 5 2-3434 14 40 3,4-diClPh SO _Two Single bond Position 6 2-3415 Position 40 3,4-diClPh SO _Two Single bond Position 7 2-3416 Position 40 3,4-diClPh SO _Two Single bond position 8 2-3417 position 40 3,4-diClPh SO _Two Single bond position 9 2-3418 position 40 3,4-diClPh SO _Two Single bond 10 2-3419 Device 40 3,4-diClPh SO _Two Single bond unit 11 2-3420 unit 40 3,4-diClPh SO _Two Single bond 12 2-342 1 40 3,4-diClPh SO _Two Single bond 13 2-3342 Device 40 3,4-diClPh SO _Two Single bond 14 2-3423 Device 40 3,4-diClPh SO _Two Single bond device 15 2-3424 device 40 3,4-diClPh SO _Two Single bond 16 2-3425 25 40 3,4-diClPh SO _Two Single bond O 17 2-3426 O 40 3,4-diClPh SO _Two Single bond 18 2-3427 40 40 3,4-diClPh SO _Two Single bond Position 19 2-3428 Position 40 3,4-diClPh SO _Two Single bond 20 2-3429 40 40 3,4-diClPh SO _Two Single bond 21-3430 Device 40 3,4-diClPh SO _Two Single bond 22 2-3431 40 40 3,4-diClPh SO _Two Single bond 23 234-2 32 40 3,4-diClPh SO _Two Single bond Device 24 2-3433 Device 40 3,4-diClPh SO _Two Single bond 25 2-3434 Device 40 3,4-diClPh SO _Two Single bond s 26 2-3435 s 40 3,4-diClPh SO _Two Single bond 27 2-3436 36 40 3,4-diClPh SO _Two Single bond 28 2-3437 40 40 3,4-diClPh SO _Two Single bond O2 2-3438 O3 40 3,4-diClPh SO _Two Single bond Position 30 2-3439 Position 40 3,4-diClPh SO _Two Single bond 31 2-3440 40 40 3,4-diClPh SO _Two Single bond 32 32-3441 40 3,4-diClPh SO _Two Single bond 652-3442 40 3,4-diClPh SO _Two Single bond Position 66 2-3434 Position 40 3,4-diClPh SO _Two Single bond 67 2-344 44 40 3,4-diClPh SO _Two Single bond 68-2-3445 Device 40 3,4-diClPh SO _Two Single bond Oxygen 69 2-3446 Oxygen 40 3,4-diClPh SO _Two Single bond Position 70 2-3447 Position 40 3,4-diClPh SO _Two Single bond Position 71 2-3448 Position 40 3,4-diClPh SO _Two Single bond Position 72 2-3449 Position 40 3,4-diClPh SO _Two Single bond Position 73 2-3450 Position 40 3,4-diClPh SO _Two Single bond Position 74 2-3451 Position 40 3,4-diClPh SO _Two Single bond O 75 2-3452 O 40 3,4-diClPh SO _Two Single bond 76 2-3345 3 40 3,4-diClPh SO _Two Single bond O 77 2-34 45 O 40 3,4-diClPh SO _Two Single bond position 78 2-3455 position 40 3,4-diClPh SO _Two Single bond Position 79 2-3456 Position 40 3,4-diClPh SO _Two Single bond 80-2 3457 41 3 4-diClPh SO _Two Single bond Position 1 2-3458 Position 41 3,4-diClPh SO _Two Single bond Position 2 2-3459 Position 41 3,4-diClPh SO _Two Single bond Position 3 2-3460 Position 41 3,4-diClPh SO _Two Single bond Position 4 2-3346 Position 41 3,4-diClPh SO _Two Single bond Position 5 2-3346 Position 41 3,4-diClPh SO _Two Single bond position 6 2-3463 position 41 3,4-diClPh SO _Two Single bond position 7 2-3464 position 41 3,4-diClPh SO _Two Single bond Position 8 2-3465 Position 41 3,4-diClPh SO _Two Single bond Position 9 2-3466 Position 41 3,4-diClPh SO _Two Single bond 10 2-3467 Device 41 3,4-diClPh SO _Two Single bond Position 11 2-3468 Position 41 3,4-diClPh SO _Two Single bond 12 2-3469 Device 41 3,4-diClPh SO _Two Single bond 13 2-3470 Device 41 3,4-diClPh SO _Two Single bond 14 2-347 1 41 3,4-diClPh SO _Two Single bond Position 2 2-3472 Position 41 3,4-diClPh SO _Two Single bond 16 2-3347 3 41 3,4-diClPh SO _Two Single bond 17 2-3474 Device 41 3,4-diClPh SO _Two Single bond 18 2-3475 Device 41 3,4-diClPh SO _Two Single bond Position 19 2-3476 Position 41 3,4-diClPh SO _Two Single bond Position 20 2-3477 Position 41 3,4-diClPh SO _Two Single bond 21 2-3478 Device 41 3,4-diClPh SO _Two Single bond Position 22 2-3479 Position 41 3,4-diClPh SO _Two Single bond 23-23480 Device 41 3,4-diClPh SO _Two Single bond 24 24-3481 41 3,4-diClPh SO _Two Single bond O 25 2-3482 O 41 3,4-diClPh SO _Two Single bond 26 2648 3 41 3,4-diClPh SO _Two Single bond, 27 2-3484, 41 3,4-diClPh SO _Two Single bond 28-23485 41 3,4-diClPh SO _Two Single bond Position 29 2-3486 Position 41 3,4-diClPh SO _Two Single bond Storage 30 2-3487 Storage 41 3,4-diClPh SO _Two Single bond 31 2-3488 Device 41 3,4-diClPh SO _Two Single bond Position 32 2-3489 Position 41 3,4-diClPh SO _Two Single bond 65 2-3490 Position 41 3,4-diClPh SO _Two Single bond Position 66 2-3491 Position 41 3,4-diClPh SO _Two Single bond 67 2-33492 41 3,4-diClPh SO _Two Single bond 68 2-3493 41 41 3,4-diClPh SO _Two Single bond Position 69 2-3494 Position 41 3,4-diClPh SO _Two Single bond unit 70 2-3495 unit 41 3,4-diClPh SO _Two Single bond position 71 2-3496 position 41 3,4-diClPh SO _Two Single bond Position 72 2-3497 Position 41 3,4-diClPh SO _Two Single bond device 73 2-3498 device 41 3,4-diClPh SO _Two Single bond Position 74 2-3499 Position 41 3,4-diClPh SO _Two Single bond 75 2-3500 41 3,4-diClPh SO _Two Single bond Position 76 2-3501 Position 41 3,4-diClPh SO _Two Single bond 772-3502 Device 41 3,4-diClPh SO _Two Single bond 78 2-350 3 41 3,4-diClPh SO _Two Single bond Position 79 2-3504 Position 41 3,4-diClPh SO _Two Single bond 80 2-3505 Device 42 3,4-diClPh SO _Two Single bond 1 2-3506 Device 42 3,4-diClPh SO _Two Single bond device 2 2-3507 Device 42 3,4-diClPh SO _Two Single bond Position 3 2-3508 Position 42 3,4-diClPh SO _Two Single bond 4 2-3509 Device 42 3,4-diClPh SO _Two Single bond position 5 2-3510 position 42 3,4-diClPh SO _Two Single bond Position 6 2-351 Position 42 3,4-diClPh SO _Two Single bond device 7 2-35212 device 42 3,4-diClPh SO _Two Single bond device 8 2-3513 device 42 3,4-diClPh SO _Two Single bond position 9 2-3514 position 42 3,4-diClPh SO _Two Single bond 10 2-3515 Device 42 3,4-diClPh SO _Two Single bond 11 2-3516 Device 42 3,4-diClPh SO _Two Single bond Position 12 2-3517 Position 42 3,4-diClPh SO _Two Single bond 13 2-3518 Device 42 3,4-diClPh SO _Two Single bond 14 2-3519 42 42 3,4-diClPh SO _Two Single bond 15 2-3520 Device 42 3,4-diClPh SO _Two Single bond 16 2-352 1 42 3,4-diClPh SO _Two Single bond 17 2-352 2 42 3,4-diClPh SO _Two Single bond 18 2-3523 Device 42 3,4-diClPh SO _Two Single bond 19 2-3524 Device 42 3,4-diClPh SO _Two Single bond Device 20 2-3525 Device 42 3,4-diClPh SO _Two Single bond 21 2-3526 42 3,4-diClPh SO _Two Single bond Position 22 2-3527 Position 42 3,4-diClPh SO _Two Single bond 23-23528 Device 42 3,4-diClPh SO _Two Single bond 24 2-352 29 42 3,4-diClPh SO _Two Single bond O2 2-3530 O2 42 3,4-diClPh SO _Two Single bond 26 2-353 1 42 42 3,4-diClPh SO _Two Single bond 27 2-353 32 42 3,4-diClPh SO _Two Single bond 28-23533 Device 42 3,4-diClPh SO _Two Single bond Position 29 2-3534 Position 42 3,4-diClPh SO _Two Single bond 30 2-3535 Device 42 3,4-diClPh SO _Two Single bond Position 31 2-3536 Position 42 3,4-diClPh SO _Two Single bond 32 2-3537 Device 42 3,4-diClPh SO _Two Single bond 65 2-3538 Position 42 3,4-diClPh SO _Two Single bond Position 66 2-3539 Position 42 3,4-diClPh SO _Two Single bond 67 2-3540 Device 42 3,4-diClPh SO _Two Single bond Position 68 2-3541 Position 42 3,4-diClPh SO _Two Single bond position 69 2-3542 position 42 3,4-diClPh SO _Two Single bond Position 70 2-3543 Position 42 3,4-diClPh SO _Two Single bond position 71 2-3544 position 42 3,4-diClPh SO _Two Single bond Position 72 2-3545 Position 42 3,4-diClPh SO _Two Single bond Position 73 2-3546 Position 42 3,4-diClPh SO _Two Single bond Position 74 2-3547 Position 42 3,4-diClPh SO _Two Single bond 75 2-3548 Position 42 3,4-diClPh SO _Two Single bond position 76 2-3549 position 42 3,4-diClPh SO _Two Single bond 77 2-3550 Device 42 3,4-diClPh SO _Two Single bond position 78 2-3551 position 42 3,4-diClPh SO _Two Single bond Position 79 2-3552 Position 42 3,4-diClPh SO _Two Single bond Position 80 2-3553 Position 43 3,4-diClPh SO _Two Single bond Position 1 2-3554 Position 43 3,4-diClPh SO _Two Single bond Position 2 2-3555 Position 43 3,4-diClPh SO _Two Single bond position 3 2-3556 position 43 3,4-diClPh SO _Two Single bond Position 4 2-3557 Position 43 3,4-diClPh SO _Two Single bond Position 5 2-3558 Position 43 3,4-diClPh SO _Two Single bond position 6 2-3559 position 43 3,4-diClPh SO _Two Single bond Position 7 2-3560 Position 43 3,4-diClPh SO _Two Single bond position 8 2-3561 position 43 3,4-diClPh SO _Two Single bond position 9 2-3562 position 43 3,4-diClPh SO _Two Single bond 10 2-356 3 43 3,4-diClPh SO _Two Single bond 11 2-3564 Device 43 3,4-diClPh SO _Two Single bond 12 2-3565 Device 43 3,4-diClPh SO _Two Single bond 13 2-3566 Device 43 3,4-diClPh SO _Two Single bond Position 14 2-3567 Position 43 3,4-diClPh SO _Two Single bond position 15 2-3568 position 43 3,4-diClPh SO _Two Single bond 16 2-3569 Device 43 3,4-diClPh SO _Two Single bond 17 2-3570 Device 43 3,4-diClPh SO _Two Single bond 18 2-357 1 43 3,4-diClPh SO _Two Single bond Position 19 2-3572 Position 43 3,4-diClPh SO _Two Single bond Position 20 2-3573 Position 43 3,4-diClPh SO _Two Single bond 21 2-3574 Device 43 3,4-diClPh SO _Two Single bond Position 22 2-3575 Position 43 3,4-diClPh SO _Two Single bond 23-23576 Device 43 3,4-diClPh SO _Two Single bond Position 24 2-3577 Position 43 3,4-diClPh SO _Two Single bond 25 2-3578 Device 43 3,4-diClPh SO _Two Single bond Position 26 2-3579 Position 43 3,4-diClPh SO _Two Single bond Position 27 2-3580 Position 43 3,4-diClPh SO _Two Single bond 28 2-3581 Device 43 3,4-diClPh SO _Two Single bond 29 2-3582 Device 43 3,4-diClPh SO _Two Single bond 30 2-3583 Device 43 3,4-diClPh SO _Two Single bond Position 31 2-3584 Position 43 3,4-diClPh SO _Two Single bond 32 2-3585 Device 43 3,4-diClPh SO _Two Single bond Position 65 2-3586 Position 43 3,4-diClPh SO _Two Single bond Position 66 2-3587 Position 43 3,4-diClPh SO _Two Single bond Position 67 2-3588 Position 43 3,4-diClPh SO _Two Single bond 68-2-3589 Device 43 3,4-diClPh SO _Two Single bond 69 2-3590 Device 43 3,4-diClPh SO _Two Single bond Position 70 2-3591 Position 43 3,4-diClPh SO _Two Single bond Position 71 2-3592 Position 43 3,4-diClPh SO _Two Single bond Position 72 2-3593 Position 43 3,4-diClPh SO _Two Single bond Position 73 2-3594 Position 43 3,4-diClPh SO _Two Single bond Position 74 2-3595 Position 43 3,4-diClPh SO _Two Single bond position 75 2-3596 position 43 3,4-diClPh SO _Two Single bond position 76 2-3597 position 43 3,4-diClPh SO _Two Single bond Position 77 2-3598 Position 43 3,4-diClPh SO _Two Single bond position 78 2-3599 position 43 3,4-diClPh SO _Two Single bond Position 79 2-3600 Position 43 3,4-diClPh SO _Two Single bond 80 ──────────────────────────────────── Compound number R ¹ R ^Two A B Z ──────────────────────────────────── 2-3601 Position 44 3,4-diClPh SO _Two Single bond Position 1-23602 Position 44 3,4-diClPh SO _Two Single bond Position 2 2-3603 Position 44 3,4-diClPh SO _Two Single bond Position 3 2-3604 Position 44 3,4-diClPh SO _Two Single bond Position 4 2-3605 Position 44 3,4-diClPh SO _Two Single bond position 5 2-3606 position 44 3,4-diClPh SO _Two Single bond position 6 2-3607 position 44 3,4-diClPh SO _Two Single bond device 7 2-3608 device 44 3,4-diClPh SO _Two Single bond position 8 2-3609 position 44 3,4-diClPh SO _Two Single bond position 9 2-3610 position 44 3,4-diClPh SO _Two Single bond 10 2-361 Device 44 3,4-diClPh SO _Two Single bond 11 2-3612 Device 44 3,4-diClPh SO _Two Single bond unit 12 2-3613 unit 44 3,4-diClPh SO _Two Single bond 13 2-3614 Device 44 3,4-diClPh SO _Two Single bond Position 2 2-3615 Position 44 3,4-diClPh SO _Two Single bond Position 2 2-3616 Position 44 3,4-diClPh SO _Two Single bond 16 2-367 17 44 3,4-diClPh SO _Two Single bond 17 2-3618 18 44 3,4-diClPh SO _Two Single bond Position 18 2-3619 Position 44 3,4-diClPh SO _Two Single bond Position 19 2-3620 Position 44 3,4-diClPh SO _Two Single bond Position 20 2-362 Position 44 3,4-diClPh SO _Two Single bond 21 2-3622 Device 44 3,4-diClPh SO _Two Single bond 22 2-3623 Device 44 3,4-diClPh SO _Two Single bond 23-23624 Device 44 3,4-diClPh SO _Two Single bond Position 24 2-3625 Position 44 3,4-diClPh SO _Two Single bond 25 2-3626 Device 44 3,4-diClPh SO _Two Single bond 26 2-3627 Device 44 3,4-diClPh SO _Two Single bond Position 27 2-3628 Position 44 3,4-diClPh SO _Two Single bond 28 2-3629 Device 44 3,4-diClPh SO _Two Single bond Position 29 2-3630 Position 44 3,4-diClPh SO _Two Single bond 302-3631 Device 44 3,4-diClPh SO _Two Single bond 31 2-3632 Device 44 3,4-diClPh SO _Two Single bond 32 32-3633 44 3,4-diClPh SO _Two Single bond 65-2 3634 Position 44 3,4-diClPh SO _Two Single bond Position 66 2-3635 Position 44 3,4-diClPh SO _Two Single bond Position 67 2-3636 Position 44 3,4-diClPh SO _Two Single bond device 68 2-3637 device 44 3,4-diClPh SO _Two Single bond Position 69 2-3638 Position 44 3,4-diClPh SO _Two Single bond Position 70 2-3639 Position 44 3,4-diClPh SO _Two Single bond unit 71 2-3640 unit 44 3,4-diClPh SO _Two Single bond Position 72 2-364 1 Position 44 3,4-diClPh SO _Two Single bond position 73 2-3642 position 44 3,4-diClPh SO _Two Single bond unit 74 2-3643 unit 44 3,4-diClPh SO _Two Single bond 75 2-3644 Position 44 3,4-diClPh SO _Two Single bond 76 2-3645 Device 44 3,4-diClPh SO _Two Single bond 77 2-3646 Position 44 3,4-diClPh SO _Two Single bond position 78 2-3647 position 44 3,4-diClPh SO _Two Single bond Position 79 2-3648 Position 44 3,4-diClPh SO _Two Single bond 80 2-364 Device 45 3,4-diClPh SO _Two Single bond Position 1-23650 Position 45 3,4-diClPh SO _Two Single bond 2 2-365 1 45 3,4-diClPh SO _Two Single bond Position 3 2-3652 Position 45 3,4-diClPh SO _Two Single bond Position 4 2-3653 Position 45 3,4-diClPh SO _Two Single bond position 5 2-3654 position 45 3,4-diClPh SO _Two Single bond Position 6 2-3655 Position 45 3,4-diClPh SO _Two Single bond Position 7 2-3656 Position 45 3,4-diClPh SO _Two Single bond position 8 2-3657 position 45 3,4-diClPh SO _Two Single bond Position 9 2-3658 Position 45 3,4-diClPh SO _Two Single bond device 10 2-3659 device 45 3,4-diClPh SO _Two Single bond 11 2-3660 Device 45 3,4-diClPh SO _Two Single bond 12 2-366 1 45 3,4-diClPh SO _Two Single bond 13 2-366 2 45 3,4-diClPh SO _Two Single bond Position 14 2-3663 Position 45 3,4-diClPh SO _Two Single bond 15 2-3664 Position 45 3,4-diClPh SO _Two Single bond 16 2-366 65 45 3,4-diClPh SO _Two Single bond Position 17 2-3666 Position 45 3,4-diClPh SO _Two Single bond 18 2-367 16 45 3,4-diClPh SO _Two Single bond Position 19 2-3668 Position 45 3,4-diClPh SO _Two Single bond Position 20 2-3669 Position 45 3,4-diClPh SO _Two Single bond 21 2-3670 Device 45 3,4-diClPh SO _Two Single bond 22 2-367 1 45 3,4-diClPh SO _Two Single bond 23 2367 2 45 3,4-diClPh SO _Two Single bond 24 2-367 Position 45 3,4-diClPh SO _Two Single bond unit 25 2-3674 unit 45 3,4-diClPh SO _Two Single bond Position 26 2-3675 Position 45 3,4-diClPh SO _Two Single bond 27 2-3676 Station 45 3,4-diClPh SO _Two Single bond 28 2-3677 Station 45 3,4-diClPh SO _Two Single bond 29 2-3678 Device 45 3,4-diClPh SO _Two Single bond 30 2-3679 Device 45 3,4-diClPh SO _Two Single bond 31 2-3680 Device 45 3,4-diClPh SO _Two Single bond Position 32 2-3681 Position 45 3,4-diClPh SO _Two Single bond 65 2-368 2 45 3,4-diClPh SO _Two Single bond Position 66 2-3683 Position 45 3,4-diClPh SO _Two Single bond Position 67 2-3684 Position 45 3,4-diClPh SO _Two Single bond 68 2-3368 Device 45 3,4-diClPh SO _Two Single bond position 69 2-3686 position 45 3,4-diClPh SO _Two Single bond 70 2-3687 Device 45 3,4-diClPh SO _Two Single bond Position 71 2-3688 Position 45 3,4-diClPh SO _Two Single bond Position 72 2-3689 Position 45 3,4-diClPh SO _Two Single bond Position 73 2-3690 Position 45 3,4-diClPh SO _Two Single bond Position 74 2-3691 Position 45 3,4-diClPh SO _Two Single bond Position 75 2-3692 Position 45 3,4-diClPh SO _Two Single bond position 76 2-3693 position 45 3,4-diClPh SO _Two Single bond 77 2-3694 45 3,4-diClPh SO _Two Single bond position 78 2-3695 Position 45 3,4-diClPh SO _Two Single bond position 79 2-3696 position 45 3,4-diClPh SO _Two Single bond O2 2-3697 O46 3,4-diClPh SO _Two Single bond Position 1-23698 Position 46 3,4-diClPh SO _Two Single bond 2 2 3699 1 46 3,4-diClPh SO _Two Single bond Position 3 2-3700 Position 46 3,4-diClPh SO _Two Single bond position 4 2-3701 position 46 3,4-diClPh SO _Two Single bond position 5 2-3702 position 46 3,4-diClPh SO _Two Single bond position 6 2-3370 position 46 3,4-diClPh SO _Two Single bond Position 7 2-3704 Position 46 3,4-diClPh SO _Two Single bond position 8 2-3705 position 46 3,4-diClPh SO _Two Single bond position 9 2-3706 position 46 3,4-diClPh SO _Two Single bond unit 10 2-3707 unit 46 3,4-diClPh SO _Two Single bond 11 2-3708 Device 46 3,4-diClPh SO _Two Single bond 12 2-3709 Device 46 3,4-diClPh SO _Two Single bond unit 13 2-33710 unit 46 3,4-diClPh SO _Two Single bond 14-2371 1 46 3,4-diClPh SO _Two Single bond 15 2-371 Device 46 3,4-diClPh SO _Two Single bond unit 16 2-3713 unit 46 3,4-diClPh SO _Two Single bond 17 2-374 14 46 3,4-diClPh SO _Two Single bond 18 2-3715 Device 46 3,4-diClPh SO _Two Single bond Unit 19 2-3716 Unit 46 3,4-diClPh SO _Two Single bond 20 2-3717 Device 46 3,4-diClPh SO _Two Single bond 21 2-3718 Device 46 3,4-diClPh SO _Two Single bond 22-2371 1946 3,4-diClPh SO _Two Single bond 23 23720 20 46 3,4-diClPh SO _Two Single bond 24 2-372 1 46 3,4-diClPh SO _Two Single bond O2 2-3722 Od 46 3,4-diClPh SO _Two Single bond position 26 2-3723 position 46 3,4-diClPh SO _Two Single bond 27 2-3724 Station 46 3,4-diClPh SO _Two Single bond 28 2-3725 Device 46 3,4-diClPh SO _Two Single bond 29 2-3726 Device 46 3,4-diClPh SO _Two Single bond 30 2-3727 Device 46 3,4-diClPh SO _Two Single bond 31 2-3728 Device 46 3,4-diClPh SO _Two Single bond 32 2-3729 Device 46 3,4-diClPh SO _Two Single bond 65 2-3730 Device 46 3,4-diClPh SO _Two Single bond position 66 2-3731 position 46 3,4-diClPh SO _Two Single bond 67 2-373 32 46 3,4-diClPh SO _Two Single bond 682-3733 Device 46 3,4-diClPh SO _Two Single bond 69 2-3734 Device 46 3,4-diClPh SO _Two Single bond position 70 2-3735 position 46 3,4-diClPh SO _Two Single bond Position 71 2-3736 Position 46 3,4-diClPh SO _Two Single bond Position 72 2-3737 Position 46 3,4-diClPh SO _Two Single bond Position 73 2-3738 Position 46 3,4-diClPh SO _Two Single bond Position 74 2-3739 Position 46 3,4-diClPh SO _Two Single bond 75 2-3740 46 46,4-diClPh SO _Two Single bond position 76 2-3741 position 46 3,4-diClPh SO _Two Single bond 77 2-374 2 46 3,4-diClPh SO _Two Single bond position 78 2-3743 position 46 3,4-diClPh SO _Two Single bond Position 79 2-3744 Position 46 3,4-diClPh SO _Two Single bond 80 2-3745 Device 47 3,4-diClPh SO _Two Single bond Position 1-23746 Position 47 3,4-diClPh SO _Two Single bond 2 2-3747 Device 47 3,4-diClPh SO _Two Single bond Position 3 2-3748 Position 47 3,4-diClPh SO _Two Single bond position 4 2-3749 position 47 3,4-diClPh SO _Two Single bond position 5 2-3750 position 47 3,4-diClPh SO _Two Single bond position 6 2-3751 position 47 3,4-diClPh SO _Two Single bond position 7 2-3752 position 47 3,4-diClPh SO _Two Single bond device 8 2-3753 device 47 3,4-diClPh SO _Two Single bond position 9 2-3754 position 47 3,4-diClPh SO _Two Single bond 10 2-3755 Device 47 3,4-diClPh SO _Two Single bond 11 2-3756 Device 47 3,4-diClPh SO _Two Single bond Unit 12 2-3375 Position 47 3,4-diClPh SO _Two Single bond unit 13 2-3758 unit 47 3,4-diClPh SO _Two Single bond Position 2 2-3759 Position 47 3,4-diClPh SO _Two Single bond 15 2-3760 Device 47 3,4-diClPh SO _Two Single bond 162-3761 Position 47 3,4-diClPh SO _Two Single bond 172-3762 Device 47 3,4-diClPh SO _Two Single bond Position 18 2-3763 Position 47 3,4-diClPh SO _Two Single bond Position 19 2-376 4 Position 47 3,4-diClPh SO _Two Single bond Position 20 2-3765 Position 47 3,4-diClPh SO _Two Single bond 21 2-3766 Device 47 3,4-diClPh SO _Two Single bond unit 22 2-3767 unit 47 3,4-diClPh SO _Two Single bond 23 2-3768 Device 47 3,4-diClPh SO _Two Single bond 24 2-3769 Position 47 3,4-diClPh SO _Two Single bond 25 2-3770 Device 47 3,4-diClPh SO _Two Single bond 26 2-3771 47 47 3,4-diClPh SO _Two Single bond 272-3772 47 3,4-diClPh SO _Two Single bond 282-3773 Position 47 3,4-diClPh SO _Two Single bond 29 2-3774 Device 47 3,4-diClPh SO _Two Single bond 30 2-3775 Device 47 3,4-diClPh SO _Two Single bond Position 31 2-3776 Position 47 3,4-diClPh SO _Two Single bond Position 32 2-3777 Position 47 3,4-diClPh SO _Two Single bond 65 2-3778 Position 47 3,4-diClPh SO _Two Single bond Position 66 2-3779 Position 47 3,4-diClPh SO _Two Single bond 67 2-3780 Device 47 3,4-diClPh SO _Two Single bond 68-23781 47 3,4-diClPh 2 SO 4 _Two Single bond position 69 2-3782 position 47 3,4-diClPh SO _Two Single bond 702-3783 Device 47 3,4-diClPh SO _Two Single bond Position 71 2-3784 Position 47 3,4-diClPh SO _Two Single bond Position 72 2-3785 Position 47 3,4-diClPh SO _Two Single bond Position 73 2-3786 Position 47 3,4-diClPh SO _Two Single bond Position 74 2-3787 Position 47 3,4-diClPh SO _Two Single bond 75 2-3788 Station 47 3,4-diClPh SO _Two Single bond position 76 2-3789 position 47 3,4-diClPh SO _Two Single bond 77 2-3790 Device 47 3,4-diClPh SO _Two Single bond position 78 2-3791 position 47 3,4-diClPh SO _Two Single bond unit 79 2-3792 unit 47 3,4-diClPh SO _Two Single bond 802-3793 Device 81 3,4-diClPh SO _Two Single bond Position 1-23794 Position 81 3,4-diClPh SO _Two Single bond 2 2-3795 1 81 3,4-diClPh SO _Two Single bond unit 32-3796 unit 81 3,4-diClPh SO _Two Single bond position 4 2-3797 position 81 3,4-diClPh SO _Two Single bond position 5 2-3798 position 81 3,4-diClPh SO _Two Single bond Position 6 2-3799 Position 81 3,4-diClPh SO _Two Single bond position 7 2-3800 position 81 3,4-diClPh SO _Two Single bond device 8 2-3801 device 81 3,4-diClPh SO _Two Single bond position 9 2-3380 position 81 3,4-diClPh SO _Two Single bond 10 2-3380 Device 81 3,4-diClPh SO _Two Single bond 11-23804 81 3,4-diClPh SO _Two Single bond 12 2-3805 Device 81 3,4-diClPh SO _Two Single bond unit 13 2-3806 unit 81 3,4-diClPh SO _Two Single bond 14 2-3807 Device 81 3,4-diClPh SO _Two Single bond 15 2-3808 Device 81 3,4-diClPh SO _Two Single bond 16 2-3809 Device 81 3,4-diClPh SO _Two Single bond 17 2-3810 1081 3,4-diClPh SO _Two Single bond 18 2-381 1 81 3,4-diClPh SO _Two Single bond Position 19 2-3812 Position 81 3,4-diClPh SO _Two Single bond 20 2-381 13 81 3,4-diClPh SO _Two Single bond 21 2-3814 Device 81 3,4-diClPh SO _Two Single bond 22 2-3815 Device 81 3,4-diClPh SO _Two Single bond 23 23816 16 81 3,4-diClPh SO _Two Single bond 24 2-3817 Device 81 3,4-diClPh SO _Two Single bond 25 2-3818 Device 81 3,4-diClPh SO _Two Single bond, 26 2-3819, 81 3,4-diClPh SO _Two Single bond, 27 2-3820, 81 3,4-diClPh SO _Two Single bond 282-3821 81 3,4-diClPh SO _Two Single bond O 29 2-3822 O 81 3,4-diClPh SO _Two Single bond 30 2-3823 Device 81 3,4-diClPh SO _Two Single bond 31-2382 2481 3,4-diClPh SO _Two Single bond Position 32 2-3825 Position 81 3,4-diClPh SO _Two Single bond 65 2-382 26 81 3,4-diClPh SO _Two Single bond 66 2-382 27 81 3,4-diClPh SO _Two Single bond 67 2-3828 Device 81 3,4-diClPh SO _Two Single bond, 68 2-3829, 81 81 3,4-diClPh SO _Two Single bond Oxygen 69 2-3830 Oxygen 81 3,4-diClPh SO _Two Single bond 702-3831 Device 81 3,4-diClPh SO _Two Single bond position 71 2-3832 position 81 3,4-diClPh SO _Two Single bond Position 72 2-3833 Position 81 3,4-diClPh SO _Two Single bond Position 73 2-3834 Position 81 3,4-diClPh SO _Two Single bond Position 74 2-3835 Position 81 3,4-diClPh SO _Two Single bond position 75 2-3836 position 81 3,4-diClPh SO _Two Single bond position 76 2-3837 position 81 3,4-diClPh SO _Two Single bond unit 77 2-3838 unit 81 3,4-diClPh SO _Two Single bond position 78 2-3839 position 81 3,4-diClPh SO _Two Single bond position 79 2-3840 position 81 3,4-diClPh SO _Two Single bond 80 2-3841 48 3,4-diClPh SO _Two Single bond Position 1 2-3384 Position 48 3,4-diClPh SO _Two Single bond 2 2-384 3 48 3,4-diClPh SO _Two Single bond Position 3 2-3844 Position 48 3,4-diClPh SO _Two Single bond Position 4 2-3845 Position 48 3,4-diClPh SO _Two Single bond Position 5 2-3846 Position 48 3,4-diClPh SO _Two Single bond Position 6 2-3847 Position 48 3,4-diClPh SO _Two Single bond position 7 2-3848 position 48 3,4-diClPh SO _Two Single bond position 8 2-3849 position 48 3,4-diClPh SO _Two Single bond position 9 2-3850 position 48 3,4-diClPh SO _Two Single bond 10 2-385 1 48 3,4-diClPh SO _Two Single bond 11 2-3852 Device 48 3,4-diClPh SO _Two Single bond 12-3853 Device 48 3,4-diClPh SO _Two Single bond 13 2-3854 Device 48 3,4-diClPh SO _Two Single bond unit 14 2-3855 unit 48 3,4-diClPh SO _Two Single bond 15 2-385 3 48 3,4-diClPh SO _Two Single bond 16 2-3857 Device 48 3,4-diClPh SO _Two Single bond 17 2-3858 Device 48 3,4-diClPh SO _Two Single bond 18 2-3859 Device 48 3,4-diClPh SO _Two Single bond 19 2-3860 Device 48 3,4-diClPh SO _Two Single bond Position 20 2-3861 Position 48 3,4-diClPh SO _Two Single bond 21 2-3862 48 3,4-diClPh SO _Two Single bond Position 22 2-3863 Position 48 3,4-diClPh SO _Two Single bond 23 2-3864 Device 48 3,4-diClPh SO _Two Single bond 24 2-3865 48 3,4-diClPh SO _Two Single bond 25 2-3866 Position 48 3,4-diClPh SO _Two Single bond position 26 2-3867 position 48 3,4-diClPh SO _Two Single bond position 27 2-3868 position 48 3,4-diClPh SO _Two Single bond 28 2-3869 Device 48 3,4-diClPh SO _Two Single bond 29 2-3870 Device 48 3,4-diClPh SO _Two Single bond 302-3871 Position 48 3,4-diClPh SO _Two Single bond Position 31 2-3872 Position 48 3,4-diClPh SO _Two Single bond Position 32 2-3873 Position 48 3,4-diClPh SO _Two Single bond unit 65 2-3874 unit 48 3,4-diClPh SO _Two Single bond Position 66 2-3875 Position 48 3,4-diClPh SO _Two Single bond 67 2-3387 Device 48 3,4-diClPh SO _Two Single bond 68 2-3877 Device 48 3,4-diClPh SO _Two Single bond Oxygen 69 2-3878 Oxygen 48 3,4-diClPh SO _Two Single bond 70 2-3879 Device 48 3,4-diClPh SO _Two Single bond Position 71 2-3880 Position 48 3,4-diClPh SO _Two Single bond unit 72 2-3881 unit 48 3,4-diClPh SO _Two Single bond Position 73 2-3882 Position 48 3,4-diClPh SO _Two Single bond Position 74 2-3883 Position 48 3,4-diClPh SO _Two Single bond 75 2-3884 48 3,4-diClPh SO _Two Single bond position 76 2-3885 position 48 3,4-diClPh SO _Two Single bond 77 2-3886 Device 48 3,4-diClPh SO _Two Single bond position 78 2-3887 position 48 3,4-diClPh SO _Two Single bond Position 79 2-3888 Position 48 3,4-diClPh SO _Two Single bond 802-3889 Device 49 3,4-diClPh SO _Two Single bond Position 1 2-3890 Position 49 3,4-diClPh SO _Two Single bond 2 2-3891 Device 49 3,4-diClPh SO _Two Single bond Position 3 2-3892 Position 49 3,4-diClPh SO _Two Single bond Position 4 2-3893 Position 49 3,4-diClPh SO _Two Single bond position 5 2-3894 position 49 3,4-diClPh SO _Two Single bond 6 2-3895 Device 49 3,4-diClPh SO _Two Single bond position 7 2-3896 position 49 3,4-diClPh SO _Two Single bond position 8 2-3897 position 49 3,4-diClPh SO _Two Single bond position 9 2-3898 position 49 3,4-diClPh SO _Two Single bond 10 2-3899 Device 49 3,4-diClPh SO _Two Single bond 11 2-3900 Device 49 3,4-diClPh SO _Two Single bond 12 2-3901 Device 49 3,4-diClPh SO _Two Single bond 13 2-3902 Device 49 3,4-diClPh SO _Two Single bond 14 2-3903 Device 49 3,4-diClPh SO _Two Single bond 15 2-3904 Device 49 3,4-diClPh SO _Two Single bond 16 2-3905 Device 49 3,4-diClPh SO _Two Single bond 17 2-3906 Device 49 3,4-diClPh SO _Two Single bond 18 2-3907 Device 49 3,4-diClPh SO _Two Single bond 19 2-3908 Device 49 3,4-diClPh SO _Two Single bond 20 2-3909 Device 49 3,4-diClPh SO _Two Single bond unit 21 2-3910 unit 49 3,4-diClPh SO _Two Single bond unit 22 2-39111 unit 49 3,4-diClPh SO _Two Single bond 23 2312 9 49 3,4-diClPh SO _Two Single bond 24 2-3913 Station 49 3,4-diClPh SO _Two Single bond 25 2-3914 Device 49 3,4-diClPh SO _Two Single bond 26 2-3915 Device 49 3,4-diClPh SO _Two Single bond 27 2-3916 16 49 3,4-diClPh SO _Two Single bond 28 2-3917 Station 49 3,4-diClPh SO _Two Single bond 29 2-3918 Device 49 3,4-diClPh SO _Two Single bond 30 2-3919 Device 49 3,4-diClPh SO _Two Single bond 31 2-3920 Device 49 3,4-diClPh SO _Two Single bond 32 32-392 1 49 3,4-diClPh SO _Two Single bond 65-23922 49 3,4-diClPh SO _Two Single bond position 66 2-3923 position 49 3,4-diClPh SO _Two Single bond 67 2-3924 Device 49 3,4-diClPh SO _Two Single bond position 68 2-3925 position 49 3,4-diClPh SO _Two Single bond 69 2-3926 Device 49 3,4-diClPh SO _Two Single bond position 70 2-3927 position 49 3,4-diClPh SO _Two Single bond 71 2-3928 Device 49 3,4-diClPh SO _Two Single bond Position 72 2-3929 Position 49 3,4-diClPh SO _Two Single bond unit 73 2-3930 unit 49 3,4-diClPh SO _Two Single bond Position 74 2-3931 Position 49 3,4-diClPh SO _Two Single bond O 75 2-3932 O 49 3,4-diClPh SO _Two Single bond unit 76 2-3933 unit 49 3,4-diClPh SO _Two Single bond 77 2-3394 3 49 3,4-diClPh SO _Two Single bond position 78 2-3935 position 49 3,4-diClPh SO _Two Single bond Position 79 2-3936 Position 49 3,4-diClPh SO _Two Single bond O2 2-3937 O3 50 3,4-diClPh SO _Two Single bond Position 1 2-3938 Position 50 3,4-diClPh SO _Two Single bond Position 2 2-3939 Position 50 3,4-diClPh SO _Two Single bond Position 3 2-3940 Position 50 3,4-diClPh SO _Two Single bond Position 4 2-3941 Position 50 3,4-diClPh SO _Two Single bond position 5 2-3942 Position 50 3,4-diClPh SO _Two Single bond Position 6 2-3943 Position 50 3,4-diClPh SO _Two Single bond Position 7 2-3944 Position 50 3,4-diClPh SO _Two Single bond position 8 2-3945 Position 50 3,4-diClPh SO _Two Single bond position 9 2-3946 position 50 3,4-diClPh SO _Two Single bond 10 2-3947 Device 50 3,4-diClPh SO _Two Single bond 11 2-3948 Device 50 3,4-diClPh SO _Two Single bond 12 2-3949 Device 50 3,4-diClPh SO _Two Single bond 13 2-3950 Device 50 3,4-diClPh SO _Two Single bond 142-3951 50 50 3,4-diClPh SO _Two Single bond 152-3952 Device 50 3,4-diClPh SO _Two Single bond 162-3953 50 50 3,4-diClPh SO _Two Single bond 17 2-3954 Device 50 3,4-diClPh SO _Two Single bond 18 2-3955 Device 50 3,4-diClPh SO _Two Single bond Position 19 2-3956 Position 50 3,4-diClPh SO _Two Single bond Position 20 2-3957 Position 50 3,4-diClPh SO _Two Single bond 21-3958 Device 50 3,4-diClPh SO _Two Single bond 22 2-3959 Device 50 3,4-diClPh SO _Two Single bond 23 2-3960 Device 50 3,4-diClPh SO _Two Single bond 24 24-3961 50 3,4-diClPh SO _Two Single bond 25-3962 50 50 3,4-diClPh SO _Two Single bond 26 2-3963 50 50 3,4-diClPh SO _Two Single bond position 27 2-3964 Position 50 3,4-diClPh SO _Two Single bond 28 2-3965 Device 50 3,4-diClPh SO _Two Single bond 29 2-3966 Device 50 3,4-diClPh SO _Two Single bond 30 2-3967 Device 50 3,4-diClPh SO _Two Single bond position 31 2-3968 position 50 3,4-diClPh SO _Two Single bond Position 32 2-3969 Position 50 3,4-diClPh SO _Two Single bond device 65 2-3970 device 50 3,4-diClPh SO _Two Single bond 66 2-3971 50 50 3,4-diClPh SO _Two Single bond 67 2-3972 50 3,4-diClPh SO _Two Single bond Position 68 2-3973 Position 50 3,4-diClPh SO _Two Single bond 69 2-3974 50 50 3,4-diClPh SO _Two Single bond Position 70 2-3975 Position 50 3,4-diClPh SO _Two Single bond Position 71 2-3976 Position 50 3,4-diClPh SO _Two Single bond Position 72 2-3977 Position 50 3,4-diClPh SO _Two Single bond Position 73 2-3978 Position 50 3,4-diClPh SO _Two Single bond position 74 2-3979 position 50 3,4-diClPh SO _Two Single bond unit 75 2-3980 unit 50 3,4-diClPh SO _Two Single bond position 76 2-3981 position 50 3,4-diClPh SO _Two Single bond O 77 2-3982 O 50 3,4-diClPh SO _Two Single bond position 78 2-3983 position 50 3,4-diClPh SO _Two Single bond Position 79 2-3984 Position 50 3,4-diClPh SO _Two Single bond 80 2-3985 Device 51 3,4-diClPh SO _Two Single bond position 1 2-3986 position 51 3,4-diClPh SO _Two Single bond 2 2-3987 1 51 3,4-diClPh SO _Two Single bond Position 3 2-3988 Position 51 3,4-diClPh SO _Two Single bond Position 4 2-3989 Position 51 3,4-diClPh SO _Two Single bond Position 5 2-3990 Position 51 3,4-diClPh SO _Two Single bond 6 2-3991 Position 51 3,4-diClPh SO _Two Single bond position 7 2-3992 position 51 3,4-diClPh SO _Two Single bond Position 8 2-3993 Position 51 3,4-diClPh SO _Two Single bond position 9 2-3499 Position 51 3,4-diClPh SO _Two Single bond 10 2-3995 Device 51 3,4-diClPh SO _Two Single bond 11 2-3996 Device 51 3,4-diClPh SO _Two Single bond 12 2-3997 Device 51 3,4-diClPh SO _Two Single bond 13 2-3998 Device 51 3,4-diClPh SO _Two Single bond 14 2-3999 Device 51 3,4-diClPh SO _Two Single bond 15-4000 51 51 3,4-diClPh SO _Two Single bond 16 2-4001 1 51 3,4-diClPh SO _Two Single bond 17 2-4002 51 51 3,4-diClPh SO _Two Single bond 18-24003 Device 51 3,4-diClPh SO _Two Single bond unit 19 2-4004 unit 51 3,4-diClPh SO _Two Single bond Device 20 2-4005 Device 51 3,4-diClPh SO _Two Single bond Device 21-24006 Device 51 3,4-diClPh SO _Two Single bond Device 22 2-4007 Device 51 3,4-diClPh SO _Two Single bond 23 2-4008 51 3,4-diClPh SO _Two Single bond Device 24 2-4009 Device 51 3,4-diClPh SO _Two Single bond 25-24010 51 3,4-diClPh SO _Two Single bond, 26 2-4011, 51 3,4-diClPh SO _Two Single bond 27 2-4012 51 3,4-diClPh SO _Two Single bond 28-2403 13 51 3,4-diClPh SO _Two Single bond s 29 2-4014 s 51 3,4-diClPh SO _Two Single bond 30 2-4015 Device 51 3,4-diClPh SO _Two Single bond 31 2-4016 51 3,4-diClPh SO _Two Single bond, 32 2-4017, 51 3,4-diClPh SO _Two Single bond 65 2-4018 51 3,4-diClPh SO _Two Single bond Position 66 2-4019 Position 51 3,4-diClPh SO _Two Single bond device 67 2-4020 device 51 3,4-diClPh SO _Two Single bond device 68 2-4021 device 51 3,4-diClPh SO _Two Single bond Position 69 2-4022 Position 51 3,4-diClPh SO _Two Single bond Position 70 2-4023 Position 51 3,4-diClPh SO _Two Single bond Position 71 2-4024 Position 51 3,4-diClPh SO _Two Single bond Position 72 2-4025 Position 51 3,4-diClPh SO _Two Single bond Position 73 2-4026 Position 51 3,4-diClPh SO _Two Single bond 74 2-4027 51 3,4-diClPh SO _Two Single bond Position 75 2-4028 Position 51 3,4-diClPh SO _Two Single bond position 76 2-4029 position 51 3,4-diClPh SO _Two Single bond 77-2-4030 51 3,4-diClPh SO _Two Single bond position 78 2-4031 position 51 3,4-diClPh SO _Two Single bond Position 79 2-4032 Position 51 3,4-diClPh SO _Two Single bond 80-24033 52 3,4-diClPh SO _Two Single bond Position 1 2-4034 Position 52 3,4-diClPh SO _Two Single bond 2 2-4035 Device 52 3,4-diClPh SO _Two Single bond Position 3 2-4036 Position 52 3,4-diClPh SO _Two Single bond Position 4 2-4037 Position 52 3,4-diClPh SO _Two Single bond position 5 2-4038 position 52 3,4-diClPh SO _Two Single bond position 6 2-4039 position 52 3,4-diClPh SO _Two Single bond position 7 2-4040 position 52 3,4-diClPh SO _Two Single bond Position 8 2-4041 Position 52 3,4-diClPh SO _Two Single bond position 9 2-4042 position 52 3,4-diClPh SO _Two Single bond device 10 2-4043 device 52 3,4-diClPh SO _Two Single bond 11 2-4044 2 52 3,4-diClPh SO _Two Single bond 12 2-4045 2 52 3,4-diClPh SO _Two Single bond Position 13 2-4046 Position 52 3,4-diClPh SO _Two Single bond Position 14 2-4047 Position 52 3,4-diClPh SO _Two Single bond Position 15 2-4048 Position 52 3,4-diClPh SO _Two Single bond 16 2-4049 Position 52 3,4-diClPh SO _Two Single bond 17 2-4050 52 3,4-diClPh SO _Two Single bond 18-24051 Device 52 3,4-diClPh SO _Two Single bond 19-24052 Device 52 3,4-diClPh SO _Two Single bond 20-204053 52 3,4-diClPh SO _Two Single bond 21-214054 52 3,4-diClPh SO _Two Single bond 22 2-4055 Device 52 3,4-diClPh SO _Two Single bond 23 2-4056 Device 52 3,4-diClPh SO _Two Single bond Position 24 2-4057 Position 52 3,4-diClPh SO _Two Single bond 25 25-4058 52 3,4-diClPh SO _Two Single bond 26 2-4059 Device 52 3,4-diClPh SO _Two Single bond 27 27-4060 52 3,4-diClPh SO _Two Single bond 28-24061 52 3,4-diClPh SO _Two Single bond 29 2-4062 Device 52 3,4-diClPh SO _Two Single bond 30 2-4063 Device 52 3,4-diClPh SO _Two Single bond Position 31 2-4064 Position 52 3,4-diClPh SO _Two Single bond unit 32 2-4065 unit 52 3,4-diClPh SO _Two Single bond 65-2-4066 Position 52 3,4-diClPh SO _Two Single bond Position 66 2-4067 Position 52 3,4-diClPh SO _Two Single bond Position 67 2-4068 Position 52 3,4-diClPh SO _Two Single bond O2 68-4069 O3 52 3,4-diClPh SO _Two Single bond Position 69 2-4070 Position 52 3,4-diClPh SO _Two Single bond Position 70 2-4071 Position 52 3,4-diClPh SO _Two Single bond Position 71 2-4072 Position 52 3,4-diClPh SO _Two Single bond Position 72 2-4073 Position 52 3,4-diClPh SO _Two Single bond Position 73 2-4074 Position 52 3,4-diClPh SO _Two Single bond Position 74 2-4075 Position 52 3,4-diClPh SO _Two Single bond Position 75 2-4076 Position 52 3,4-diClPh SO _Two Single bond 76 2-4077 Position 52 3,4-diClPh SO _Two Single bond 77 2-4078 52 52 3,4-diClPh SO _Two Single bond position 78 2-4079 position 52 3,4-diClPh SO _Two Single bond position 79 2-4080 position 52 3,4-diClPh SO _Two Single bond Position 80 2-4081 Position 53 3,4-diClPh SO _Two Single bond Position 1 2-4082 Position 53 3,4-diClPh SO _Two Single bond 2 2-4083 Device 53 3,4-diClPh SO _Two Single bond Position 3 2-4084 Position 53 3,4-diClPh SO _Two Single bond Position 4 2-4085 Position 53 3,4-diClPh SO _Two Single bond position 5 2-4086 position 53 3,4-diClPh SO _Two Single bond Device 6 2-4087 Device 53 3,4-diClPh SO _Two Single bond Position 7 2-4088 Position 53 3,4-diClPh SO _Two Single bond position 8 2-4089 position 53 3,4-diClPh SO _Two Single bond position 9 2-4090 position 53 3,4-diClPh SO _Two Single bond 10 2-4091 Device 53 3,4-diClPh SO _Two Single bond unit 11 2-4092 unit 53 3,4-diClPh SO _Two Single bond 12-24093 Device 53 3,4-diClPh SO _Two Single bond 13 2-4094 Device 53 3,4-diClPh SO _Two Single bond Position 14 2-4095 Position 53 3,4-diClPh SO _Two Single bond position 15 2-4096 position 53 3,4-diClPh SO _Two Single bond 16 2-4097 Position 53 3,4-diClPh SO _Two Single bond 17 2-4098 Device 53 3,4-diClPh SO _Two Single bond 18 2-4099 Device 53 3,4-diClPh SO _Two Single bond Position 19 2-4100 Position 53 3,4-diClPh SO _Two Single bond Position 20 2-4101 Position 53 3,4-diClPh SO _Two Single bond Device 21 2-4102 Device 53 3,4-diClPh SO _Two Single bond Device 22 2-4103 Device 53 3,4-diClPh SO _Two Single bond 23 23 104 3 53 3,4-diClPh SO _Two Single bond unit 24 2-4105 unit 53 3,4-diClPh SO _Two Single bond 25 2-4106 53 5 3,4-diClPh SO _Two Single bond 26 2-4107 53 5 3,4-diClPh SO _Two Single bond Position 27 2-4108 Position 53 3,4-diClPh SO _Two Single bond Position 28 2-4109 Position 53 3,4-diClPh SO _Two Single bond 29 2-4110 5 3 3,4-diClPh SO _Two Single bond Position 30 2-4111 Position 53 3,4-diClPh SO _Two Single bond Position 31 2-4112 Position 53 3,4-diClPh SO _Two Single bond Position 32 2-4113 Position 53 3,4-diClPh SO _Two Single bond Position 65 2-4114 Position 53 3,4-diClPh SO _Two Single bond 66 2-4115 53 53,4-diClPh SO _Two Single bond Position 67 2-4116 Position 53 3,4-diClPh SO _Two Single bond 68-2417 117 53 3,4-diClPh SO _Two Single bond 69 2-4118 53 53-diClPh SO _Two Single bond Position 70 2-4119 Position 53 3,4-diClPh SO _Two Single bond Position 71 2-4120 Position 53 3,4-diClPh SO _Two Single bond Position 72 2-4121 Position 53 3,4-diClPh SO _Two Single bond Position 73 2-4122 Position 53 3,4-diClPh SO _Two Single bond unit 74 2-4123 unit 53 3,4-diClPh SO _Two Single bond 75 2-4124 53 53-diClPh SO _Two Single bond position 76 2-4125 position 53 3,4-diClPh SO _Two Single bond, 77 2-4126, 53 53,4-diClPh SO _Two Single bond position 78 2-4127 position 53 3,4-diClPh SO _Two Single bond position 79 2-4128 position 53 3,4-diClPh SO _Two Single bond 80 ──────────────────────────────────── Compound number R ¹ R ^Two ABZ 2-4129 Place 54 3,4-diClPh SO _Two Single bond Position 1 2-4130 Position 54 3,4-diClPh SO _Two Single bond Position 2 2-4131 Position 54 3,4-diClPh SO _Two Single bond Position 3 2-4132 Position 54 3,4-diClPh SO _Two Single bond position 4 2-4133 position 54 3,4-diClPh SO _Two Single bond device 5 2-4134 device 54 3,4-diClPh SO _Two Single bond position 6 2-4135 position 54 3,4-diClPh SO _Two Single bond Position 7 2-4136 Position 54 3,4-diClPh SO _Two Single bond position 8 2-4137 position 54 3,4-diClPh SO _Two Single bond position 9 2-4138 position 54 3,4-diClPh SO _Two Single bond 10 2-4139 5 54 3,4-diClPh SO _Two Single bond 11 2-4140 5 54 3,4-diClPh SO _Two Single bond 122-4141 54 3,4-diClPh SO _Two Single bond 13 2-4142 5 54 3,4-diClPh SO _Two Single bond Position 14 2-4143 Position 54 3,4-diClPh SO _Two Single bond Position 2-4144 Position 54 3,4-diClPh SO _Two Single bond 16 2-4145 Position 54 3,4-diClPh SO _Two Single bond 17 2-4146 5 54 3,4-diClPh SO _Two Single bond 18 2-4147 Device 54 3,4-diClPh SO _Two Single bond Position 19 2-4148 Position 54 3,4-diClPh SO _Two Single bond Position 20 2-4149 Position 54 3,4-diClPh SO _Two Single bond Position 21 2-4150 Position 54 3,4-diClPh SO _Two Single bond Device 22 2-4151 Device 54 3,4-diClPh SO _Two Single bond 23 2-4152 54 3,4-diClPh SO _Two Single bond 24 24-4153 54 3,4-diClPh SO _Two Single bond 25-25415, 54 3,4-diClPh SO _Two Single bond 26-241555 54 3,4-diClPh SO _Two Single bond position 27 2-4156 position 54 3,4-diClPh SO _Two Single bond 28 2-4157 4 54 3,4-diClPh SO _Two Single bond 29 2-4158 Device 54 3,4-diClPh SO _Two Single bond 30 2-4159 Device 54 3,4-diClPh SO _Two Single bond 31 2-4160 54 3,4-diClPh SO _Two Single bond 32 2-4161 5 54 3,4-diClPh SO _Two Single bond 65-2 4162 Position 54 3,4-diClPh SO _Two Single bond position 66 2-4163 position 54 3,4-diClPh SO _Two Single bond position 67 2-4164 position 54 3,4-diClPh SO _Two Single bond position 68 2-4165 position 54 3,4-diClPh SO _Two Single bond position 69 2-4166 position 54 3,4-diClPh SO _Two Single bond position 70 2-4167 position 54 3,4-diClPh SO _Two Single bond position 71 2-4168 position 54 3,4-diClPh SO _Two Single bond Position 72 2-4169 Position 54 3,4-diClPh SO _Two Single bond Position 73 2-4170 Position 54 3,4-diClPh SO _Two Single bond Position 74 2-4171 Position 54 3,4-diClPh SO _Two Single bond, 75 2-4172, 54 3,4-diClPh SO _Two Single bond position 76 2-4173 position 54 3,4-diClPh SO _Two Single bond 77 2-4174 Device 54 3,4-diClPh SO _Two Single bond position 78 2-4175 position 54 3,4-diClPh SO _Two Single bond position 79 2-4176 position 54 3,4-diClPh SO _Two Single bond device 80 2-4177 device 55 3,4-diClPh SO _Two Single bond Position 1 2-4178 Position 55 3,4-diClPh SO _Two Single bond Position 2 2-4179 Position 55 3,4-diClPh SO _Two Single bond device 3 2-4180 device 55 3,4-diClPh SO _Two Single bond Position 4 2-4181 Position 55 3,4-diClPh SO _Two Single bond position 5 2-4182 position 55 3,4-diClPh SO _Two Single bond position 6 2-4183 position 55 3,4-diClPh SO _Two Single bond position 7 2-4184 position 55 3,4-diClPh SO _Two Single bond position 8 2-4185 position 55 3,4-diClPh SO _Two Single bond position 9 2-4186 position 55 3,4-diClPh SO _Two Single bond 10 2-4187 Device 55 3,4-diClPh SO _Two Single bond 11-2-4188 Device 55 3,4-diClPh SO _Two Single bond 12 2-4189 3 55 3,4-diClPh SO _Two Single bond 13 2-4190 5 55 3,4-diClPh SO _Two Single bond Position 14 2-4191 Position 55 3,4-diClPh SO _Two Single bond 15 2-4192 3 55 3,4-diClPh SO _Two Single bond 16 2-4193 3 55 3,4-diClPh SO _Two Single bond 17 2-4194 3 55 3,4-diClPh SO _Two Single bond 18 2-4195 5 55 3,4-diClPh SO _Two Single bond Position 19 2-4196 Position 55 3,4-diClPh SO _Two Single bond Position 20 2-4197 Position 55 3,4-diClPh SO _Two Single bond 21 2-4198 5 55 3,4-diClPh SO _Two Single bond 22 22199 19 55 3,4-diClPh SO _Two Single bond 23 2-4200 55 3,4-diClPh SO _Two Single bond 24 24-420 1 55 3,4-diClPh SO _Two Single bond 25 2-4202 55 3,4-diClPh SO _Two Single bond 26 2-4203 55 55 3,4-diClPh SO _Two Single bond 27 2-4204 55 3,4-diClPh SO _Two Single bond 28 2-4205 55 55 3,4-diClPh SO _Two Single bond 29 2-4206 55 55 3,4-diClPh SO _Two Single bond 30 2-4207 Device 55 3,4-diClPh SO _Two Single bond 31-2-4208 55 3,4-diClPh SO _Two Single bond Position 32 2-4209 Position 55 3,4-diClPh SO _Two Single bond 65 2-4210 55 3,4-diClPh SO _Two Single bond unit 66 2-4211 unit 55 3,4-diClPh SO _Two Single bond 67 2-4212 3 55 3,4-diClPh SO _Two Single bond 68 2-4213 55 55 3,4-diClPh SO _Two Single bond Oxygen 69 2-4214 Oxygen 55 3,4-diClPh SO _Two Single bond position 70 2-4215 position 55 3,4-diClPh SO _Two Single bond position 71 2-4216 position 55 3,4-diClPh SO _Two Single bond Position 72 2-4217 Position 55 3,4-diClPh SO _Two Single bond Position 73 2-4218 Position 55 3,4-diClPh SO _Two Single bond Position 74 2-4219 Position 55 3,4-diClPh SO _Two Single bond Device 75 2-4220 Device 55 3,4-diClPh SO _Two Single bond position 76 2-4221 position 55 3,4-diClPh SO _Two Single bond 772-4222 55 55 3,4-diClPh SO _Two Single bond position 78 2-4223 position 55 3,4-diClPh SO _Two Single bond Position 79 2-4224 Position 55 3,4-diClPh SO _Two Single bond 80-242225 56 3,4-diClPh SO _Two Single bond Position 1 2-4226 Position 56 3,4-diClPh SO _Two Single bond Position 2 2-4227 Position 56 3,4-diClPh SO _Two Single bond device 32-4228 device 56 3,4-diClPh SO _Two Single bond position 4 2-4229 position 56 3,4-diClPh SO _Two Single bond position 5 2-4230 position 56 3,4-diClPh SO _Two Single bond position 6 2-4231 position 56 3,4-diClPh SO _Two Single bond Position 7 2-4232 Position 56 3,4-diClPh SO _Two Single bond position 8 2-4233 position 56 3,4-diClPh SO _Two Single bond position 9 2-4234 position 56 3,4-diClPh SO _Two Single bond 10 2-4235 Device 56 3,4-diClPh SO _Two Single bond Position 11 2-4236 Position 56 3,4-diClPh SO _Two Single bond 12 2-4237 5 6 3,4-diClPh SO _Two Single bond Position 13 2-4238 Position 56 3,4-diClPh SO _Two Single bond Position 24-2239 Position 56 3,4-diClPh SO _Two Single bond 15 2-4240 5 6 3,4-diClPh SO _Two Single bond 16 2-4241 56 3,4-diClPh SO _Two Single bond 17 2-4242 56 3,4-diClPh SO _Two Single bond Position 18 2-4243 Position 56 3,4-diClPh SO _Two Single bond Position 19 2-4244 Position 56 3,4-diClPh SO _Two Single bond Position 20 2-4245 Position 56 3,4-diClPh SO _Two Single bond 21 2-4246 56 3,4-diClPh SO _Two Single bond Position 22 2-4247 Position 56 3,4-diClPh SO _Two Single bond 23 23 42 48 56 3,4-diClPh SO _Two Single bond Position 24 2-4249 Position 56 3,4-diClPh SO _Two Single bond 25 2-4250 56 5 3,4-diClPh SO _Two Single bond 26 2-4251 56 3,4-diClPh SO _Two Single bond unit 27 2-4252 unit 56 3,4-diClPh SO _Two Single bond Position 28 2-4253 Position 56 3,4-diClPh SO _Two Single bond Position 29 2-4254 Position 56 3,4-diClPh SO _Two Single bond 30 2-4255 Device 56 3,4-diClPh SO _Two Single bond Position 31 2-4256 Position 56 3,4-diClPh SO _Two Single bond Position 32 2-4257 Position 56 3,4-diClPh SO _Two Single bond 65-2-4258 Position 56 3,4-diClPh SO _Two Single bond Position 66 2-4259 Position 56 3,4-diClPh SO _Two Single bond Position 67 2-4260 Position 56 3,4-diClPh SO _Two Single bond position 68 2-4261 position 56 3,4-diClPh SO _Two Single bond position 69 2-4262 position 56 3,4-diClPh SO _Two Single bond position 70 2-4263 position 56 3,4-diClPh SO _Two Single bond position 71 2-4264 position 56 3,4-diClPh SO _Two Single bond Position 72 2-4265 Position 56 3,4-diClPh SO _Two Single bond Position 73 2-4266 Position 56 3,4-diClPh SO _Two Single bond position 74 2-4267 position 56 3,4-diClPh SO _Two Single bond, 75 2-4268, 56 3,4-diClPh SO _Two Single bond position 76 2-4269 position 56 3,4-diClPh SO _Two Single bond 77-2-4270 Device 56 3,4-diClPh SO _Two Single bond position 78 2-4271 position 56 3,4-diClPh SO _Two Single bond position 79 2-4272 position 56 3,4-diClPh SO _Two Single bond 80 2-4273 position 57 3,4-diClPh SO _Two Single bond Position 1 2-4274 Position 57 3,4-diClPh SO _Two Single bond Position 2 2-4275 Position 57 3,4-diClPh SO _Two Single bond Position 3 2-4276 Position 57 3,4-diClPh SO _Two Single bond Position 4 2-4277 Position 57 3,4-diClPh SO _Two Single bond position 5 2-4278 position 57 3,4-diClPh SO _Two Single bond position 6 2-4279 position 57 3,4-diClPh SO _Two Single bond device 7 2-4280 device 57 3,4-diClPh SO _Two Single bond position 8 2-4281 position 57 3,4-diClPh SO _Two Single bond position 9 2-4282 position 57 3,4-diClPh SO _Two Single bond 10 2-4283 Device 57 3,4-diClPh SO _Two Single bond 11 2-4284 Device 57 3,4-diClPh SO _Two Single bond 12 2-4285 1 57 3,4-diClPh SO _Two Single bond 13 2-4286 Device 57 3,4-diClPh SO _Two Single bond 14 2-4287 Device 57 3,4-diClPh SO _Two Single bond 15 2-4288 Position 57 3,4-diClPh SO _Two Single bond 16 2-4289 Position 57 3,4-diClPh SO _Two Single bond 17 2-4290 3 57 3,4-diClPh SO _Two Single bond 18 2-4291 1 57 3,4-diClPh SO _Two Single bond Position 19 2-4292 Position 57 3,4-diClPh SO _Two Single bond Position 20 2-4293 Position 57 3,4-diClPh SO _Two Single bond 21 2-4294 57 3,4-diClPh SO _Two Single bond Position 22 2-4295 Position 57 3,4-diClPh SO _Two Single bond 23 23 4296 57 3,4-diClPh SO _Two Single bond Position 24 2-4297 Position 57 3,4-diClPh SO _Two Single bond 25 2-4298 Position 57 3,4-diClPh SO _Two Single bond, 26 2-4299, 57 3,4-diClPh SO _Two Single bond 27 2-4300 57 57 3,4-diClPh SO _Two Single bond 28 2-4301 57 3,4-diClPh SO _Two Single bond 29 2-4302 57 57 3,4-diClPh SO _Two Single bond unit 30 2-4303 unit 57 3,4-diClPh SO _Two Single bond 31 2-4304 Device 57 3,4-diClPh SO _Two Single bond Position 32 2-4305 Position 57 3,4-diClPh SO _Two Single bond 65 2-4306 37 57 3,4-diClPh SO _Two Single bond Position 66 2-4307 Position 57 3,4-diClPh SO _Two Single bond 67 2-4308 Device 57 3,4-diClPh SO _Two Single bond 68 2-4309 57 57 3,4-diClPh SO _Two Single bond position 69 2-4310 position 57 3,4-diClPh SO _Two Single bond 702-4311 Device 57 3,4-diClPh SO _Two Single bond position 71 2-4312 position 57 3,4-diClPh SO _Two Single bond 72 2-4313 1 57 3,4-diClPh SO _Two Single bond Position 73 2-4314 Position 57 3,4-diClPh SO _Two Single bond Position 74 2-4315 Position 57 3,4-diClPh SO _Two Single bond, 75 2-4316, 57 3,4-diClPh SO _Two Single bond position 76 2-4317 position 57 3,4-diClPh SO _Two Single bond 77 2-4318 Device 57 3,4-diClPh SO _Two Single bond device 78 2-4319 device 57 3,4-diClPh SO _Two Single bond position 79 2-4320 position 57 3,4-diClPh SO _Two Single bond position 80 2-4321 position 58 3,4-diClPh SO _Two Single bond position 1 2-4322 position 58 3,4-diClPh SO _Two Single bond position 2 2-4323 position 58 3,4-diClPh SO _Two Single bond position 3 2-4324 position 58 3,4-diClPh SO _Two Single bond position 4 2-4325 position 58 3,4-diClPh SO _Two Single bond position 5 2-4326 position 58 3,4-diClPh SO _Two Single bond position 6 2-4327 position 58 3,4-diClPh SO _Two Single bond position 7 2-4328 position 58 3,4-diClPh SO _Two Single bond position 8 2-4329 position 58 3,4-diClPh SO _Two Single bond position 9 2-4330 position 58 3,4-diClPh SO _Two Single bond 10 2-4331 position 58 3,4-diClPh SO _Two Single bond 11-2433 32 58 3,4-diClPh SO _Two Single bond position 12 2-4333 position 58 3,4-diClPh SO _Two Single bond 13 2-4334 Device 58 3,4-diClPh SO _Two Single bond Position 14 2-4335 Position 58 3,4-diClPh SO _Two Single bond position 15 2-4336 position 58 3,4-diClPh SO _Two Single bond Position 16 2-4337 Position 58 3,4-diClPh SO _Two Single bond 17 2-4338 Device 58 3,4-diClPh SO _Two Single bond position 18 2-4339 position 58 3,4-diClPh SO _Two Single bond position 19 2-4340 position 58 3,4-diClPh SO _Two Single bond Position 20 2-4341 Position 58 3,4-diClPh SO _Two Single bond 21-21434 42 58 3,4-diClPh SO _Two Single bond Position 22 2-4343 Position 58 3,4-diClPh SO _Two Single bond 23 23 44 34 58 3,4-diClPh SO _Two Single bond Position 24 2-4345 Position 58 3,4-diClPh SO _Two Single bond 25 2-4346 5 58 3,4-diClPh SO _Two Single bond unit 26 2-4347 unit 58 3,4-diClPh SO _Two Single bond position 27 2-4348 position 58 3,4-diClPh SO _Two Single bond 28 2-4349 58 58 3,4-diClPh SO _Two Single bond 29 2-4350 58 58 3,4-diClPh SO _Two Single bond position 30 2-4351 position 58 3,4-diClPh SO _Two Single bond 31 2-4352 3 58 3,4-diClPh SO _Two Single bond Position 32 2-4353 Position 58 3,4-diClPh SO _Two Single bond 65 2-4354 Position 58 3,4-diClPh SO _Two Single bond position 66 2-4355 position 58 3,4-diClPh SO _Two Single bond position 67 2-4356 position 58 3,4-diClPh SO _Two Single bond position 68 2-4357 position 58 3,4-diClPh SO _Two Single bond 69 2-4358 Device 58 3,4-diClPh SO _Two Single bond position 70 2-4359 position 58 3,4-diClPh SO _Two Single bond position 71 2-4360 position 58 3,4-diClPh SO _Two Single bond Position 72 2-4361 Position 58 3,4-diClPh SO _Two Single bond Position 73 2-4362 Position 58 3,4-diClPh SO _Two Single bond position 74 2-4363 position 58 3,4-diClPh SO _Two Single bond position 75 2-4364 position 58 3,4-diClPh SO _Two Single bond position 76 2-4365 position 58 3,4-diClPh SO _Two Single bond position 77 2-4366 position 58 3,4-diClPh SO _Two Single bond position 78 2-4367 position 58 3,4-diClPh SO _Two Single bond position 79 2-4368 position 58 3,4-diClPh SO _Two Single bond Position 80 2-4369 Position 59 3,4-diClPh SO _Two Single bond Position 1 2-4370 Position 59 3,4-diClPh SO _Two Single bond unit 2 2-4371 unit 59 3,4-diClPh SO _Two Single bond Position 3 2-4372 Position 59 3,4-diClPh SO _Two Single bond Position 4 2-4373 Position 59 3,4-diClPh SO _Two Single bond position 5 2-4374 position 59 3,4-diClPh SO _Two Single bond 6 2-4375 Position 59 3,4-diClPh SO _Two Single bond position 7 2-4376 position 59 3,4-diClPh SO _Two Single bond position 8 2-4377 position 59 3,4-diClPh SO _Two Single bond position 9 2-4378 position 59 3,4-diClPh SO _Two Single bond 10 2-4379 Device 59 3,4-diClPh SO _Two Single bond 11 2-4380 Device 59 3,4-diClPh SO _Two Single bond position 12 2-4381 position 59 3,4-diClPh SO _Two Single bond 13 2-4382 Device 59 3,4-diClPh SO _Two Single bond position 14 2-4383 position 59 3,4-diClPh SO _Two Single bond 15 2-4384 Position 59 3,4-diClPh SO _Two Single bond 16 2-4385 Position 59 3,4-diClPh SO _Two Single bond 17 2-4386 1 59 3,4-diClPh SO _Two Single bond 18 2-4387 Position 59 3,4-diClPh SO _Two Single bond 19 2-4388 Device 59 3,4-diClPh SO _Two Single bond Position 20 2-4389 Position 59 3,4-diClPh SO _Two Single bond 21 2-4390 Device 59 3,4-diClPh SO _Two Single bond 22 22391 3 59 3,4-diClPh SO _Two Single bond 23 23 4392 59 59 3,4-diClPh SO _Two Single bond 24 24-3933 59 3,4-diClPh SO _Two Single bond, 25 2-4394, 59 3,4-diClPh SO _Two Single bond, 26 2-4395, 59 3,4-diClPh SO _Two Single bond position 27 2-4396 position 59 3,4-diClPh SO _Two Single bond 28 2-4397 Device 59 3,4-diClPh SO _Two Single bond 29 2-4398 Device 59 3,4-diClPh SO _Two Single bond Position 30 2-4399 Position 59 3,4-diClPh SO _Two Single bond 31 2-4400 59 3,4-diClPh SO _Two Single bond 32 2-4401 Position 59 3,4-diClPh SO _Two Single bond 65 2-4402 59 3,4-diClPh SO _Two Single bond Position 66 2-4403 Position 59 3,4-diClPh SO _Two Single bond unit 67 2-4404 unit 59 3,4-diClPh SO _Two Single bond device 68 2-4405 device 59 3,4-diClPh SO _Two Single bond 69 2-4406 59 3,4-diClPh SO _Two Single bond position 70 2-4407 position 59 3,4-diClPh SO _Two Single bond position 71 2-4408 position 59 3,4-diClPh SO _Two Single bond 72 72-4409 59 3,4-diClPh SO _Two Single bond Position 73 2-4410 Position 59 3,4-diClPh SO _Two Single bond 74 2-4411 59 3,4-diClPh SO _Two Single bond 75 2-4412 59 3,4-diClPh SO _Two Single bond position 76 2-4413 position 59 3,4-diClPh SO _Two Single bond device 77 2-4414 device 59 3,4-diClPh SO _Two Single bond position 78 2-4415 position 59 3,4-diClPh SO _Two Single bond position 79 2-4416 position 59 3,4-diClPh SO _Two Single bond 80 2-4417 Device 82 3,4-diClPh SO _Two Single bond Position 1 2-4418 Position 82 3,4-diClPh SO _Two Single bond position 2 2-4419 position 82 3,4-diClPh SO _Two Single bond Position 3 2-4420 Position 82 3,4-diClPh SO _Two Single bond position 4 2-4421 position 82 3,4-diClPh SO _Two Single bond position 5 2-4422 position 82 3,4-diClPh SO _Two Single bond position 6 2-4423 position 82 3,4-diClPh SO _Two Single bond position 7 2-4424 position 82 3,4-diClPh SO _Two Single bond position 8 2-4425 position 82 3,4-diClPh SO _Two Single bond position 9 2-4426 position 82 3,4-diClPh SO _Two Single bond 10 2-4427 Device 82 3,4-diClPh SO _Two Single bond 11 2-4428 Device 82 3,4-diClPh SO _Two Single bond 122-4429 Device 82 3,4-diClPh SO _Two Single bond 13 2-4430 Device 82 3,4-diClPh SO _Two Single bond 142-4431 Device 82 3,4-diClPh SO _Two Single bond position 15 2-4432 position 82 3,4-diClPh SO _Two Single bond 16 2-4433 Device 82 3,4-diClPh SO _Two Single bond 17 2-4434 Device 82 3,4-diClPh SO _Two Single bond 18 2-4435 Device 82 3,4-diClPh SO _Two Single bond Position 19 2-4436 Position 82 3,4-diClPh SO _Two Single bond 20 2-4437 Device 82 3,4-diClPh SO _Two Single bond 21 2-4438 Device 82 3,4-diClPh SO _Two Single bond 22 2-4439 Device 82 3,4-diClPh SO _Two Single bond 23 2-4440 Device 82 3,4-diClPh SO _Two Single bond 24 24-441 4 82 3,4-diClPh SO _Two Single bond 25 2-4442 82 3,4-diClPh SO _Two Single bond 26 2-4443 82 3,4-diClPh SO _Two Single bond 27 2-44444 82 3,4-diClPh SO _Two Single bond 28 2-4445 Device 82 3,4-diClPh SO _Two Single bond O2 29-4446 O2 3,4-diClPh SO _Two Single bond 30 2-4447 Device 82 3,4-diClPh SO _Two Single bond unit 31 2-4448 unit 82 3,4-diClPh SO _Two Single bond Position 32 2-4449 Position 82 3,4-diClPh SO _Two Single bond 65 2-4450 Position 82 3,4-diClPh SO _Two Single bond 66 2-4451 Position 82 3,4-diClPh SO _Two Single bond 67 2-4452 Device 82 3,4-diClPh SO _Two Single bond 68 2-4453 82 3,4-diClPh SO _Two Single bond position 69 2-4454 position 82 3,4-diClPh SO _Two Single bond 70 2-4455 Device 82 3,4-diClPh SO _Two Single bond Position 71 2-4456 Position 82 3,4-diClPh SO _Two Single bond Position 72 2-4457 Position 82 3,4-diClPh SO _Two Single bond Position 73 2-4458 Position 82 3,4-diClPh SO _Two Single bond position 74 2-4459 position 82 3,4-diClPh SO _Two Single bond, 75 2-4460, 82 3,4-diClPh SO _Two Single bond position 76 2-4461 position 82 3,4-diClPh SO _Two Single bond 77 2-4462 2 82 3,4-diClPh SO _Two Single bond position 78 2-4463 position 82 3,4-diClPh SO _Two Single bond position 79 2-4464 position 82 3,4-diClPh SO _Two Single bond 80 2-4465 Device 83 3,4-diClPh SO _Two Single bond Position 1 2-4466 Position 83 3,4-diClPh SO _Two Single bond position 2 2-4467 position 83 3,4-diClPh SO _Two Single bond Position 3 2-4468 Position 83 3,4-diClPh SO _Two Single bond position 4 2-4469 position 83 3,4-diClPh SO _Two Single bond position 5 2-4470 position 83 3,4-diClPh SO _Two Single bond position 6 2-4471 position 83 3,4-diClPh SO _Two Single bond position 7 2-4472 position 83 3,4-diClPh SO _Two Single bond position 8 2-4473 position 83 3,4-diClPh SO _Two Single bond position 9 2-4474 position 83 3,4-diClPh SO _Two Single bond 10 2-4475 Device 83 3,4-diClPh SO _Two Single bond 11 2-4476 Device 83 3,4-diClPh SO _Two Single bond 12 2-4477 Device 83 3,4-diClPh SO _Two Single bond 13 2-4478 Device 83 3,4-diClPh SO _Two Single bond position 14 2-4479 position 83 3,4-diClPh SO _Two Single bond position 15 2-4480 position 83 3,4-diClPh SO _Two Single bond 162-4481 Position 83 3,4-diClPh SO _Two Single bond 17 2-4482 Device 83 3,4-diClPh SO _Two Single bond 18 2-4483 Device 83 3,4-diClPh SO _Two Single bond Position 19 2-4484 Position 83 3,4-diClPh SO _Two Single bond 20 2-4485 Device 83 3,4-diClPh SO _Two Single bond 21 2-4486 Device 83 3,4-diClPh SO _Two Single bond 22 2-4487 Device 83 3,4-diClPh SO _Two Single bond 23 23-4488 Device 83 3,4-diClPh SO _Two Single bond 24 2-4489 Position 83 3,4-diClPh SO _Two Single bond O2 2-4490 O3 3,4-diClPh SO _Two Single bond, 26 2-4491, 83 3,4-diClPh SO _Two Single bond, 27 2-4492, 83 3,4-diClPh SO _Two Single bond 28 2-4493 Device 83 3,4-diClPh SO _Two Single bond 29 2-4494 Device 83 3,4-diClPh SO _Two Single bond 30 2-4495 Device 83 3,4-diClPh SO _Two Single bond device 31 2-4496 device 83 3,4-diClPh SO _Two Single bond Position 32 2-4497 Position 83 3,4-diClPh SO _Two Single bond 65 2-4498 Position 83 3,4-diClPh SO _Two Single bond Position 66 2-4499 Position 83 3,4-diClPh SO _Two Single bond, 67 2-4500, 83 3,4-diClPh SO _Two Single bond 68-24501 Device 83 3,4-diClPh SO _Two Single bond 69 2-4502 Device 83 3,4-diClPh SO _Two Single bond 70 2-4503 Device 83 3,4-diClPh SO _Two Single bond position 71 2-4504 position 83 3,4-diClPh SO _Two Single bond Position 72 2-4505 Position 83 3,4-diClPh SO _Two Single bond Position 73 2-4506 Position 83 3,4-diClPh SO _Two Single bond position 74 2-4507 position 83 3,4-diClPh SO _Two Single bond position 75 2-4508 position 83 3,4-diClPh SO _Two Single bond position 76 2-4509 position 83 3,4-diClPh SO _Two Single bond 772-4510 Device 83 3,4-diClPh SO _Two Single bond position 78 2-4511 position 83 3,4-diClPh SO _Two Single bond position 79 2-4512 position 83 3,4-diClPh SO _Two Single bond Position 80 2-4513 Position 61 3,4-diClPh SO _Two Single bond Position 1 2-4514 Position 61 3,4-diClPh SO _Two Single bond 2 2-4515 1 61 3,4-diClPh SO _Two Single bond Position 3 2-4516 Position 61 3,4-diClPh SO _Two Single bond Position 4 2-4517 Position 61 3,4-diClPh SO _Two Single bond position 5 2-4518 position 61 3,4-diClPh SO _Two Single bond 6 2-4519 Device 61 3,4-diClPh SO _Two Single bond position 7 2-4520 position 61 3,4-diClPh SO _Two Single bond position 8 2-4521 position 61 3,4-diClPh SO _Two Single bond Position 9 2-4522 Position 61 3,4-diClPh SO _Two Single bond 10 2-4523 Device 61 3,4-diClPh SO _Two Single bond 11 2-4524 Device 61 3,4-diClPh SO _Two Single bond 122-4525 Device 61 3,4-diClPh SO _Two Single bond 13 2-4526 Device 61 3,4-diClPh SO _Two Single bond position 14 2-4527 position 61 3,4-diClPh SO _Two Single bond Position 15 2-4528 Position 61 3,4-diClPh SO _Two Single bond 16 2-4529 16 1 3,4-diClPh SO _Two Single bond 17 2-4530 Device 61 3,4-diClPh SO _Two Single bond 18 2-4531 Device 61 3,4-diClPh SO _Two Single bond Position 19 2-4532 Position 61 3,4-diClPh SO _Two Single bond unit 20 2-4533 unit 61 3,4-diClPh SO _Two Single bond 21 2-4534 6 1 3,4-diClPh SO _Two Single bond Position 22 2-4535 Position 61 3,4-diClPh SO _Two Single bond 23 2-4536 Device 61 3,4-diClPh SO _Two Single bond 24 24-4537 position 61 3,4-diClPh SO _Two Single bond 25 2-4538 Device 61 3,4-diClPh SO _Two Single bond 26 2-4539 Device 61 3,4-diClPh SO _Two Single bond 27 27-4540 61 3,4-diClPh SO _Two Single bond 28 2-4541 61 3,4-diClPh SO _Two Single bond 292-4542 61 3,4-diClPh SO _Two Single bond 30 2-4543 Device 61 3,4-diClPh SO _Two Single bond 31 2-4544 Device 61 3,4-diClPh SO _Two Single bond 32 2-4545 Device 61 3,4-diClPh SO _Two Single bond 65-2-4546 Device 61 3,4-diClPh SO _Two Single bond position 66 2-4547 position 61 3,4-diClPh SO _Two Single bond 67 2-4548 Device 61 3,4-diClPh SO _Two Single bond position 68 2-4549 position 61 3,4-diClPh SO _Two Single bond 69 2-4550 61 3,4-diClPh SO _Two Single bond 70 2-4551 Device 61 3,4-diClPh SO _Two Single bond position 71 2-4552 position 61 3,4-diClPh SO _Two Single bond Position 72 2-4553 Position 61 3,4-diClPh SO _Two Single bond position 73 2-4554 position 61 3,4-diClPh SO _Two Single bond position 74 2-4555 position 61 3,4-diClPh SO _Two Single bond 75 2-4556 Device 61 3,4-diClPh SO _Two Single bond unit 76 2-4557 unit 61 3,4-diClPh SO _Two Single bond 772-4558 Device 61 3,4-diClPh SO _Two Single bond position 78 2-4559 position 61 3,4-diClPh SO _Two Single bond position 79 2-4560 position 61 3,4-diClPh SO _Two Single bond 80 2-4561 Device 60 3,4-diClPh SO _Two Single bond Position 1 2-4562 Position 60 3,4-diClPh SO _Two Single bond Position 2 2-4563 Position 60 3,4-diClPh SO _Two Single bond Position 3 2-4564 Position 60 3,4-diClPh SO _Two Single bond Position 4 2-4565 Position 60 3,4-diClPh SO _Two Single bond device 5 2-4566 device 60 3,4-diClPh SO _Two Single bond position 6 2-4567 position 60 3,4-diClPh SO _Two Single bond position 7 2-4568 position 60 3,4-diClPh SO _Two Single bond position 8 2-4569 position 60 3,4-diClPh SO _Two Single bond position 9 2-4570 position 60 3,4-diClPh SO _Two Single bond 10 2-4571 1 60 3,4-diClPh SO _Two Single bond 11 2-4572 Device 60 3,4-diClPh SO _Two Single bond 12 24-4573 60 3,4-diClPh SO _Two Single bond 13 2-4574 Device 60 3,4-diClPh SO _Two Single bond 14 2-4575 Device 60 3,4-diClPh SO _Two Single bond 15 2-4576 Device 60 3,4-diClPh SO _Two Single bond 16 2-4577 Device 60 3,4-diClPh SO _Two Single bond 17 2-4578 Device 60 3,4-diClPh SO _Two Single bond 18 2-4579 Device 60 3,4-diClPh SO _Two Single bond Position 19 2-4580 Position 60 3,4-diClPh SO _Two Single bond Device 20 2-4581 Device 60 3,4-diClPh SO _Two Single bond 21 2-4582 Device 60 3,4-diClPh SO _Two Single bond Device 22 2-4583 Device 60 3,4-diClPh SO _Two Single bond 23 23-4584 60 60 3,4-diClPh SO _Two Single bond Device 24 2-4585 Device 60 3,4-diClPh SO _Two Single bond 25 2586 5 60 3,4-diClPh SO _Two Single bond 26 2-4587 Device 60 3,4-diClPh SO _Two Single bond 27 2-4588 60 3,4-diClPh SO _Two Single bond 282-4589 Device 60 3,4-diClPh SO _Two Single bond 29 2-4590 Device 60 3,4-diClPh SO _Two Single bond 30 2-4591 Device 60 3,4-diClPh SO _Two Single bond 31 2-4592 Device 60 3,4-diClPh SO _Two Single bond 32 2-4593 60 60 3,4-diClPh SO _Two Single bond 65 2-4594 Device 60 3,4-diClPh SO _Two Single bond position 66 2-4595 position 60 3,4-diClPh SO _Two Single bond Position 67 2-4596 Position 60 3,4-diClPh SO _Two Single bond Position 68 2-4597 Position 60 3,4-diClPh SO _Two Single bond Position 69 2-4598 Position 60 3,4-diClPh SO _Two Single bond position 70 2-4599 position 60 3,4-diClPh SO _Two Single bond Position 71 2-4600 Position 60 3,4-diClPh SO _Two Single bond Position 72 2-4601 Position 60 3,4-diClPh SO _Two Single bond Position 73 2-4602 Position 60 3,4-diClPh SO _Two Single bond Position 74 2-4603 Position 60 3,4-diClPh SO _Two Single bond unit 75 2-4604 unit 60 3,4-diClPh SO _Two Single bond Position 76 2-4605 Position 60 3,4-diClPh SO _Two Single bond 77 2-4606 Device 60 3,4-diClPh SO _Two Single bond 78 2-4607 Device 60 3,4-diClPh SO _Two Single bond Position 79 2-4608 Position 60 3,4-diClPh SO _Two Single bond position 80 中 In the table, “Me” is methyl, “ iPr is isopropyl, A
"c" indicates acetyl, and "Ph" indicates a phenyl group.

Among the compounds shown in Table 1 above, preferred compounds are Compound Nos. 1-1025 to 1
The compound of -1536 and the compound number 1-4097 can be mentioned. Further, as preferable compounds, compounds No. 1-1089 to No. 1-1120, No. 1-1217 to No. 1-128
0, Compound Nos. 1-1313 to 1
-1344 compound, compound number 1-1505 to compound number 1-1536, and compound number 1-1409
7 can be mentioned. The most preferred compound is
Compound Nos. 1-1089 to 1-120, Compound Nos. 1-1313 to 1-1
Compound 344 and compound No. 1-4097 can be mentioned.

Among the compounds shown in Table 2 above, preferred compounds are Compound Nos. 2-1537 to 2
Compound No. 1728, Compound No. 2-1825 to Compound No. 2-1920, Compound No. 2-1969
To compound No. 2-2016, compound No. 2-
2113 to compound No. 2-2160, and
The compound of compound number 2-2257 thru | or the compound number 2-2352 can be mentioned. Further, as preferable compounds, compound number 2-1825 to compound number 2-1
Compound No. 920, compound No. 2-1969 to compound No. 2-2016, and compound No. 2-225
7 to compound No. 2-2352 can be mentioned. The most preferable compound is Compound No. 2-1.
969 to the compound number 2-2016 can be mentioned.

[0359] Hereinafter, a specific description will be given with reference to reference examples.

[0360]

Reference Example 1 N-tert-butoxycarbonyl-4-phenylpiperidi
4-carboxylic acid dimethylamide N-tert-butoxycarbonyl-4-phenylpiperidine-4-carboxylic acid 1.0 g (3.27 mmol)
Dissolved in 20 ml of anhydrous methylene chloride, WSC (water-soluble carbodiimide: 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide.hydrochloride) 690 mg (3.
6 mmol), HOBT (1-hydroxybenzotriazole) 490 mg (3.6 mmol) and diisopropylethylamine 1.3 ml (7.53 mmol),
Dimethylamine hydrochloride 295 mg (3.93 mmol)
Was added, and the mixture was stirred under a nitrogen atmosphere at room temperature for 15 hours.
The reaction solution was diluted with methylene chloride, washed with water and saturated saline, and dried over sodium sulfate. After the solvent was concentrated under reduced pressure, the residue was subjected to silica gel chromatography (developing solvent;
Purification with ethyl acetate: n-hexane = 10: 1 to 7: 1) was performed to obtain 925 mg of the target compound as white crystals.
(85%) was obtained. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δppm: 7.34 (2H, dt, J = 6.7,1.9Hz), 7.26-7.21 (3H, m),
3.96 (2H, br.s), 3.21 (2H, br.s), 2.85 (3H, br.s), 2.60 (3H,
br.s), 2.31 (2H, d, J = 12.05Hz), 1.87 (2H, br.s), 1.45 (9H,
s) Mass spectrum m / z 332 (M ⁺ )

[0361]

[Reference Example 2] 4-phenylpiperidine-4-carboxylic acid dimethylamido
900 mg (2.7 mmol) of the amide compound synthesized in the dehydrochloric acid salt [Reference Example 1] was dissolved in 10 ml of ethyl acetate, 5 ml of 4N dioxane hydrochloride was added under ice cooling, and the mixture was stirred at 0 ° C for 1 hour. . The precipitated crystals were collected by filtration to give the desired compound as white crystals, 690 mg (95%). Nuclear magnetic resonance spectrum (400MHz, DMSO-d
₆ ) δppm: 9.02 (1H, br.s), 7.43 (2H, t, J = 7.6Hz),
7.31 (1H, d, J = 7.2Hz), 7.23 (2H, d, J = 7.1Hz), 3.25 (2H, d, J =
13.1Hz), 3.03 (2H, t, J = 12.1Hz), 2.79 (3H, br.s), 2.54 (3H,
br.s), 2.37 (2H, d, J = 12.9Hz), 2.11 (2H, dt, J = 13.4,3.3Hz) Mass spec m / z 232 (free body M ⁺ )

[0362]

Reference Example 3 Spiro [benzo [c] thiophene-1 (3H), 4'-
Piperidine] hydrochloride

[0363]

Reference Example 3 (a) 1'-Cyanospiro [benzo [c] thiophene-1 (3
H), 4'-piperidine] bromine cyanide 2.34 g (22.1 mmol) was dissolved in 20 ml of anhydrous chloroform and refluxed under the conditions of J. Org. Chem., 4
Vol. 1, 2628 (1976), 1'-methyl-spiro [benzo [c] thiophene-1 (3H), 4'-piperidine] 2.2 g (10 mmol) anhydrous synthesized according to the method described therein. Chloroform solution under nitrogen atmosphere, 2
It was added dropwise over 0 minutes. After refluxing for 9 hours, the mixture was cooled and poured into ice-cooled 1N hydrochloric acid water, and then the chloroform layer was washed with water and dried over anhydrous sodium sulfate. Solvent
The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent: ethyl acetate: n-hexane = 1: 9) to obtain 1.3 g (56%) of the target compound as white crystals. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δppm: 7.38-7.27 (3H, m), 7.21 (1H, dd, J = 1.9,6.4Hz), 4.
20 (2H, s), 3.51 (2H, m), 3.37 (2H, dt, J = 2.2,12.9Hz), 2.29
(2H, dt, J = 4.6,12.9Hz), 1.91 (2H, m) Mass spectrum: 231 ((M + H) ⁺ )

[0364]

[Reference Example 3 (b)] 1'-tert-butoxycarbonylspiro [benzo [c]
Thiophene-1 (3H), 4′-piperidine] 1′-cyanospiro [benzo [c] thiophen-1 (3H), 4′-piperidine] synthesized in Reference Example 3 (a)
1.3 g (5.64 mmol) was dissolved in 20% aqueous hydrochloric acid and refluxed for 20 hours. After the reaction solution was cooled and washed with ethyl acetate, the aqueous layer was made alkaline with 10% aqueous sodium hydroxide and extracted three times with chloroform. After the solvent was distilled off under reduced pressure, the residue was dissolved in anhydrous methylene chloride, 1.15 ml (8.18 mmol) of triethylamine was added, and 1.45 g of di-tert-butyl dicarbonate (6.
64 mmol) was added, and the mixture was stirred at room temperature for 2 hours. The reaction solution was diluted with methylene chloride and washed successively with water and saturated saline. After the organic layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: ethyl acetate: n-hexane = 3: 97) to obtain 1.65 of the target compound as white crystals.
g (96%) was obtained. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δppm: 7.28-7.24 (3H, m), 7.17-7.15 (1H, m), 4.23 (2H, b
rs), 4.19 (2H, s), 3.02 (2H, br.s), 2.07 (2H, dt, J = 4.4,13H
z), 1.88 (2H, m), 1.49 (9H, s) Mass spectrum: 305 (M ⁺ )

[0365]

[Reference Example 3 (c)] Spiro [benzo [c] thiophene-1 (3H), 4'-
Piperidine] hydrochloride 1′-tert-butoxycarbonylspiro [benzo [c] thiophene-1 (3H), synthesized in Reference Example 3 (b),
4'-piperidine] 150 mg (0.49 mmol)
The product was dissolved in anhydrous methylene chloride (3 ml), 4N hydrochloric acid-dioxane (1 ml) was added, and the mixture was stirred at room temperature for 1 hr, and the precipitated crystals were collected by filtration to give the target compound as white crystals (108 mg, 91).
%) Was obtained. Nuclear magnetic resonance spectrum (400MHz, DMSO-d
₆ ) δppm: 9.77 (2H, br.s), 7.37-7.25 (4H, m), 4.24 (2
H, s), 3.67 (2H, d, J = 12.6Hz), 3.26 (2H, dt, J = 12.6,2.5Hz),
2.74 (2H, dt, J = 3.8,14.0Hz), 2.09 (2H, d, J = 14.0Hz) Mass spectrum: 206 ((M + H) ⁺ ) (free body)

[0366]

Reference Example 4 Spiro [benzo [c] thiophene-1 (3H), 4'-
Piperidine] -2-oxide hydrochloride

[0367]

[Reference Example 4 (a)] 1'-tert-butoxycarbonylspiro [benzo [c]
Thiophene-1 (3H), 4'-piperidine-2-Oki
1′-tert-butoxycarbonylspiro [benzo [c] thiophene-1 (3H), synthesized in Sid Reference Example 3 (b),
4'-piperidine] 485 mg (1.59 mmol)
Dissolve in 5 ml of anhydrous methylene chloride and add sodium bicarbonate 1
48 mg (1.76 mmol) was added. Under ice cooling, 325 mg (1.88 mmol, 85% content) of metachloroperbenzoic acid was added. After stirring for 30 minutes with ice cooling, the mixture was diluted with methylene chloride and washed successively with water and saturated saline. After drying over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure, and the residue was subjected to thin layer chromatography (developing solvent:
Purification with ethyl acetate: n-hexane = 2: 1) gave 498 mg (98%) of the target compound as white crystals. Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δppm: 7.37-7.32 (3H, m), 7.25-7.23 (1H, m), 4.37 (1H, d,
J = 16.7Hz), 4.13 (2H, br.s), 4.05 (2H, d, J = 16.7Hz), 3.21 (2
H, br.s), 2.43 (1H, m), 2.21 (1H, m), 1.70 (1H, m), 1.61 (1H,
m), 1.50 (9H, s) mass spectrum: 322 ((M + H) ⁺ )

[0368]

[Reference Example 4 (b)] Spiro [benzo [c] thiophene-1 (3H), 4'-
Piperidine] -2-oxide hydrochloride 1′-tert-butoxycarbonylspiro [benzo [c] thiophene-1 (3H), synthesized in Reference Example 4 (a),
4'-piperidine] -2-oxide 295 mg (0.92
Mmol) in 3 ml of methylene chloride, and under ice cooling, 4
1 ml of normal hydrochloric acid-dioxane was added. Under ice cooling for 1 hour,
After stirring, the precipitated crystals were collected by filtration to obtain 173 mg (75%) of the target compound as white crystals. Nuclear magnetic resonance spectrum (400MHz, DMSO-d
₆ ) δppm: 9.13 (2H, br.s), 7.44-7.36 (3H, m), 7.33-
7.31 (1H, m), 4.66 (1H, d, J = 17Hz), 4.08 (1H, d, J = 17Hz), 3.4
9-3.37 (2H, m), 3.15-3.00 (2H, m), 2.66-2.57 (1H, m), 2.27-
2.23 (1H, m), 2.18-2.10 (1H, m), 1.97-1.93 (1H, m) Mass spectrum: 222 ((M + H) ⁺ ) (free form)

[0369]

Reference Example 5 Spiro [benzo [c] thiophene-1 (3H), 4'-
Piperidine] -2-oxide

[0370]

[Reference Example 5 (a)] 1'-tert-butoxycarbonyl-spiro [benzo
[C] Thiophene-1 (3H), 4′-piperidine] 81.0 g (0.40 mol) of 2-bromobenzylthiol was dissolved in 800 ml of tetrahydrofuran, and -7
At 8 ° C., 516 ml (0.84 mol) of n-butyllithium (1.6 mol, hexane solution) was added dropwise over 6 hours. After stirring at the same temperature for 1.5 hours, 79.5 g of N-tert-butoxycarbonyl-4-piperidone (0.4
A solution of 0 mol of tetrahydrofuran in 800 ml was added dropwise over 3 hours. After stirring for a further 1 hour, a saturated aqueous ammonium chloride solution was added, and then the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, 2 L of 4N sulfuric acid was added to the residue, and the mixture was heated under reflux for 14 hours. Then under ice cooling,
It is made alkaline with 350 g (8.75 mol) of sodium hydroxide, and 102 g of di-tert-butyl dicarbonate.
(0.47 mol) was added and stirred for 1 hour. The mixture was extracted with methylene chloride, the organic layer was washed with saturated saline and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluting solvent; n-hexane: ethyl acetate = 97: 3) to obtain 56 g of the objective compound as white crystals.

131.0-132.5 ° C. (n-hexane-ethyl acetate) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ) δ
ppm: 7.28-7.24 (3H, m), 7.17-7.15 (1H, m), 4.23 (2H, b
r, s), 4.19 (2H, s), 3.02 (2H, br, s), 2.07 (2H, dt, J = 4.4,13H
z), 1.88 (2H, m), 1.49 (9H, s) infrared absorption spectrum ν _max cm ^-1 (KBr): 297
0, 1680, 1428, 1234, 1163 Mass spectrum (FAB) m / z: 306 ((M + H)
⁺ ).

[0372]

[Reference Example 5 (b)] 1'-tert-butoxycarbonyl-spiro [benzo
[C] Thiophene-1 (3H), 4'-piperidine]-
2-Oxide 1′-tert-butoxycarbonyl-spiro [benzo [c] thiophene-1 (3 obtained in Reference Example 5 (a)
H), 4'-piperidine] 42.0 g (0.14 mol)
Was dissolved in 420 ml of chloroform, 12.7 g (0.15 mol) of sodium hydrogen carbonate was added, and the mixture was cooled with ice to give m.
-28.0 g of chloroperbenzoic acid (85% content, 0.14
Mol) was added in small portions. After further stirring for 30 minutes under ice cooling, 10 g of potassium iodide was added, and the mixture was stirred at room temperature for 30 minutes. The extract was washed with water and saturated saline and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent; n-hexane: ethyl acetate = 1: 1) to obtain 42 g of the objective compound as white crystals.

103-107 ° C. (diisopropyl ether) Nuclear magnetic resonance spectrum (400 MHz, CDCl ₃ ) δ
ppm: 7.37-7.32 (3H, m), 7.25-7.23 (1H, m), 4.37 (1H, d,
J = 16.7Hz), 4.13 (2H, br, s), 4.05 (2H, d, J = 16.7Hz), 3.21 (2H
H, br, s), 2.43 (1H, m), 2.21 (1H, m), 1.70 (1H, m), 1.61 (1H, m
m), 1.50 (9H, s) infrared absorption spectrum ν _max cm ^-1 (KBr): 298
5, 1686, 1429, 1368, 1286, 116
7 Mass spectrum (FAB) m / z: 322 ((M + H)
⁺ ).

[0374]

[Reference Example 5 (c)] Spiro [benzo [c] thiophene-1 (3H), 4'-
Piperidine] -2-oxide 1′-tert-butoxycarbonyl-spiro [benzo [c] thiophene-1 (3 obtained in Reference Example 5 (b).
H), 4'-piperidine] -2-oxide 42.0 g
(0.13 mol) was dissolved in 2-propanol (420 ml), and 4N hydrochloric acid dioxane solution (150 m was prepared under ice cooling.
1) was added and stirred for 4 hours. Diethyl ether (20
(0 ml) was added, and the mixture was allowed to stand for 1 hour under ice cooling, the precipitated crystals were collected by filtration, and the obtained crystals were mixed with 5% aqueous sodium hydroxide solution (20 ml).
0 ml). After extraction with methylene chloride, the organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 21.7 g of the objective compound as a white amorphous substance.

[0375]

Reference Example 6 Spiro [benzo [c] thiophene-1 (3H), 4'-
Piperidine] -2,2-dioxide hydrochloride

[0376]

[Reference Example 6 (a)] 1'-tert-butoxycarbonylspiro [benzo [c]
Thiophene-1 (3H), 4'-piperidine] -2,2
-Dioxide 1'-tert-butoxycarbonylspiro [benzo [c] thiophene-1 (3H), synthesized in Reference Example 4 (a),
190 mg of 4'-piperidine] -2-oxide (0.59
Oxone ^™
An aqueous solution of 270 mg (1.77 mmol) in 10 ml was added. After stirring at room temperature for 5 days, the mixture was poured into water and extracted twice with chloroform. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by thin layer chromatography (developing solvent: ethyl acetate: n-hexane = 1: 1) to give 175 mg of the target compound as white crystals.
(88%). Nuclear magnetic resonance spectrum (400MHz, CDCl ₃ )
δppm: 7.52-7.27 (3H, m), 7.23-7.20 (1H, m), 4.36 (2H, m
s), 4.10 (2H, br.s), 3.44 (2H, br.s), 2.38 (2H, m), 2.00 (2H,
m), 1.50 (9H, s) mass spectrum: 337 (M ⁺ ).

[0377]

[Reference Example 6 (b)] Spiro [benzo [c] thiophene-1 (3H), 4'-
Piperidine] -2,2-dioxide hydrochloride 1′-tert-butoxycarbonylspiro [benzo [c] thiophene-1 (3H), synthesized in Reference Example 6 (a),
170 mg of 4'-piperidine] -2,2-dioxide
(0.5 mmol) was dissolved in 3 ml of methylene chloride, and 1 ml of 4N hydrochloric acid-dioxane was added under ice cooling. below freezing,
After stirring for 1 hour, the precipitated crystals were collected by filtration to obtain 131 mg (95%) of the target compound as white crystals. Nuclear magnetic resonance spectrum (400MHz, DMSO-d
₆ ) δppm: 9.32 (2H, br.s), 7.51-7.35 (4H, m), 4.74 (2
H, s), 3.45-3.67 (2H, m), 3.24-3.12 (2H, m), 2.47-2.43 (4H,
m) Mass spectrum: 238 ((M + H) ⁺ ) (free form)

[0378]

Reference Example 7 3- (3,4-dichlorophenyl) -3-butene-1-
All tert-butyl dimethyl silyl ether

[0379]

[Reference Example 7 (a)] 3- (3,4-dichlorophenyl) -3-oxo-1-
Propanolethyl 3- (3,4-dichlorophenyl) -3-oxopropionate (119 g, 0.46 mol) was dissolved in 2.4 liters of ethanol to give ethyl orthoformate 115.
ml (0.68 mol) and p-toluenesulfonic acid 4.
4 g (22.8 mmol) was added and the mixture was heated under reflux for 8 hours. The reaction mixture was poured into 1 liter of saturated aqueous sodium hydrogen carbonate and extracted with ethyl acetate (700 ml × 3 times). The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After the solvent was distilled off under reduced pressure, the residue was treated with tetrahydrofuran 8
Lithium aluminum hydride 25.
To a suspension of 4 g of tetrahydrofuran of 9 g (0.68 mol) was added dropwise over 1 hour under ice cooling. After stirring for 2 hours at 0 ° C., water (250 ml) and 10% aqueous sodium hydroxide (125 ml) were added, and the mixture was further stirred at room temperature for 1 hour. After filtration through Celite, the filtrate was poured into 1 liter of saturated saline and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure, and the residue was washed with chloroform 50
Dissolved in 0 ml. Under ice cooling, 500 ml of 50% trifluoroacetic acid was added dropwise over 30 minutes, and the mixture was further stirred for 30 minutes. The reaction solution was diluted with 300 ml of methylene chloride, the organic layer was washed with water and saturated aqueous sodium hydrogen carbonate, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent; n-hexane: ethyl acetate = 9: 1) to obtain 46 g of the objective compound as white crystals.

A nuclear magnetic resonance spectrum (270 MHz, C
DCl ₃ ) δppm: 8.05 (1H, d, J = 2.0Hz), 7.79 (1H, dd,
J = 2.0,8.1Hz), 7.57 (1H, d, J = 8.1Hz), 4.04 (2H, m), 3.19 (2
H, t, J = 5.3Hz), 2.44 (1H, t, J = 6.6Hz, D ₂ O disappeared).

[0381]

[Reference Example 7 (b)] 3- (3,4-dichlorophenyl) -3-oxo-1-
Propanol tert-butyldimethylsilyl ether
Le Reference Example 3 (a) obtained in 3- (3,4-dichlorophenyl) -3-oxo-1-propanol 46.0g
(0.21 mol) was dissolved in 460 ml of dimethylformamide, and 35 ml of triethylamine (0.2
5 mol) and tert-butyldimethylchlorosilane 3
8.0 g (0.25 mol) was added, and the mixture was stirred at 0 ° C for 2 hours. The reaction solution was poured into water and extracted with ethyl acetate,
The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluting solvent; n-hexane: ethyl acetate = 96: 4) to obtain 66.1 g of the objective compound as white crystals.

A nuclear magnetic resonance spectrum (270 MHz, C
DCl ₃ ) δppm: 8.06 (1H, d, J = 2.0Hz), 7.80 (1H, dd,
J = 2.0,8.3Hz), 7.55 (1H, d, J = 8.3Hz), 4.04 (2H, t, J = 6.3H
z), 3.13 (2H, t, J = 6.3Hz), 0.85 (9H, s), 0.04 (6H, s).

[0383]

[Reference Example 7 (c)] 3- (3,4-dichlorophenyl) -3-butene-1-
All tert-butyl dimethyl silyl ether methyltriphenylphosphonium bromide 215g
(0.60 mol) and 54 g of potassium t-butoxide.
(0.48 mol) was added to 2 liters of dried benzene, and the mixture was stirred at room temperature for 9 hours. 3- (3,4-dichlorophenyl) -3-oxo-1- obtained in Reference Example 3 (b)
40 g (0.12 mol) of propanol tert-butyldimethylsilyl ether was dissolved in 800 ml of benzene and slowly added dropwise over 2 hours and a half. 1 liter of water was added to the reaction solution, and the mixture was stirred under ice cooling for 30 minutes. The organic layer was separated, washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography (eluting solvent: n-hexane) to obtain 23.5 g of the desired compound.

A nuclear magnetic resonance spectrum (400 MHz, C
DCl ₃ ) δppm: 7.50 (1H, d, J = 2.1Hz), 7.38 (1H,
d, J = 8.1Hz), 7.24 (1H, dd, J = 8.1,2.1Hz), 5.35 (1H, s), 5.16
(1H, s), 3.70 (2H, t, J = 6.9Hz), 2.67 (2H, t, J = 6.9Hz), 0.86
(9H, s), 0.00 (6H, s).

[0385]

[Reference Example 8] 3- (3,4-dichlorophenyl) -3-butene-1-
129 mg (5.31 mmol) of all tert-butyldimethylsilyl ether metal magnesium pieces was added to 2 ml of diethyl ether, and a small amount of iodine was added. 1.04 g of 3,4-dichlorobromobenzene (4.
A solution of 47 mmol of diethyl ether (1 ml) was added dropwise, and the mixture was stirred at room temperature for 1 hour under a nitrogen atmosphere. 500 mg (1.60 mmol) of 3-iodo-3-buten-1-ol tert-butyldimethylsilyl ether and 34 mg (0.048 mmol) of bistriphenylphosphine palladium (II) chloride were dissolved in 5 ml of dry tetrahydrofuran, The Grignard reagent prepared above was added dropwise at room temperature under a nitrogen atmosphere. After distilling off diethyl ether while heating the reaction solution, 60 ° C
For 1 hour. The reaction solution was poured into an aqueous solution of ammonium chloride and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (eluting solvent: n-hexane) to give the desired compound (42).
2 mg was obtained. The various instrumental data were in agreement with those obtained in Reference Example 7 (c).

[0386]

【The invention's effect】

[NK ₁ Receptor Binding Test] (a) Preparation of Crude Lung Membrane Specimens Crude membrane specimens were prepared from the lungs of Hartley male guinea pigs. That is, under chloroform anesthesia, the blood was killed by exsanguination from the abdominal vena cava, and the pulmonary airway tissue was immediately removed. The isolated lung was perfused with a buffer solution (50 mM Tris-hydrochloric acid, pH 7.4), cut into small pieces, and homogenized in a buffer solution (buffer solution containing 120 mM sodium chloride and 5 mM potassium chloride) using a polytron. Nylon mesh (50 μm) was filtered from the homogenate to remove the tissue mass, and the mixture was centrifuged (30,000 × g, 30 minutes, 4 minutes).
° C). The pellet was placed in ice-cold buffer (10 mM EDTA
And 300 mM potassium chloride-containing buffer), left standing at 4 ° C. for 60 minutes, and then washed twice by centrifugation (3
50,000 xg, 15 minutes, 4 ° C). The crude film specimen was stored at −80 ° C. until use. (B) Receptor binding test Test drug and [ ³ H] -substance P (final concentration 1 n
250 μl of a mixed solution of M) (50 mM Tris-HCl, pH
7.4, 6 mM manganese chloride, 800 μg / ml BS
A, 8 μg / ml chymostatin, 8 μg / ml leupeptin, 80 μg / ml bacitracin, 20 μg / ml phosphoramidon) was added with 250 μl of crude lung membrane preparation solution and incubated at room temperature for 30 minutes. After the reaction, the membrane components were collected on a GF / B glass fiber filter (Whatman) using an automatic filtration device (Brandel). The glass filter is 0.1% in order to keep nonspecific binding low.
The polyethyleneimine solution was pretreated for about 4 hours before use.
Transfer the membrane component collection filter to a mini plastic vial containing 4 ml of Picoflow,
Radioactivity was measured using a counter (Beckman, LC3000). The NK ₁ receptor binding activity was shown at 50% binding drug dose (IC ₅₀ ).

[0387]

[Table 3] Table 3 ─────────────────────── Test drug IC ₅₀ (ng / ml) ──────────── ──────────── Example 75 6.7 ─────────────────────── Compound A 38 Compound C 6.5 ─ ────────────────────── The compounds of the present invention have an activity equivalent to that of the prior art compound, Compound C, in the in vitro NK ₁ receptor binding test. showed that.

[0388] was prepared Somaku specimens from the ileum of manufacturing male Hartley guinea pigs [NK ₂ receptor binding test] (a) the crude ileum membrane specimen. That is, under chloroform anesthesia, exsanguination was performed from the abdominal vena cava, and the ileum was rapidly removed. Excised ileum, using slide glass, scrapes the contents of the lumen, secretions, epithelium,
Peel off and remove the buffer (50 mM Tris-HCl, pH 7.
After being minced in 4), it was further homogenized in a buffer (buffer containing 120 mM sodium chloride and 5 mM potassium chloride) using a polytron. Nylon mesh (50 μm) was filtered from the homogenate to remove the tissue mass, and the mixture was centrifuged (30,000 × g, 30 minutes, 4 minutes).
° C). The pellet was placed in ice-cold buffer (10 mM EDTA
And 300 mM potassium chloride-containing buffer), left standing at 4 ° C. for 60 minutes, and then washed twice by centrifugation (3
50,000 xg, 15 minutes, 4 ° C). The crude film specimen was stored at −80 ° C. until use. (B) Receptor binding test 250 μl (50 mM Tris-HCl, pH 7.4, 6 mM manganese chloride, 800 mM) of a mixture of the test drug and [ ³ H] -SR-48968 (Amersham, 1 nM final concentration)
μg / ml BSA, 8 μg / ml chymostatin, 8μ
g / ml leupeptin, 80 μg / ml bacitracin,
20 μg / ml phosphoramidon), and crude ileal membrane fluid 2
50 μl was added and incubated for 30 minutes at room temperature.
After the reaction, use an automatic filter (Brandel) to
Membrane components were collected on a B glass fiber filter (Whatman). The glass filter was pretreated with a 0.1% polyethyleneimine solution for about 4 hours before use to suppress nonspecific binding. The membrane component recovery filter was transferred to a mini plastic vial containing 4 ml of Picoflow, and a liquid scintillation counter (Beckman, LC3
000). The NK ₂ receptor binding activity was shown at 50% binding drug dose (IC ₅₀ ).

[0389]

[Table 4] Table 4 ─────────────────────── Test drug IC ₅₀ (ng / ml) ──────────── ──────────── Example 75 7.5 ─────────────────────── Compound A 18 Compound C 31 ─── ───────────────────── The compounds of the present invention showed superior activity to the prior art compounds in the in vitro NK ₂ receptor binding assay.

[0390]

[Suppressive effect on vascular hyperpermeability] Healthy guinea pig (weight 4
About 00g, using Hartley male guinea pig), N
The effect of suppressing the enhancement of vascular permeability by substance P (SP), which is a K ₁ receptor antagonist, was examined using the amount of leaked pigment as an index. Pentobarbital (25 mg / kg, i.p.
p. Dye (Evan) in femoral vein of guinea pig anesthetized with
s blue: 20 mg / kg, i. v. ), And intravenous injection of SP (1 μg / kg) immediately after administration in the order of the test drug, thereby causing an increase in vascular permeability. After 15 minutes, the guinea pig was killed under chloroform anesthesia, and the amount of dye leaked to the main trachea was measured by the Harada method (J. Pharm. Pharma.
col. 23 , 218 (1971)).

[0391]

[Inhibition of airway contraction] Healthy guinea pig (weight 500g)
Before and after, using a Hartley male guinea pig), neurokin
[Nle ¹⁰ ] -NKA [4-, which is an NK ₂ receptor antagonist having higher specificity for NK ₂ receptor than in A (NKA)
10] shows the inhibitory effect of the test drug on airway constriction by K
onzet-Roessler (Naunyn-Schmiedeber
195 , 71 (1940)), and the airway pressure was used as an index according to the modified method of gs Arch. Exp. Pathol. pharmakol. That is, an airway cannula is attached to a guinea pig anesthetized with pentobarbital (30 mg / kg, ip), treated with gallamine (galamine 20 mg / kg, iv), and then immediately treated with 8 ml / kg, 60 mg / kg. A positive pressure breath (Ugo-Basile, 7025) per minute was given. The airway pressure of the artificial respiration is amplified and sensed (Nippon Denko, AP-601G) through a pressure transducer (Nippon Denko, TP-200T) attached to the side branch of the tracheal cannula.
Recorded on a recorder (Nippon Denko, WT-685G).
After pretreatment with atropine (1 mg / kg, i, v,) and propranolol (1 mg / kg, iv), the test drug was administered intravenously, and 5 minutes later, 4 μg / kg [Nl
e ¹⁰ ] -NKA [4-10] was administered to induce airway constriction, and the airway pressure was measured for 10 minutes.

The compound of the present invention can be used in vivo
Compared to the prior compounds, NK ₁ receptor and NK ₂ receptors to, showed good activity.

As is clear from Tables 3 and 4, the compounds of the present invention exhibited excellent antagonism to both NK ₁ receptor and NK ₂ receptor. More specifically, the compounds of the present invention showed antagonism against the NK ₁ receptor as strong as in the prior art, and further showed superior antagonism against the NK ₂ receptor as compared with the prior art.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification number Internal reference number FI Technical indication location A61K 31/445 ACD A61K 31/445 ACD ACF ACF AED AED 31/47 AAE 31/47 AAE AAM AAM 31 / 495 AAH 31/495 AAH ABG ABG ABL ABL ADA ADA C07D 263/06 C07D 263/06 277/22 277/22 413/06 209 413/06 209 211 211 211 215 235 235 235 241 241 249 249 307 337 413 / 12 209 413/12 209 211 211 213 213 215 215 235 235 241 241 241 249 249 307 307 333 333 333 413/14 209 413/14 209 211 211 211 417/06 263 417/06 263 417/12 263 417/12 263 417/14 211 417/14 211 471/10 101 471/10 101 103 103 103 491/107 491/107 495/10 495/10 498/10 498/10 A ( 72) Inventor, Tetsuya Fukasawa, Sancho Stock Company, 1-258, Hiromachi, Shinagawa-ku, Tokyo (72) Instructor, Etsushi Kurata 1-2-58, Hiromachi, Shinagawa-ku, Tokyo, Sankyo Co., Ltd. (72) ) Inventor Takeshi Yamaguchi 1-2-5 Hiromachi, Shinagawa-ku, Tokyo Sankyo stock company (72) Inventor Kazuhiro Ito 1-2-58 Hiromachi, Shinagawa-ku, Tokyo Sankyo stock company

Claims (34)

[Claims] 1. A compound of the general formula (I) {In the formula, R ¹ and R ² are the same or different and each is a group selected from an aryl group, a heteroaryl group and a substituent group A, and is 1 to 3
A substituted aryl group or a heteroaryl group substituted with 1 to 3 groups selected from the substituent group A, A represents a methylene group, a carbonyl group or a sulfonyl group, and B represents a monovalent group. A bond, an alkylene group having 1 to 4 carbon atoms or an alkenylene group having 2 to 4 carbon atoms, D represents an oxygen atom or a sulfur atom, and E is a carbon atom which may be substituted with a halogen atom. To 6 alkylene groups, or 3 to 8 carbon number-containing alkylene groups having 3 to 6 carbon cycloalkane rings, G is an alkylene group having 1 to 4 carbon atoms or 2 to 4 carbon atoms Is a group having the general formula —N (R ³ ) —, wherein R ³ is a group selected from an aryl group, a heteroaryl group and a substituent group A, and is 1 to 3 An individually substituted aryl group or A heteroaryl group in which 1 to 3 substituents are substituted with a group selected from the substituent group A is shown. Or a group having the general formula —C (R ⁴ ) (R ⁵ ) — [wherein R ⁴ is a group selected from a hydrogen atom, an aryl group, a heteroaryl group and a substituent group A, To 1 to 3 substituted aryl groups or groups selected from Substituent Group A.
Shows the number substituted heteroaryl group, R ⁵ is a group (wherein having the general formula -CO-R ^6, R ⁶ is a lower alkyl group, a lower alkoxy group, an amine residue, selected from the substituent group A An aryl group substituted with 1 to 3 groups represented by the formula (1) or a heteroaryl group substituted with 1 to 3 groups represented by the substituent group A),
Lower alkyl group, amino group, acylamino group, acylamino lower alkyl group, acylamino group in which nitrogen atom is substituted with lower alkyl group, hydroxyl group, hydroxy lower alkyl group in which oxygen atom may be substituted with aralkyl group,
Or a lower alkoxy group or a 5- to 8-membered saturated heterocycle (including a carbon atom to which R ⁴ and R ⁵ are bonded together, the heterocycle is selected from the substituent group B). It may be substituted with 1 or 2 groups selected, aryl ring, heteroaryl ring, substituent group A
It may be condensed with an aryl ring substituted with 1 to 3 groups selected from the above or a heteroaryl ring substituted with 1 to 3 groups selected from the substituent group A. ) R ⁴ group is an aryl group, a heteroaryl group, or a substituent group A
An aryl group substituted with 1 to 3 groups selected from
Or, when a heteroaryl group in which 1 to 3 groups are substituted with a group selected from the substituent group A is shown, instead of one hydrogen atom of the R ⁴ group and one hydrogen atom of the R ⁶ group, both are substituted. A group bonded by a single bond is shown. ] And R ⁷ represents a lower alkyl group. } The compound represented by these, its pharmacologically acceptable salt, its ester, or other derivatives. [Substituent Group A] Halogen atom, lower alkyl group, halogeno lower alkyl group, lower alkoxy group, lower alkoxycarbonyl group, carboxy group, hydroxyl group, lower aliphatic acyl group, lower aliphatic acylamino group, amino group, and cyano Group [Substituent group B] oxo group; and as a substituent on the nitrogen atom, a lower alkyl, aryl and aralkyl group, a lower aliphatic acyl group, a lower alkanesulfonyl group which may be substituted by the substituent group A 2. A compound according to claim 1, wherein R ¹ is an aryl group, a heteroaryl group or an aryl group substituted with 1 to 3 groups selected from the following substituent group A, and a pharmaceutically acceptable compound thereof. Salt, its ester or other derivative. 3. The compound according to claim 1, wherein R ¹ is an aryl group or an aryl group substituted by 1 to 3 groups selected from the following substituent group A ¹ , and a pharmacologically acceptable salt thereof. , Its esters or other derivatives. [Substituent group A ¹ ] lower alkyl group, halogeno lower alkyl group, lower alkoxy group 4. In any one of claims 1 to 3, R ² is an aryl group or an aryl group substituted by 1 to 3 groups selected from Substituent group A. A compound, a pharmacologically acceptable salt thereof, an ester thereof or other derivative thereof. 5. The compound according to any one of claims 1 to 3, wherein R ² is an aryl group or an aryl group substituted with 1 to 3 halogen atoms, and its pharmacological properties. Acceptable salts, their esters or other derivatives. 6. The compound according to any one of claims 1 to 5, wherein A is a carbonyl group, a pharmacologically acceptable salt thereof, an ester thereof, or another derivative thereof. 7. The compound according to any one of claims 1 to 6, wherein B is a single bond, a pharmacologically acceptable salt thereof,
Its ester or other derivative. 8. The compound according to claim 1, wherein D is an oxygen atom, a pharmacologically acceptable salt thereof, an ester thereof, or another derivative thereof. 9. In any one of claims 1 to 8, E is an alkylene group having 1 to 4 carbon atoms or 3 carbon atoms.
To a compound which is an alkylene group having 3 to 8 carbon atoms and containing 6 to 6 cycloalkane rings, a pharmacologically acceptable salt thereof,
Its ester or other derivative. 10. The method according to any one of claims 1 to 8, wherein E is a methylene group, an ethylene group, a dimethylmethylene group,
1,1-dimethylethylene group, 2,2-dimethylethylene group, cyclopropane-1,1-diyl group, cyclobutane-1,1-diyl group, cyclopentane-1,1-diyl group, cyclohexane-1,1 -Diyl group, cyclopropane-1,1-diylmethyl group, cyclobutane-1,1
A compound which is a diylmethyl group, a cyclopentane-1,1-diylmethyl group or a cyclohexane-1,1-diylmethyl group, a pharmacologically acceptable salt thereof, an ester thereof or another derivative thereof. 11. The compound according to any one of claims 1 to 10, wherein G is an alkylene group having 1 to 4 carbon atoms,
A pharmaceutically acceptable salt, an ester or other derivative thereof. 12. A compound according to any one of claims 1 to 10, wherein G is an alkylene group having 2 or 3 carbon atoms,
A pharmaceutically acceptable salt, an ester or other derivative thereof. 13. The aryl group as defined in any one of claims 1 to 12, wherein R ³ is a heteroaryl group or an aryl group substituted with 1 to 3 groups selected from Substituent group A. A compound,
A pharmaceutically acceptable salt, an ester or other derivative thereof. 14. A compound according to any one of claims 1 to 13, wherein L is a group having the general formula —C (R ⁴ ) (R ⁵ ) —, and a pharmaceutically acceptable compound thereof. Salt, its ester or other derivative. 15. The compound according to any one of claims 1 to 14, wherein R ⁴ is an aryl group or a heteroaryl group, a pharmaceutically acceptable salt thereof, an ester thereof or another derivative thereof. . 16. In any one of claims 1 to 15, R ⁵ is a group having the general formula —CO—R ⁶ (wherein R ⁶
Represents a lower alkyl group or an amine residue. ), A pharmacologically acceptable salt thereof, an ester thereof or other derivative thereof. 17. The compound according to any one of claims 1 to 15, wherein R ⁵ is an amino group, an acylamino group or a hydroxyl group, a pharmaceutically acceptable salt thereof, an ester thereof or other Derivative. 18. The hydrogen atom of the R ⁴ group and the hydrogen atom of the R ⁶ group according to any one of claims 1 to 17, when the R ⁴ group represents an aryl group. A compound, a pharmacologically acceptable salt thereof, an ester or other derivative thereof, which is a group in which both of them are bonded by a single bond instead of an atom. 19. The method according to claim 14, wherein L is the following formula (I _L ): (In the formula, J represents an alkylene group having 1 to 6 carbon atoms, and Ring Ar is an aryl ring, a heteroaryl ring, or a substituent group A.
An aryl ring substituted with 1 to 4 substituents selected from the above or a heteroaryl ring substituted with 1 to 3 substituents selected from the substituent group A are shown. A compound which is a group having
A pharmaceutically acceptable salt, an ester or other derivative thereof. [Substituent Group A] Halogen atom, lower alkyl group, halogeno lower alkyl group, lower alkoxy group, lower alkoxycarbonyl group, carboxy group, hydroxyl group, lower aliphatic acyl group, lower aliphatic acylamino group, amino group, and cyano Basis 20. The compound according to claim 19, wherein J is an alkylene group having 1 to 4 carbon atoms,
A pharmaceutically acceptable salt, an ester or other derivative thereof. 21. The compound according to claim 19, wherein J is a methylene group or an ethylene group, a pharmacologically acceptable salt thereof, an ester thereof or another derivative thereof. 22. The ring Ar according to any one of claims 19 to 21, wherein 1 to 3 of the ring Ar is substituted with an aryl ring, a heteroaryl ring or a group selected from the substituent group A. A compound which is an aryl ring, a pharmacologically acceptable salt thereof, an ester thereof or other derivatives. 23. The ring Ar according to any one of claims 19 to 21, wherein the ring Ar is an aryl ring or an aryl ring substituted with 1 to 3 groups selected from the substituent group A. A compound, its pharmacologically acceptable salt, its ester or other derivative. 24. The compound according to claim 1, which is any one of the following compounds, a pharmacologically acceptable salt thereof, an ester thereof or another derivative thereof. * 1- {2- [5- (3,4-dichlorophenyl) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-
4-Carboxylic acid amide 1- {2- [5- (3,4-dichlorophenyl) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-
4-carboxylic acid dimethylamide 1- {2- [5- (3,4-dichlorophenyl) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (2-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (3,4-dichlorophenyl) ) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (3-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (3,4-dichlorophenyl) ) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (4-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-chlorophenyl)- 3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-4
-Carboxamide * 1- {2- [5- (4-chlorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-4
-Carboxylic acid dimethylamide 1- {2- [5- (4-chlorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (2-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-chlorophenyl) -3 −
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (3-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-chlorophenyl) -3 −
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (4-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-fluorophenyl)- 3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-4
-Carboxamide * 1- {2- [5- (4-fluorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4-phenylpiperidine-4
-Carboxylic acid dimethylamide 1- {2- [5- (4-fluorophenyl) -3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (2-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-fluorophenyl)- 3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (3-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (4-fluorophenyl)- 3-
(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} -4- (4-pyridyl) piperidine-4-carboxylic acid amide 1- {2- [5- (3,4-dichlorophenyl) -3
-(3,4,5-Trimethoxybenzoyl) oxazolidin-5-yl] ethyl} spiro [benzo [c] thiophene-1 (3H), 4'-piperidine] -2-oxide .1- {2- [2 -(3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} -4-phenylpiperidine-4-
Carboxamide * 1- {2- [2- (3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} -4-phenylpiperidine-4-
Carboxylic acid dimethylamide 1- {2- [2- (3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} -4-phenylpiperidine-4-
Carboxylic acid pyrrolidine amide-1- {2- [2- (3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} -4-phenylpiperidine-4-
Carboxylic acid morpholine amide 1- {2- [2- (4-chlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl} -4-phenylpiperidine-4-carboxylic acid amide 1- {2- [2- (4-chlorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl} -4-phenylpiperidine-4-carboxylic acid dimethylamide 1- {2- [2- (4-fluorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl} -4-phenylpiperidine-4-carboxylic acid amide 1- {2- [2- (4-fluorophenyl) -4-
(3,4,5-Trimethoxybenzoyl) morpholine-
2-yl] ethyl} -4-phenylpiperidine-4-carboxylic acid dimethylamide 1- {2- [2- (3,4-dichlorophenyl) -4
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} -4-phenylpiperidine-4-carboxylic acid amide 1- {2- [2- (3,4-dichlorophenyl) -4
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} -4-phenylpiperidine-4-carboxylic acid
Dimethylamide 1- {2- [2- (3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} spiro [isobenzofuran-1
(3H), 4′-piperidine] · 1- {2- [2- (3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} spiro [benzo [c] thiophene-1 (3H), 4'-piperidine] -1- {2- [2- (3, 4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} spiro [benzo [c] thiophene-1 (3H), 4'-piperidine] -2-oxide .1- {2- [2 -(3,4-dichlorophenyl) -4
-(3,4,5-Trimethoxybenzoyl) morpholin-2-yl] ethyl} spiro [isoquinoline-1 (2
H), 4'-Piperidin] -3 (4H) -one .1- {2- [2- (3,4-dichlorophenyl) -4.
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} spiro [isobenzofuran-1 (3H), 4 '
-Piperidine] 1- {2- [2- (3,4-dichlorophenyl) -4
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} spiro [benzo [c] thiophene-1 (3
H), 4′-piperidine] · 1- {2- [2- (3,4-dichlorophenyl) -4
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} spiro [benzo [c] thiophene-1 (3
H), 4'-piperidine] -2-oxide .1- {2- [2- (3,4-dichlorophenyl) -4
-(3-Methoxybenzoyl) morpholin-2-yl]
Ethyl} spiro [isoquinolin-1 (2H), 4'-piperidin] -3 (4H) -one 25. A tachykinin-mediated disease containing the compound according to any one of claims 1 to 24, a pharmacologically acceptable salt thereof, an ester thereof or another derivative thereof as an active ingredient. Prophylactic or therapeutic agent. 26. An NK ₁ receptor containing the compound according to any one of claims 1 to 24, a pharmacologically acceptable salt thereof, an ester thereof or another derivative thereof as an active ingredient, and / Or an NK ₂ receptor inhibitor. 27. Asthma and / or bronchi containing the compound according to any one of claims 1 to 24, a pharmacologically acceptable salt thereof, an ester thereof or another derivative thereof as an active ingredient. A preventive or therapeutic agent for inflammation. 28. A preventive agent for rhinitis containing the compound according to any one of claims 1 to 24, a pharmacologically acceptable salt thereof, an ester thereof or another derivative thereof as an active ingredient, or Therapeutic agent. 29. A preventive agent for allergies, comprising the compound according to any one of claims 1 to 24, a pharmacologically acceptable salt thereof, an ester or other derivative thereof as an active ingredient, or Therapeutic agent. 30. A compound according to any one of claims 1 to 24, which is used for producing a prophylactic or therapeutic agent for a tachykinin-mediated disease, a pharmacologically acceptable salt thereof, and a salt thereof. Use of esters or other derivatives. 31. A compound according to any one of claims 1 to 24 for producing an NK ₁ receptor and / or NK ₂ receptor inhibitor, and a pharmacologically acceptable compound thereof. Use of salts, their esters or other derivatives. 32. A compound according to any one of claims 1 to 24, which is used for producing a prophylactic or therapeutic agent for asthma and / or bronchitis, and a pharmaceutically acceptable salt thereof. , The use of its esters or other derivatives. 33. Any one selected from claims 1 to 24 for producing a prophylactic or therapeutic agent for rhinitis.
Use of the compound described in the above item, a pharmacologically acceptable salt thereof, an ester or other derivative thereof. 34. A compound according to any one of claims 1 to 24, a pharmacologically acceptable salt thereof, an ester thereof or the like for producing a prophylactic or therapeutic agent for allergy. Use of derivatives of.