JP2003183195A - Dihydronaphthalene derivative, and liquid crystal composition and liquid crystal display element containing the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain a liquid crystal compound allowing the temperature range of the liquid crystal phase to expand, and allowing the response time and the threshold voltage to effectively decrease, and to obtain a liquid crystal composition and a liquid crystal display element each having a rapid-response and a low driving voltage by using the compound. <P>SOLUTION: The liquid crystal compound represented by formula (1), and the liquid crystal composition and the liquid crystal display element containing this compound are provided (wherein R is a 1-20C alkyl group, or the like, (m), (n), (q) and (t) are each 0 or 1, A, B, C and D are each trans-1,4- cyclohexylene group, or the like, L, M, Q and T are each COO, a single bond, or the like, X is chlorine atom or fluorine atom, Z is hydrogen atom, cyano group, or the like). <P>COPYRIGHT: (C)2003,JPO

Description

Detailed Description of the Invention

[0001]

2. Description of the Related Art Liquid crystal display devices have come to be used in watches, calculators, various measuring instruments, mobile phones, automobile panels, word processors, electronic notebooks, printers, computers, televisions and the like. Typical liquid crystal display systems are TN (twisted nematic) type, STN (super twisted nematic) type, DS (dynamic light scattering) type, GH (guest host) type, and FLC capable of high-speed response. (Ferroelectric liquid crystal), VA (vertical alignment liquid crystal display), IPS (in-plane switching), etc., which can widen the viewing angle. Also, as the drive system, the conventional static drive has become more common and multiplex drive has become popular, and recently the AM-LCD (active matrix) system has been put into practical use.

In recent years, the demand for portable notebook computers has increased, and there has been an increasing demand for low power consumption that enables a wide operating temperature range that enables outdoor use and long-term battery drive. Due to the demand for tightness and resource saving, it is strongly desired to reduce the power consumption even for the equipment used indoors. A liquid crystal composition having a low threshold voltage that can be driven at a low voltage is required for low power consumption. To lower the threshold voltage, a material that increases the dielectric anisotropy (Δε) is required, but a material with a large dielectric anisotropy generally has a problem of increased viscosity and poor response. was there.

Therefore, liquid crystal compositions for liquid crystal display devices such as TN, STN and AM-LCD have the following properties: (1) Wide liquid crystal phase temperature range (2) Low threshold voltage (3) Fast response (4) Other liquid crystal Compatibility with materials is required, and it is required to improve these by developing liquid crystal materials constituting a liquid crystal composition.

The liquid crystal compound is usually composed of a central skeleton portion called a core and terminal portions on both sides. Usually, as the ring structure constituting the core portion of the liquid crystal compound, 1,4-phenylene group (may be substituted with 1 to 2 halogen atoms, cyano group, methyl group, etc.) and trans-1,4 -The cyclohexylene group accounts for the majority. However
Liquid crystal compounds composed of only 1,4-phenylene group and trans-1,4-cyclohexylene group have limitations in their types and characteristics, and it is the actual situation that they cannot meet the above requirements. Is. As a ring structure other than a 1,4-phenylene group and a trans-1,4-cyclohexylene group,
Naphthalene-2,6-diyl group, tetrahydronaphthalene-2,
Condensed ring systems such as 6-diyl groups, and compounds in which a fluorine atom is introduced into these cores are also being investigated. JP 2001
-19648 or German Laid-Open Patent Publication No. 19652247 discloses a liquid crystal compound having a tetrahydronaphthalene-2,6-diyl group. When the liquid crystal compounds described in these are used for the display element, they are relatively effective in reducing the threshold voltage, and can respond to the moving image display that is currently required. However, in the future,
Larger and finer liquid crystal displays are required to have faster response and lower threshold voltage at the same time, and there is a strong demand for excellent liquid crystal materials and liquid crystal compositions using the same, which are compatible with next-generation liquid crystal televisions and the like. It was

[0005]

The problem to be solved by the present invention is to provide a liquid crystal compound capable of expanding the liquid crystal phase temperature range and effectively reducing the response and the threshold voltage. Another object is to provide a practical liquid crystal composition and liquid crystal display device using the same.

[0006]

The present invention has found a novel liquid crystalline compound having a dihydronaphthalene ring in order to solve the above problems.

That is, the present invention has the general formula (1)

[Chemical 2] (Wherein, R is an alkyl group having 1 to 20 carbon atoms, 1 carbon atom
~ 20 alkoxyl groups, alkenyl with 2-20 carbon atoms
Represents a group or an alkenyloxy group having 2 to 20 carbon atoms.
These are alkoxyl groups having 1 to 7 carbon atoms or 1 to 7
It may be substituted by a rogen atom, m, n, q and
And t independently represent 0 or 1, and A, B, C and D are
Independently, trans-1,4-cyclohexylene group and tra
Trans, trans-bicyclohexane-4,4'-diyl group, bis
Chloro [2.2.2] octane-1,4-diyl group, 1-cyclohexene
-1,4-diyl group, 3-cyclohexene-1,4-diyl group, 1
1,4-phenyl which may be substituted by the above halogen atoms
Phenylene group, substituted by one or more halogen atoms
Optional pyridine-2,5-diyl group, one or more halogen
Pyrimidine-2,5-di, optionally substituted by atoms
Group, even if substituted by one or more halogen atoms
Good pyrazine-2,5-diyl group, with one or more halogen atoms
More optionally substituted pyridazine-3,6-diyl group,
Trans-1,3-dioxane-2,5-diyl group, transdeca
Hydronaphthalene-2,6-diyl group, one or more halogen source
Tetrahydronaphthalene optionally substituted by a child
Substituted by -2,6-diyl group or one or more halogen atoms
Optionally represents naphthalene-2,6-diyl group, L,
M, Q and T are independently -CH₂CH₂-, -CH₂CH₂CH₂CH
₂-, -CH = CH-, -CH = CHCH₂CH₂-, -CH₂CH₂CH = CH-, -CH (C
H₃) CH₂-, -CH₂CH (CH₃)-, -CF = CF-, -CH ₂O-, -OCH₂-, -C
F₂O-, -OCF₂-, -COO-, -OCO-, -C≡C- or represents a single bond
X represents a chlorine atom or a fluorine atom, and Z is a hydrogen atom.
Child, halogen atom, cyano group, -OCN, -SCN, -NCS, or
Charcoal optionally substituted by one or more fluorine atoms
Alkyl, alkoxyl, and alkene groups with 1 to 20 elementary atoms
It represents a nyl group or an alkenyloxy group. )
Providing dronaphthalene derivatives and using them
A liquid crystal composition and a liquid crystal display device are provided.

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in detail below. The present invention, in the general formula (1), X, m, n, q, t,
The choice of R, A, B, C, D, L, M, Q, T and Z can encompass a wide variety of compounds.

X represents a chlorine atom or a fluorine atom, and is preferably a fluorine atom.

For m, n, q and t, m = 1 and n =
q = t = 0, m = n = q = 0 and t = 1, m = n = 1
Note that q = t = 0, m = t = 1, and n = q = 0, m =
n = 0 and q = t = 1, m = n = t = 1 and q = 0
Or, m = q = t = 1 and n = 0 is preferable.

A, B, C and D are each independently a trans-1,4-cyclohexylene group, trans, trans-
Bicyclohexane-4,4'-diyl group, which may be substituted with one or more halogen atoms, 1,4-phenylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group , Pyrazine-2,5-diyl group, pyridazine-3,6-diyl group, trans-1,3-dioxane-2,5-diyl group, trans decahydronaphthalene-2,6-diyl group, tetrahydronaphthalene-2 , 6-diyl group or naphthalene-2,6-diyl group is preferable, but trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,4'-diyl group or 1
1,4-optionally substituted by one or more halogen atoms
More preferably a phenylene group, trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,
4'-diyl group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 3, A 5-difluoro-1,4-phenylene group is more preferable. Especially as A, trans-1,4-cyclohexylene group, trans, trans-bicyclohexane
-4,4'-diyl group, 1,4-phenylene group, 3-fluoro-1,4-
Phenylene group, 2-fluoro-1,4-phenylene group or 3,5-
Difluoro-1,4-phenylene group is preferred, trans-1,
4-Cyclohexylene group or trans, trans-bicyclohexane-4,4'-diyl group is more preferable, and trans-1,4
-Cyclohexylene groups are particularly preferred. Further, especially as D-1, trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,4'-diyl group, 1,4-phenylene group, 3-fluoro-1,4-phenylene group, 2-fluoro-1,4-
Phenylene group or 3,5-difluoro-1,4-phenylene group is preferred, trans-1,4-cyclohexylene group, 1,4-phenylene group, 3-fluoro-1,4-phenylene group, 2-fluoro -1,4-phenylene group or 3,5-difluoro-1,4-phenylene group is more preferable, 1,4-phenylene group, 3-fluoro-
A 1,4-phenylene group or a 3,5-difluoro-1,4-phenylene group is particularly preferable.

R is an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, or 2 to 4 carbon atoms.
A alkenyl group having 20 carbon atoms or an alkenyloxy group having 2 to 20 carbon atoms is preferable, and a linear alkyl group having 1 to 12 carbon atoms, a linear alkoxyl group having 1 to 12 carbon atoms, and a straight chain having 2 to 12 carbon atoms. A chain alkenyl group or a linear alkenyloxy group having 2 to 12 carbon atoms is more preferable, a linear alkyl group having 1 to 7 carbon atoms, a linear alkoxyl group having 1 to 7 carbon atoms, or 2 to 7 carbon atoms. Linear alkenyl group or the number of carbon atoms
Particularly preferred are 2-7 straight chain alkenyloxy groups. Also,
When m = n = 0, R is preferably an alkyl group or an alkenyl group, more preferably a linear alkyl group or a linear alkenyl group, and particularly preferably a linear alkyl group or a linear alkenyl group having 1 to 7 carbon atoms. .

Each of L, M, Q and T is independently -C.
H ₂ CH _2- , -CH = CH-, -CH (CH ₃ ) CH _2- , -CH ₂ CH (CH ₃ )-, -CF = C
F-, -CH ₂ O-, -OCH _2- , -CF ₂ O-, -OCF _2- , -COO-, -OCO-,
-C≡C- or a single bond is preferable, -CH ₂ CH _2- , -CF = CF-, -CH
₂ O-, -OCH _2- , -CF ₂ O-, -OCF _2- , -COO-, -OCO-, -C≡C-
Alternatively, a single bond is more preferable, -CH ₂ CH _2- , -CF = CF-, -CF ₂ O.
_{-, - OCF 2 -, -} C≡C- or a single bond is particularly preferred. Also, m
= 1 and the case of n = 0, L is _{-COO -, - CF 2 O -} , - preferably represents a CH ₂ O- than. If m = 0 and n = 1, then M is
It is preferable to represent other than -COO-, -CF ₂ O-, and -CH ₂ O-.

Z is a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, an alkyl group having 1 to 9 carbon atoms which may be substituted with one or more fluorine atoms, and one or more fluorine atoms. Number of carbon atoms that may be included
1 to 9 alkoxyl group, alkenyl group having 2 to 9 carbon atoms optionally substituted by one or more fluorine atoms or 2 to 9 carbon atoms optionally substituted by one or more fluorine atoms An alkenyloxy group is preferable, a fluorine atom, a cyano group, an alkyl group having 1 to 7 carbon atoms which may be substituted by one or more fluorine atoms, and a carbon atom which may be substituted by one or more fluorine atoms. Number 1-7 alkoxyl group, alkenyl group having 2 to 7 carbon atoms optionally substituted by one or more fluorine atoms or 2 to 7 carbon atoms optionally substituted by one or more fluorine atoms More preferably an alkenyloxy group, a fluorine atom, a cyano group, a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxyl group having 1 to 5 carbon atoms, a linear alkenyl group having 2 to 5 carbon atoms, carbon A straight-chain alkenyloxy group having 2 to 5 carbon atoms, a straight-chain alkyl group having 1 to 5 carbon atoms substituted by one or more fluorine atoms, and a straight chain having 1 to 5 carbon atoms substituted by one or more fluorine atoms. A chain alkoxyl group, a linear alkenyl group having 2 to 5 carbon atoms substituted by one or more fluorine atoms, or a linear alkenyloxy group having 2 to 5 carbon atoms substituted by one or more fluorine atoms is further preferable, Fluorine atom, cyano group,
A methyl group, an ethyl group, a methoxy group, an ethoxy group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a fluoromethyl group, a difluoromethyl group or a trifluoromethyl group is particularly preferable. Also, q = t =
When 0 is represented, Z preferably represents other than a hydrogen atom.

The compounds will be specifically exemplified below. The following abbreviations are used in the description of the compounds exemplified below. n represents the carbon number of the linear alkyl group. In the alkenyl group, m
Represents the position of the double bond counted from the ring, and n represents the number of carbon atoms beyond the double bond. n (number): C _n H _{2n + 1} nO: C _n H _{2n + 1} O -ndm:-(C _n H _{2n + 1} -CH = CH- (CH ₂ ) _m-1 ) ndm-: C _n H _{2n + 1} -CH = CH- (CH ₂ ) _m-1 --Od (m) n: -O (C _n H _{2n + 1} -CH = CH- (CH ₂ ) _m-2 ) d (m) nO _{-: C n H 2n + 1} -CH = CH- (CH 2) m-2 O- also, the following abbreviations are used. -VO-: -COO- -OV-: -OCO- -T-: -C≡C- -2-: -CH 2 CH 2 - -3-: -CH 2 CH 2 CH 2 - -3a-: - _{CH (CH 3) CH 2 -} -3b-: -CH 2 CH (CH 3) - -4-: -CH 2 CH 2 CH 2 CH 2 - -1O-: -CH 2 -O- -O1-: - O-CH ₂ --G-: -CF = CF- -D-: -CH = CH- -2D-: -CH ₂ CH ₂ CH = CH- -D2-: -CH = CHCH ₂ CH ₂ --J -: -CF ₂ O- -K-: -OCF ₂ --H: Hydrogen atom-CN: Cyano group-F: Fluorine atom-Cl: Chlorine atom-OCF3: Trifluoromethoxy group-OCHF2: Difluoromethoxy group

[0016]

[Chemical 3]

[Chemical 4]

For example

[Chemical 5] It is expressed as.

R-Xa-Ph-Z, R-Xa-VO-Ph-Z, R-Xa-Cy-Z, R-
Xa-VO-Cy-Z, R-Xa-T-Ph-Z, R-Xa-G-Ph-Z, R-Xa-J-Ph-
Z, R-Xa-K-Ph-Z, R-Xa-Ph1-Z, R-Xa-Ph2-Z, R-Xa-Ph3-
Z, R-Xa-Ph5-Z, R-Xb-Ph-Z, R-By-Xa-Z, R-Cy-Xa-Z, R-
Cy-Xb-Z, R-Cy-2-Xa-Z, R-Cy-VO-Xa-Z, R-Cy-G-Xa-Z, R
-Cy-J-Xa-Z, R-Cy-K-Xa-Z, R-Ph-Xa-Z, R-Ph1-Xa-Z, R-
Ph2-Xa-Z, R-Ph3-Xa-Z, R-Ph4-Xa-Z, R-Ph5-Xa-Z, Cy-X
a-Ph-Z, Cy-Xa-Ph1-Z, Cy-Xa-Ph2-Z, Cy-Xa-Ph3-Z, Cy-
Xa-Ph5-Z, Cy-Xa-VO-Ph-Z, Cy-Xa-VO-Ph1-Z, Cy-Xa-VO-
Ph3-Z, Cy-Xa-T-Ph-Z, Cy-Xa-T-Ph1-Z, Cy-Xa-T-Ph3-
Z, Cy-Xa-G-Ph-Z, Cy-Xa-G-Ph1-Z, Cy-Xa-G-Ph3-Z, Cy-
Xa-J-Ph-Z, Cy-Xa-J-Ph1-Z, Cy-Xa-J-Ph3-Z, Cy-VO-Xa-
Ph-Z, Cy-VO-Xa-Ph1-Z, Cy-VO-Xa-Ph3-Z, Cy-VO-Xa-VO-
Ph-Z, Cy-VO-Xa-VO-Ph1-Z, Cy-VO-Xa-VO-Ph3-Z, Cy-VO-
Xa-T-Ph-Z, Cy-VO-Xa-T-Ph1-Z, Cy-VO-Xa-T-Ph3-Z, Cy-
VO-Xa-G-Ph-Z, Cy-VO-Xa-G-Ph1-Z, Cy-VO-Xa-G-Ph3-Z,
Cy-VO-Xa-J-Ph-Z, Cy-VO-Xa-J-Ph1-Z, Cy-VO-Xa-J-Ph3-
Z, Cy-2-Xa-Ph-Z, Cy-2-Xa-Ph1-Z, Cy-2-Xa-Ph2-Z, Cy-
2-Xa-Ph3-Z, Cy-2-Xa-Ph5-Z, Cy-2-Xa-VO-Ph-Z, Cy-2-X
a-VO-Ph1-Z, Cy-2-Xa-VO-Ph3-Z, Cy-2-Xa-T-Ph-Z, Cy-2
-Xa-T-Ph1-Z, Cy-2-Xa-T-Ph3-Z, Cy-2-Xa-G-Ph-Z, Cy-2
-Xa-G-Ph1-Z, Cy-2-Xa-G-Ph3-Z, Cy-2-Xa-J-Ph-Z, Cy-2
-Xa-J-Ph1-Z, Cy-2-Xa-J-Ph3-Z, Cy-G-Xa-Ph-Z, Cy-GX
a-Ph1-Z, Cy-G-Xa-Ph3-Z, Cy-G-Xa-VO-Ph-Z, Cy-G-Xa-V
O-Ph1-Z, Cy-G-Xa-VO-Ph3-Z, Cy-G-Xa-T-Ph-Z, Cy-G-Xa
-T-Ph1-Z, Cy-G-Xa-T-Ph3-Z, Cy-G-Xa-G-Ph-Z, Cy-G-Xa
-G-Ph1-Z, Cy-G-Xa-G-Ph3-Z, Cy-G-Xa-J-Ph-Z, Cy-G-Xa
-J-Ph1-Z, Cy-G-Xa-J-Ph3-Z, Cy-J-Xa-Ph-Z, Cy-J-Xa-P
h1-Z, Cy-J-Xa-Ph3-Z, Cy-J-Xa-VO-Ph-Z, Cy-J-Xa-VO-P
h1-Z, Cy-J-Xa-VO-Ph3-Z, Cy-J-Xa-T-Ph-Z, Cy-J-Xa-T-
Ph1-Z, Cy-J-Xa-T-Ph3-Z, Cy-J-Xa-G-Ph-Z, Cy-J-Xa-G-
Ph1-Z, Cy-J-Xa-G-Ph3-Z, Cy-J-Xa-J-Ph-Z, Cy-J-Xa-J-
Ph1-Z, Cy-J-Xa-J-Ph3-Z, Cy-Xb-Ph1-Z, Cy-Xb-Ph3-Z,
Cy-Xb-VO-Ph-Z, Cy-Xb-VO-Ph1-Z, Cy-Xb-T-Ph1-Z, Cy-X
bG-Ph1-Z, Cy-Xb-G-Ph3-Z, Cy-Xb-J-Ph-Z,

Cy-Xb-J-Ph1-Z, Cy-VO-Xb-Ph-Z, Cy-VO-Xb
-J-Ph3-Z, Cy-2-Xb-Ph-Z, Cy-J-Xb-J-Ph3-Z, Ph-Xa-Ph-
Z, Ph-Xa-Ph1-Z, Ph-Xa-Ph3-Z, Ph-Xa-VO-Ph-Z, Ph-Xa-
VO-Ph1-Z, Ph-Xa-VO-Ph3-Z, Ph-Xa-T-Ph-Z, Ph-Xa-T-Ph
1-Z, Ph-Xa-T-Ph3-Z, Ph-Xa-G-Ph-Z, Ph-Xa-G-Ph1-Z, P
h-Xa-G-Ph3-Z, Ph-Xa-J-Ph-Z, Ph-Xa-J-Ph1-Z, Ph-Xa-J
-Ph3-Z, Ph-VO-Xa-Ph-Z, Ph-VO-Xa-Ph1-Z, Ph-VO-Xa-Ph
3-Z, Ph-VO-Xa-VO-Ph-Z, Ph-VO-Xa-VO-Ph1-Z, Ph-VO-Xa
-VO-Ph3-Z, Ph-VO-Xa-T-Ph-Z, Ph-VO-Xa-T-Ph1-Z, Ph-V
O-Xa-T-Ph3-Z, Ph-VO-Xa-G-Ph-Z, Ph-VO-Xa-G-Ph1-Z, P
h-VO-Xa-G-Ph3-Z, Ph-VO-Xa-J-Ph-Z, Ph-VO-Xa-J-Ph1-
Z, Ph-VO-Xa-J-Ph3-Z, Ph-2-Xa-Ph-Z, Ph-2-Xa-Ph1-Z,
Ph-2-Xa-Ph3-Z, Ph-2-Xa-VO-Ph-Z, Ph-2-Xa-VO-Ph1-Z,
Ph-2-Xa-VO-Ph3-Z, Ph-2-Xa-T-Ph-Z, Ph-2-Xa-T-Ph1-
Z, Ph-2-Xa-T-Ph3-Z, Ph-2-Xa-G-Ph-Z, Ph-2-Xa-G-Ph1-
Z, Ph-2-Xa-G-Ph3-Z, Ph-2-Xa-J-Ph-Z, Ph-2-Xa-J-Ph1-
Z, Ph-2-Xa-J-Ph3-Z, Ph-G-Xa-Ph-Z, Ph-G-Xa-Ph1-Z, P
hG-Xa-Ph3-Z, Ph-G-Xa-VO-Ph-Z, Ph-G-Xa-VO-Ph1-Z, P
hG-Xa-VO-Ph3-Z, Ph-G-Xa-T-Ph-Z, Ph-G-Xa-T-Ph1-Z,
Ph-G-Xa-T-Ph3-Z, Ph-G-Xa-G-Ph-Z, Ph-G-Xa-G-Ph1-Z,
Ph-G-Xa-G-Ph3-Z, Ph-G-Xa-J-Ph-Z, Ph-G-Xa-J-Ph1-Z,
Ph-G-Xa-J-Ph3-Z, Ph-J-Xa-Ph-Z, Ph-J-Xa-Ph1-Z, Ph-J
-Xa-Ph3-Z, Ph-J-Xa-VO-Ph-Z, Ph-J-Xa-VO-Ph1-Z, Ph-J
-Xa-VO-Ph3-Z, Ph-J-Xa-T-Ph-Z, Ph-J-Xa-T-Ph1-Z, Ph-
J-Xa-T-Ph3-Z, Ph-J-Xa-G-Ph-Z, Ph-J-Xa-G-Ph1-Z, Ph-
J-Xa-G-Ph3-Z, Ph-J-Xa-J-Ph-Z, Ph-J-Xa-J-Ph1-Z, Ph-
J-Xa-J-Ph3-Z, Ph-Xb-Ph-Z, Ph-Xb-Ph1-Z, Ph-Xb-Ph3-
Z, Ph-J-Xb-J-Ph1-Z, Ph-J-Xb-J-Ph3-Z, Ph1-Xa-Ph-Z,
Ph1-Xa-Ph1-Z, Ph1-Xa-Ph3-Z, Ph1-Xa-Ph5-Z, Ph1-Xa-V
O-Ph-Z, Ph1-Xa-VO-Ph1-Z, Ph1-Xa-VO-Ph3-Z, Ph1-Xa-T
-Ph-Z, Ph1-Xa-T-Ph1-Z, Ph1-Xa-T-Ph3-Z, Ph1-Xa-G-Ph
-Z, Ph1-Xa-G-Ph1-Z, Ph1-Xa-G-Ph3-Z, Ph1-Xa-J-Ph-
Z, Ph1-Xa-J-Ph1-Z, Ph1-Xa-J-Ph3-Z, Ph1-VO-Xa-Ph-
Z, Ph1-VO-Xa-Ph1-Z, Ph1-VO-Xa-Ph3-Z, Ph1-VO-Xa-VO-
Ph-Z, Ph1-VO-Xa-VO-Ph1-Z, Ph1-VO-Xa-VO-Ph3-Z, Ph1-
VO-Xa-T-Ph-Z, Ph1-VO-Xa-T-Ph1-Z, Ph1-VO-Xa-T-Ph3-
Z, Ph1-VO-Xa-G-Ph-Z, Ph1-VO-Xa-G-Ph1-Z, Ph1-VO-Xa-
G-Ph3-Z, Ph1-VO-Xa-J-Ph-Z, Ph1-VO-Xa-J-Ph1-Z, Ph1-
VO-Xa-J-Ph3-Z, Ph1-2-Xa-Ph-Z, Ph1-2-Xa-Ph1-Z, Ph1-
2-Xa-Ph3-Z, Ph1-2-Xa-VO-Ph-Z, Ph1-2-Xa-VO-Ph1-Z, P
h1-2-Xa-VO-Ph3-Z, Ph1-2-Xa-T-Ph-Z, Ph1-2-Xa-T-Ph1-
Z, Ph1-2-Xa-T-Ph3-Z, Ph1-2-Xa-G-Ph-Z, Ph1-2-Xa-GP
h1-Z, Ph1-2-Xa-G-Ph3-Z, Ph1-2-Xa-J-Ph-Z, Ph1-2-Xa-
J-Ph1-Z, Ph1-2-Xa-J-Ph3-Z, Ph1-G-Xa-Ph-Z, Ph1-G-Xa
-Ph1-Z, Ph1-G-Xa-Ph3-Z, Ph1-G-Xa-VO-Ph-Z, Ph1-G-Xa
-VO-Ph1-Z, Ph1-G-Xa-VO-Ph3-Z, Ph1-G-Xa-T-Ph-Z, Ph1
-G-Xa-T-Ph1-Z, Ph1-G-Xa-T-Ph3-Z, Ph1-G-Xa-G-Ph-Z,
Ph1-G-Xa-G-Ph1-Z, Ph1-G-Xa-G-Ph3-Z, Ph1-G-Xa-J-Ph-
Z, Ph1-G-Xa-J-Ph1-Z, Ph1-G-Xa-J-Ph3-Z, Ph1-J-Xa-Ph
-Z, Ph1-J-Xa-Ph1-Z, Ph1-J-Xa-Ph3-Z, Ph1-J-Xa-VO-Ph
-Z, Ph1-J-Xa-VO-Ph1-Z, Ph1-J-Xa-VO-Ph3-Z, Ph1-J-Xa
-T-Ph-Z, Ph1-J-Xa-T-Ph1-Z, Ph1-J-Xa-T-Ph3-Z, Ph1-J
-Xa-G-Ph-Z, Ph1-J-Xa-G-Ph1-Z, Ph1-J-Xa-G-Ph3-Z, Ph
1-J-Xa-J-Ph-Z, Ph1-J-Xa-J-Ph1-Z, Ph1-J-Xa-J-Ph3-
Z,

Ph1-Xb-Ph3-Z, Ph1-Xb-VO-Ph-Z, Ph1-Xb-T
-Ph-Z, Ph1-Xb-T-Ph3-Z, Ph1-Xb-G-Ph-Z, Ph1-Xb-G-Ph3
-Z, Ph1-Xb-J-Ph-Z, Ph1-Xb-J-Ph1-Z, Ph1-J-Xb-VO-Ph-
Z, Ph1-J-Xb-VO-Ph1-Z, Ph1-J-Xb-VO-Ph3-Z, Ph1-J-Xb-
T-Ph-Z, Ph1-J-Xb-T-Ph1-Z, Ph1-J-Xb-T-Ph3-Z, Ph1-J-
Xb-G-Ph-Z, Ph1-J-Xb-G-Ph1-Z, Ph1-J-Xb-G-Ph3-Z, Ph1
-J-Xb-J-Ph-Z, Ph1-J-Xb-J-Ph1-Z, Ph1-J-Xb-J-Ph3-Z,
Ph3-Xa-Ph-Z, Ph3-Xa-Ph1-Z, Ph3-Xa-Ph3-Z, Ph3-Xa-VO
-Ph-Z, Ph3-Xa-VO-Ph1-Z, Ph3-Xa-VO-Ph3-Z, Ph3-Xa-T-
Ph-Z, Ph3-Xa-T-Ph1-Z, Ph3-Xa-T-Ph3-Z, Ph3-Xa-G-Ph-
Z, Ph3-Xa-G-Ph1-Z, Ph3-Xa-G-Ph3-Z, Ph3-Xa-J-Ph-Z,
Ph3-Xa-J-Ph1-Z, Ph3-Xa-J-Ph3-Z, Ph3-VO-Xa-Ph-Z, Ph
3-VO-Xa-Ph1-Z, Ph3-VO-Xa-Ph3-Z, Ph3-VO-Xa-VO-Ph-
Z, Ph3-VO-Xa-VO-Ph1-Z, Ph3-VO-Xa-VO-Ph3-Z, Ph3-VO-
Xa-T-Ph-Z, Ph3-VO-Xa-T-Ph1-Z, Ph3-VO-Xa-T-Ph3-Z, P
h3-VO-Xa-G-Ph-Z, Ph3-VO-Xa-G-Ph1-Z, Ph3-VO-Xa-G-Ph
3-Z, Ph3-VO-Xa-J-Ph-Z, Ph3-VO-Xa-J-Ph1-Z, Ph3-VO-X
aJ-Ph3-Z, Ph3-2-Xa-Ph-Z, Ph3-2-Xa-Ph1-Z, Ph3-2-Xa
-Ph3-Z, Ph3-2-Xa-VO-Ph-Z, Ph3-2-Xa-VO-Ph1-Z, Ph3-2
-Xa-VO-Ph3-Z, Ph3-2-Xa-T-Ph-Z, Ph3-2-Xa-T-Ph1-Z, P
h3-2-Xa-T-Ph3-Z, Ph3-2-Xa-G-Ph-Z, Ph3-2-Xa-G-Ph1-
Z, Ph3-2-Xa-G-Ph3-Z, Ph3-2-Xa-J-Ph-Z, Ph3-2-Xa-JP
h1-Z, Ph3-2-Xa-J-Ph3-Z, Ph3-G-Xa-Ph-Z, Ph3-G-Xa-Ph
1-Z, Ph3-G-Xa-Ph3-Z, Ph3-G-Xa-VO-Ph-Z, Ph3-G-Xa-VO
-Ph1-Z, Ph3-G-Xa-VO-Ph3-Z, Ph3-G-Xa-T-Ph-Z, Ph3-G-
Xa-T-Ph1-Z, Ph3-G-Xa-T-Ph3-Z, Ph3-G-Xa-G-Ph-Z, Ph3
-G-Xa-G-Ph1-Z, Ph3-G-Xa-G-Ph3-Z, Ph3-G-Xa-J-Ph-Z,
Ph3-G-Xa-J-Ph1-Z, Ph3-G-Xa-J-Ph3-Z, Ph3-J-Xa-Ph-
Z, Ph3-J-Xa-Ph1-Z, Ph3-J-Xa-Ph3-Z, Ph3-J-Xa-VO-Ph-
Z, Ph3-J-Xa-VO-Ph1-Z, Ph3-J-Xa-VO-Ph3-Z, Ph3-J-Xa-
T-Ph-Z, Ph3-J-Xa-T-Ph1-Z, Ph3-J-Xa-T-Ph3-Z, Ph3-J-
Xa-G-Ph-Z, Ph3-J-Xa-G-Ph1-Z, Ph3-J-Xa-G-Ph3-Z, Ph3
-J-Xa-J-Ph-Z, Ph3-J-Xa-J-Ph1-Z, Ph3-J-Xa-J-Ph3-Z,
Ph3-Xb-Ph-Z, Ph3-Xb-Ph1-Z, Ph5-Xa-Ph5-Z, R-Cy-Cy-X
aZ, R-Cy-Cy-2-Xa-Z, R-Cy-Cy-VO-Xa-Z, R-Cy-Cy-T-Xa
-Z, R-Cy-Cy-G-Xa-Z, R-Cy-Cy-J-Xa-Z, R-Cy-Cy-K-Xa-
Z, R-Cy-Ph-Xa-Z, R-Cy-Ph-2-Xa-Z, R-Cy-Ph-VO-Xa-Z,
R-Cy-Ph-T-Xa-Z, R-Cy-Ph-G-Xa-Z, R-Cy-Ph-J-Xa-Z, R-
Cy-Ph-K-Xa-Z, R-Cy-Ph1-Xa-Z, R-Cy-Ph1-2-Xa-Z, R-Cy
-Ph1-VO-Xa-Z, R-Cy-Ph1-T-Xa-Z, R-Cy-Ph1-G-Xa-Z, R-
Cy-Ph1-J-Xa-Z, R-Cy-Ph1-K-Xa-Z, R-Cy-Ph3-Xa-Z, RC
y-Ph3-2-Xa-Z, R-Cy-Ph3-VO-Xa-Z, R-Cy-Ph3-T-Xa-Z, R
-Cy-Ph3-G-Xa-Z, R-Cy-Ph3-J-Xa-Z, R-Cy-Ph3-K-Xa-Z,
R-Cy-Ph3-Xa-Z, R-Cy-Ph3-2-Xa-Z, R-Cy-Ph3-VO-Xa-Z,
R-Cy-Ph3-T-Xa-Z, R-Cy-Ph3-G-Xa-Z, R-Cy-Ph3-J-Xa-
Z, R-Cy-Ph3-K-Xa-Z, R-Cy-VO-Cy-Xa-Z, R-Cy-VO-Cy-2-
Xa-Z, R-Cy-VO-Cy-VO-Xa-Z, R-Cy-VO-Cy-T-Xa-Z, R-Cy-
VO-Cy-G-Xa-Z, R-Cy-VO-Cy-J-Xa-Z, R-Cy-VO-Cy-K-Xa-
Z, R-Cy-VO-Ph-Xa-Z, R-Cy-VO-Ph-2-Xa-Z, R-Cy-VO-Ph-
VO-Xa-Z, R-Cy-VO-Ph-T-Xa-Z, R-Cy-VO-Ph-G-Xa-Z, RC
y-VO-Ph-J-Xa-Z, R-Cy-VO-Ph-K-Xa-Z, R-Cy-VO-Ph1-Xa-
Z, R-Cy-VO-Ph1-2-Xa-Z, R-Cy-VO-Ph1-VO-Xa-Z, R-Cy-V
O-Ph1-T-Xa-Z, R-Cy-VO-Ph1-G-Xa-Z, R-Cy-VO-Ph1-J-Xa
-Z, R-Cy-VO-Ph1-K-Xa-Z, R-Cy-VO-Ph3-Xa-Z, R-Cy-VO-
Ph3-2-Xa-Z, R-Cy-VO-Ph3-VO-Xa-Z, R-Cy-VO-Ph3-T-Xa-
Z, R-Cy-VO-Ph3-G-Xa-Z, R-Cy-VO-Ph3-J-Xa-Z, R-Cy-VO
-Ph3-K-Xa-Z, R-Cy-VO-Ph3-Xa-Z, R-Cy-VO-Ph3-2-Xa-
Z, R-Cy-VO-Ph3-VO-Xa-Z, R-Cy-VO-Ph3-T-Xa-Z, R-Cy-V
O-Ph3-G-Xa-Z, R-Cy-VO-Ph3-J-Xa-Z, R-Cy-VO-Ph3-K-Xa
-Z, R-Cy-2-Cy-Xa-Z, R-Cy-2-Cy-2-Xa-Z, R-Cy-2-Cy-VO
-Xa-Z, R-Cy-2-Cy-T-Xa-Z, R-Cy-2-Cy-G-Xa-Z, R-Cy-2-
Cy-J-Xa-Z, R-Cy-2-Cy-K-Xa-Z, R-Cy-2-Ph-Xa-Z, R-Cy-
2-Ph-2-Xa-Z, R-Cy-2-Ph-VO-Xa-Z, R-Cy-2-Ph-T-Xa-Z,
R-Cy-2-Ph-G-Xa-Z, R-Cy-2-Ph-J-Xa-Z, R-Cy-2-Ph-K-Xa
-Z, R-Cy-2-Ph1-Xa-Z, R-Cy-2-Ph1-2-Xa-Z, R-Cy-2-Ph1
-VO-Xa-Z, R-Cy-2-Ph1-T-Xa-Z,

R-Cy-2-Ph1-G-Xa-Z, R-Cy-2-Ph1-J-Xa-Z,
R-Cy-2-Ph1-K-Xa-Z, R-Cy-2-Ph3-Xa-Z, R-Cy-2-Ph3-2-X
aZ, R-Cy-2-Ph3-VO-Xa-Z, R-Cy-2-Ph3-T-Xa-Z, R-Cy-2
-Ph3-G-Xa-Z, R-Cy-2-Ph3-J-Xa-Z, R-Cy-2-Ph3-K-Xa-
Z, R-Cy-2-Ph3-Xa-Z, R-Cy-2-Ph3-2-Xa-Z, R-Cy-2-Ph3-
VO-Xa-Z, R-Cy-2-Ph3-T-Xa-Z, R-Cy-2-Ph3-G-Xa-Z, RC
y-2-Ph3-J-Xa-Z, R-Cy-2-Ph3-K-Xa-Z, R-Cy-J-Cy-Xa-
Z, R-Cy-J-Cy-2-Xa-Z, R-Cy-J-Cy-VO-Xa-Z, R-Cy-J-Cy-
T-Xa-Z, R-Cy-J-Cy-G-Xa-Z, R-Cy-J-Cy-J-Xa-Z, R-Cy-J
-Cy-K-Xa-Z, R-Cy-J-Ph-Xa-Z, R-Cy-J-Ph-2-Xa-Z, R-Cy
-J-Ph-VO-Xa-Z, R-Cy-J-Ph-T-Xa-Z, R-Cy-J-Ph-G-Xa-
Z, R-Cy-J-Ph-J-Xa-Z, R-Cy-J-Ph-K-Xa-Z, R-Cy-J-Ph1-
Xa-Z, R-Cy-J-Ph1-2-Xa-Z, R-Cy-J-Ph1-VO-Xa-Z, R-Cy-
J-Ph1-T-Xa-Z, R-Cy-J-Ph1-G-Xa-Z, R-Cy-J-Ph1-J-Xa-
Z, R-Cy-J-Ph1-K-Xa-Z, R-Cy-J-Ph3-Xa-Z, R-Cy-J-Ph3-
2-Xa-Z, R-Cy-J-Ph3-VO-Xa-Z, R-Cy-J-Ph3-T-Xa-Z, RC
yJ-Ph3-G-Xa-Z, R-Cy-J-Ph3-J-Xa-Z, R-Cy-J-Ph3-K-Xa
-Z, R-Cy-J-Ph3-Xa-Z, R-Cy-J-Ph3-2-Xa-Z, R-Cy-J-Ph3
-VO-Xa-Z, R-Cy-J-Ph3-T-Xa-Z, R-Cy-J-Ph3-G-Xa-Z, R-
Cy-J-Ph3-J-Xa-Z, R-Cy-J-Ph3-K-Xa-Z, R-Ph-Cy-Xa-Z,
R-Ph-Cy-2-Xa-Z, R-Ph-Cy-VO-Xa-Z, R-Ph-Cy-T-Xa-Z, R
-Ph-Cy-G-Xa-Z, R-Ph-Cy-J-Xa-Z, R-Ph-Cy-K-Xa-Z, RP
h-Ph-Xa-Z, R-Ph-Ph-2-Xa-Z, R-Ph-Ph-VO-Xa-Z, R-Ph-P
hT-Xa-Z, R-Ph-Ph-G-Xa-Z, R-Ph-Ph-J-Xa-Z, R-Ph-Ph-
K-Xa-Z, R-Ph-Ph1-Xa-Z, R-Ph-Ph1-2-Xa-Z, R-Ph-Ph1-V
O-Xa-Z, R-Ph-Ph1-T-Xa-Z, R-Ph-Ph1-G-Xa-Z, R-Ph-Ph1
-J-Xa-Z, R-Ph-Ph1-K-Xa-Z, R-Ph-Ph3-Xa-Z, R-Ph-Ph3-
2-Xa-Z, R-Ph-Ph3-VO-Xa-Z, R-Ph-Ph3-T-Xa-Z, R-Ph-Ph
3-G-Xa-Z, R-Ph-Ph3-J-Xa-Z, R-Ph-Ph3-K-Xa-Z, R-Ph-P
h3-Xa-Z, R-Ph-Ph3-2-Xa-Z, R-Ph-Ph3-VO-Xa-Z, R-Ph-P
h3-T-Xa-Z, R-Ph-Ph3-G-Xa-Z, R-Ph-Ph3-J-Xa-Z, R-Ph-
Ph3-K-Xa-Z, R-Ph-VO-Cy-Xa-Z, R-Ph-VO-Cy-2-Xa-Z, R-
Ph-VO-Cy-VO-Xa-Z, R-Ph-VO-Cy-T-Xa-Z, R-Ph-VO-Cy-G-
Xa-Z, R-Ph-VO-Cy-J-Xa-Z, R-Ph-VO-Cy-K-Xa-Z, R-Ph-V
O-Ph-Xa-Z, R-Ph-VO-Ph-2-Xa-Z, R-Ph-VO-Ph-VO-Xa-Z,
R-Ph-VO-Ph-T-Xa-Z, R-Ph-VO-Ph-G-Xa-Z, R-Ph-VO-Ph-J
-Xa-Z, R-Ph-VO-Ph-K-Xa-Z, R-Ph-VO-Ph1-Xa-Z, R-Ph-V
O-Ph1-2-Xa-Z, R-Ph-VO-Ph1-VO-Xa-Z, R-Ph-VO-Ph1-TX
aZ, R-Ph-VO-Ph1-G-Xa-Z, R-Ph-VO-Ph1-J-Xa-Z, R-Ph-
VO-Ph1-K-Xa-Z, R-Ph-VO-Ph3-Xa-Z, R-Ph-VO-Ph3-2-Xa-
Z, R-Ph-VO-Ph3-VO-Xa-Z, R-Ph-VO-Ph3-T-Xa-Z, R-Ph-V
O-Ph3-G-Xa-Z, R-Ph-VO-Ph3-J-Xa-Z, R-Ph-VO-Ph3-K-Xa
-Z, R-Ph-VO-Ph3-Xa-Z, R-Ph-VO-Ph3-2-Xa-Z, R-Ph-VO-
Ph3-VO-Xa-Z, R-Ph-VO-Ph3-T-Xa-Z, R-Ph-VO-Ph3-G-Xa-
Z, R-Ph-VO-Ph3-J-Xa-Z, R-Ph-VO-Ph3-K-Xa-Z, R-Ph-2-
Cy-Xa-Z, R-Ph-2-Cy-2-Xa-Z, R-Ph-2-Cy-VO-Xa-Z, R-Ph
-2-Cy-T-Xa-Z, R-Ph-2-Cy-G-Xa-Z, R-Ph-2-Cy-J-Xa-Z,
R-Ph-2-Cy-K-Xa-Z, R-Ph-2-Ph-Xa-Z, R-Ph-2-Ph-2-Xa-
Z, R-Ph-2-Ph-VO-Xa-Z, R-Ph-2-Ph-T-Xa-Z, R-Ph-2-Ph-
G-Xa-Z, R-Ph-2-Ph-J-Xa-Z, R-Ph-2-Ph-K-Xa-Z, R-Ph-2
-Ph1-Xa-Z, R-Ph-2-Ph1-2-Xa-Z, R-Ph-2-Ph1-VO-Xa-Z,
R-Ph-2-Ph1-T-Xa-Z, R-Ph-2-Ph1-G-Xa-Z, R-Ph-2-Ph1-J
-Xa-Z, R-Ph-2-Ph1-K-Xa-Z, R-Ph-2-Ph3-Xa-Z, R-Ph-2-
Ph3-2-Xa-Z, R-Ph-2-Ph3-VO-Xa-Z, R-Ph-2-Ph3-T-Xa-
Z,

R-Ph-2-Ph3-G-Xa-Z, R-Ph-2-Ph3-J-Xa-Z,
R-Ph-2-Ph3-K-Xa-Z, R-Ph-2-Ph3-Xa-Z, R-Ph-2-Ph3-2-X
aZ, R-Ph-2-Ph3-VO-Xa-Z, R-Ph-2-Ph3-T-Xa-Z, R-Ph-2
-Ph3-G-Xa-Z, R-Ph-2-Ph3-J-Xa-Z, R-Ph-2-Ph3-K-Xa-
Z, R-Ph-J-Cy-Xa-Z, R-Ph-J-Cy-2-Xa-Z, R-Ph-J-Cy-VO-
Xa-Z, R-Ph-J-Cy-T-Xa-Z, R-Ph-J-Cy-G-Xa-Z, R-Ph-JC
yJ-Xa-Z, R-Ph-J-Cy-K-Xa-Z, R-Ph-J-Ph-Xa-Z, R-Ph-J
-Ph-2-Xa-Z, R-Ph-J-Ph-VO-Xa-Z, R-Ph-J-Ph-T-Xa-Z, R
-Ph-J-Ph-G-Xa-Z, R-Ph-J-Ph-J-Xa-Z, R-Ph-J-Ph-K-Xa-
Z, R-Ph-J-Ph1-Xa-Z, R-Ph-J-Ph1-2-Xa-Z, R-Ph-J-Ph1-
VO-Xa-Z, R-Ph-J-Ph1-T-Xa-Z, R-Ph-J-Ph1-G-Xa-Z, RP
hJ-Ph1-J-Xa-Z, R-Ph-J-Ph1-K-Xa-Z, R-Ph-J-Ph3-Xa-
Z, R-Ph-J-Ph3-2-Xa-Z, R-Ph-J-Ph3-VO-Xa-Z, R-Ph-JP
h3-T-Xa-Z, R-Ph-J-Ph3-G-Xa-Z, R-Ph-J-Ph3-J-Xa-Z, R
-Ph-J-Ph3-K-Xa-Z, R-Ph-J-Ph3-Xa-Z, R-Ph-J-Ph3-2-Xa
-Z, R-Ph-J-Ph3-VO-Xa-Z, R-Ph-J-Ph3-T-Xa-Z, R-Ph-J-
Ph3-G-Xa-Z, R-Ph-J-Ph3-J-Xa-Z, R-Ph-J-Ph3-K-Xa-Z,
R-Ph3-Cy-Xa-Z, R-Ph3-Cy-2-Xa-Z, R-Ph3-Cy-VO-Xa-Z,
R-Ph3-Cy-T-Xa-Z, R-Ph3-Cy-G-Xa-Z, R-Ph3-Cy-J-Xa-
Z, R-Ph3-Cy-K-Xa-Z, R-Ph3-Ph-Xa-Z, R-Ph3-Ph-2-Xa-
Z, R-Ph3-Ph-VO-Xa-Z, R-Ph3-Ph-T-Xa-Z, R-Ph3-Ph-GX
aZ, R-Ph3-Ph-J-Xa-Z, R-Ph3-Ph-K-Xa-Z, R-Ph3-Ph1-X
aZ, R-Ph3-Ph1-2-Xa-Z, R-Ph3-Ph1-VO-Xa-Z, R-Ph3-Ph
1-T-Xa-Z, R-Ph3-Ph1-G-Xa-Z, R-Ph3-Ph1-J-Xa-Z, R-Ph
3-Ph1-K-Xa-Z, R-Ph3-Ph3-Xa-Z, R-Ph3-Ph3-2-Xa-Z, R-
Ph3-Ph3-VO-Xa-Z, R-Ph3-Ph3-T-Xa-Z, R-Ph3-Ph3-G-Xa-
Z, R-Ph3-Ph3-J-Xa-Z, R-Ph3-Ph3-K-Xa-Z, R-Ph3-Ph3-X
aZ, R-Ph3-Ph3-2-Xa-Z, R-Ph3-Ph3-VO-Xa-Z, R-Ph3-Ph
3-T-Xa-Z, R-Ph3-Ph3-G-Xa-Z, R-Ph3-Ph3-J-Xa-Z, R-Ph
3-Ph3-K-Xa-Z, R-Ph3-VO-Cy-Xa-Z, R-Ph3-VO-Cy-2-Xa-
Z, R-Ph3-VO-Cy-VO-Xa-Z, R-Ph3-VO-Cy-T-Xa-Z, R-Ph3-
VO-Cy-G-Xa-Z, R-Ph3-VO-Cy-J-Xa-Z, R-Ph3-VO-Cy-K-Xa
-Z, R-Ph3-VO-Ph-Xa-Z, R-Ph3-VO-Ph-2-Xa-Z, R-Ph3-VO
-Ph-VO-Xa-Z, R-Ph3-VO-Ph-T-Xa-Z, R-Ph3-VO-Ph-G-Xa-
Z, R-Ph3-VO-Ph-J-Xa-Z, R-Ph3-VO-Ph-K-Xa-Z, R-Ph3-V
O-Ph1-Xa-Z, R-Ph3-VO-Ph1-2-Xa-Z, R-Ph3-VO-Ph1-VO-X
aZ, R-Ph3-VO-Ph1-T-Xa-Z, R-Ph3-VO-Ph1-G-Xa-Z, RP
h3-VO-Ph1-J-Xa-Z, R-Ph3-VO-Ph1-K-Xa-Z, R-Ph3-VO-Ph
3-Xa-Z, R-Ph3-VO-Ph3-2-Xa-Z, R-Ph3-VO-Ph3-VO-Xa-
Z, R-Ph3-VO-Ph3-T-Xa-Z, R-Ph3-VO-Ph3-G-Xa-Z, R-Ph3
-VO-Ph3-J-Xa-Z, R-Ph3-VO-Ph3-K-Xa-Z, R-Ph3-VO-Ph3-
Xa-Z, R-Ph3-VO-Ph3-2-Xa-Z, R-Ph3-VO-Ph3-VO-Xa-Z, R
-Ph3-VO-Ph3-T-Xa-Z, R-Ph3-VO-Ph3-G-Xa-Z, R-Ph3-VO-
Ph3-J-Xa-Z, R-Ph3-VO-Ph3-K-Xa-Z, R-Ph3-2-Cy-Xa-Z,
R-Ph3-2-Cy-2-Xa-Z, R-Ph3-2-Cy-VO-Xa-Z, R-Ph3-2-Cy-
T-Xa-Z, R-Ph3-2-Cy-G-Xa-Z, R-Ph3-2-Cy-J-Xa-Z, R-Ph
3-2-Cy-K-Xa-Z, R-Ph3-2-Ph-Xa-Z, R-Ph3-2-Ph-2-Xa-
Z, R-Ph3-2-Ph-VO-Xa-Z, R-Ph3-2-Ph-T-Xa-Z, R-Ph3-2-
Ph-G-Xa-Z, R-Ph3-2-Ph-J-Xa-Z, R-Ph3-2-Ph-K-Xa-Z, R
-Ph3-2-Ph1-Xa-Z, R-Ph3-2-Ph1-2-Xa-Z, R-Ph3-2-Ph1-V
O-Xa-Z, R-Ph3-2-Ph1-T-Xa-Z, R-Ph3-2-Ph1-G-Xa-Z, R-
Ph3-2-Ph1-J-Xa-Z, R-Ph3-2-Ph1-K-Xa-Z, R-Ph3-2-Ph3-
Xa-Z, R-Ph3-2-Ph3-2-Xa-Z, R-Ph3-2-Ph3-VO-Xa-Z, RP
h3-2-Ph3-T-Xa-Z, R-Ph3-2-Ph3-G-Xa-Z, R-Ph3-2-Ph3-J
-Xa-Z, R-Ph3-2-Ph3-K-Xa-Z, R-Ph3-2-Ph3-Xa-Z, R-Ph3
-2-Ph3-2-Xa-Z, R-Ph3-2-Ph3-VO-Xa-Z, R-Ph3-2-Ph3-T-
Xa-Z, R-Ph3-2-Ph3-G-Xa-Z, R-Ph3-2-Ph3-J-Xa-Z, R-Ph
3-2-Ph3-K-Xa-Z, R-Ph3-J-Cy-Xa-Z, R-Ph3-J-Cy-2-Xa-
Z, R-Ph3-J-Cy-VO-Xa-Z, R-Ph3-J-Cy-T-Xa-Z, R-Ph3-J-
Cy-G-Xa-Z, R-Ph3-J-Cy-J-Xa-Z, R-Ph3-J-Cy-K-Xa-Z, R
-Ph3-J-Ph-Xa-Z, R-Ph3-J-Ph-2-Xa-Z, R-Ph3-J-Ph-VO-X
aZ, R-Ph3-J-Ph-T-Xa-Z, R-Ph3-J-Ph-G-Xa-Z, R-Ph3-J
-Ph-J-Xa-Z, R-Ph3-J-Ph-K-Xa-Z, R-Ph3-J-Ph1-Xa-Z, R
-Ph3-J-Ph1-2-Xa-Z, R-Ph3-J-Ph1-VO-Xa-Z, R-Ph3-J-Ph
1-T-Xa-Z, R-Ph3-J-Ph1-G-Xa-Z, R-Ph3-J-Ph1-J-Xa-Z,
R-Ph3-J-Ph1-K-Xa-Z, R-Ph3-J-Ph3-Xa-Z, R-Ph3-J-Ph3-
2-Xa-Z, R-Ph3-J-Ph3-VO-Xa-Z, R-Ph3-J-Ph3-T-Xa-Z, R
-Ph3-J-Ph3-G-Xa-Z, R-Ph3-J-Ph3-J-Xa-Z, R-Ph3-J-Ph3
-K-Xa-Z, R-Ph3-J-Ph3-Xa-Z, R-Ph3-J-Ph3-2-Xa-Z, RP
h3-J-Ph3-VO-Xa-Z, R-Ph3-J-Ph3-T-Xa-Z, R-Ph3-J-Ph3-
G-Xa-Z, R-Ph3-J-Ph3-J-Xa-Z, R-Ph3-J-Ph3-K-Xa-Z, R-
By-Cy-Xa-Z, R-By-Cy-2-Xa-Z, R-By-Cy-VO-Xa-Z, R-By-
Cy-T-Xa-Z, R-By-Cy-G-Xa-Z, R-By-Cy-J-Xa-Z, R-By-Cy
-K-Xa-Z, R-By-Ph-Xa-Z, R-By-Ph-2-Xa-Z, R-By-Ph-VO-
Xa-Z, R-By-Ph-T-Xa-Z, R-By-Ph-G-Xa-Z, R-By-Ph-J-Xa
-Z, R-By-Ph-K-Xa-Z, R-By-Ph1-Xa-Z, R-By-Ph1-2-Xa-
Z, R-By-Ph1-VO-Xa-Z, R-By-Ph1-T-Xa-Z, R-By-Ph1-GX
aZ, R-By-Ph1-J-Xa-Z, R-By-Ph1-K-Xa-Z, R-By-Ph3-Xa
-Z, R-By-Ph3-2-Xa-Z, R-By-Ph3-VO-Xa-Z, R-By-Ph3-T-
Xa-Z, R-By-Ph3-G-Xa-Z, R-By-Ph3-J-Xa-Z, R-By-Ph3-K
-Xa-Z, R-By-Ph3-Xa-Z, R-By-Ph3-2-Xa-Z, R-By-Ph3-VO
-Xa-Z, R-By-Ph3-T-Xa-Z, R-By-Ph3-G-Xa-Z, R-By-Ph3-
J-Xa-Z, R-By-Ph3-K-Xa-Z, R-By-VO-Cy-Xa-Z, R-By-VO-
Cy-2-Xa-Z, R-By-VO-Cy-VO-Xa-Z, R-By-VO-Cy-T-Xa-Z,
R-By-VO-Cy-G-Xa-Z, R-By-VO-Cy-J-Xa-Z, R-By-VO-Cy-K
-Xa-Z, R-By-VO-Ph-Xa-Z, R-By-VO-Ph-2-Xa-Z, R-By-VO
-Ph-VO-Xa-Z, R-By-VO-Ph-T-Xa-Z,

R-By-VO-Ph-G-Xa-Z, R-By-VO-Ph-J-Xa-Z,
R-By-VO-Ph-K-Xa-Z, R-By-VO-Ph1-Xa-Z, R-By-VO-Ph1-2
-Xa-Z, R-By-VO-Ph1-VO-Xa-Z, R-By-VO-Ph1-T-Xa-Z, R-
By-VO-Ph1-G-Xa-Z, R-By-VO-Ph1-J-Xa-Z, R-By-VO-Ph1-
K-Xa-Z, R-By-VO-Ph3-Xa-Z, R-By-VO-Ph3-2-Xa-Z, R-By
-VO-Ph3-VO-Xa-Z, R-By-VO-Ph3-T-Xa-Z, R-By-VO-Ph3-G
-Xa-Z, R-By-VO-Ph3-J-Xa-Z, R-By-VO-Ph3-K-Xa-Z, RB
y-VO-Ph3-Xa-Z, R-By-VO-Ph3-2-Xa-Z, R-By-VO-Ph3-VO-
Xa-Z, R-By-VO-Ph3-T-Xa-Z, R-By-VO-Ph3-G-Xa-Z, R-By
-VO-Ph3-J-Xa-Z, R-By-VO-Ph3-K-Xa-Z, R-By-2-Cy-Xa-
Z, R-By-2-Cy-2-Xa-Z, R-By-2-Cy-VO-Xa-Z, R-By-2-Cy-
T-Xa-Z, R-By-2-Cy-G-Xa-Z, R-By-2-Cy-J-Xa-Z, R-By-2
-Cy-K-Xa-Z, R-By-2-Ph-Xa-Z, R-By-2-Ph-2-Xa-Z, R-By
-2-Ph-VO-Xa-Z, R-By-2-Ph-T-Xa-Z, R-By-2-Ph-G-Xa-
Z, R-By-2-Ph-J-Xa-Z, R-By-2-Ph-K-Xa-Z, R-By-2-Ph1-
Xa-Z, R-By-2-Ph1-2-Xa-Z, R-By-2-Ph1-VO-Xa-Z, R-By-
2-Ph1-T-Xa-Z, R-By-2-Ph1-G-Xa-Z, R-By-2-Ph1-J-Xa-
Z, R-By-2-Ph1-K-Xa-Z, R-By-2-Ph3-Xa-Z, R-By-2-Ph3-
2-Xa-Z, R-By-2-Ph3-VO-Xa-Z, R-By-2-Ph3-T-Xa-Z, RB
y-2-Ph3-G-Xa-Z, R-By-2-Ph3-J-Xa-Z, R-By-2-Ph3-K-Xa
-Z, R-By-2-Ph3-Xa-Z, R-By-2-Ph3-2-Xa-Z, R-By-2-Ph3
-VO-Xa-Z, R-By-2-Ph3-T-Xa-Z, R-By-2-Ph3-G-Xa-Z, R-
By-2-Ph3-J-Xa-Z, R-By-2-Ph3-K-Xa-Z, R-By-J-Cy-Xa-
Z, R-By-J-Cy-2-Xa-Z, R-By-J-Cy-VO-Xa-Z, R-By-J-Cy-
T-Xa-Z, R-By-J-Cy-G-Xa-Z, R-By-J-Cy-J-Xa-Z, R-By-J
-Cy-K-Xa-Z, R-By-J-Ph-Xa-Z, R-By-J-Ph-2-Xa-Z, R-By
-J-Ph-VO-Xa-Z, R-By-J-Ph-T-Xa-Z, R-By-J-Ph-G-Xa-
Z, R-By-J-Ph-J-Xa-Z, R-By-J-Ph-K-Xa-Z, R-By-J-Ph1-
Xa-Z, R-By-J-Ph1-2-Xa-Z, R-By-J-Ph1-VO-Xa-Z, R-By-
J-Ph1-T-Xa-Z, R-By-J-Ph1-G-Xa-Z, R-By-J-Ph1-J-Xa-
Z, R-By-J-Ph1-K-Xa-Z, R-By-J-Ph3-Xa-Z, R-By-J-Ph3-
2-Xa-Z, R-By-J-Ph3-VO-Xa-Z, R-By-J-Ph3-T-Xa-Z, RB
yJ-Ph3-G-Xa-Z, R-By-J-Ph3-J-Xa-Z, R-By-J-Ph3-K-Xa
-Z, R-By-J-Ph3-Xa-Z, R-By-J-Ph3-2-Xa-Z, R-By-J-Ph3
-VO-Xa-Z, R-By-J-Ph3-T-Xa-Z, R-By-J-Ph3-G-Xa-Z, R-
By-J-Ph3-J-Xa-Z, R-By-J-Ph3-K-Xa-Z, R-Cy-2-Cy-2-Xa
-T-Ph-Z, R-Cy-2-Cy-2-Xa-T-Ph1-Z, R-Cy-2-Cy-2-Xa-T-
Ph3-Z, R-Cy-2-Cy-J-Xa-T-Ph-Z, R-Cy-2-Cy-J-Xa-T-Ph1
-Z, R-Cy-2-Cy-J-Xa-T-Ph3-Z, R-Cy-2-Cy-Xa-T-Ph-Z, R
-Cy-2-Cy-Xa-T-Ph1-Z, R-Cy-2-Cy-Xa-T-Ph3-Z, R-Cy-Cy
-2-Xa-T-Ph-Z, R-Cy-Cy-2-Xa-T-Ph1-Z, R-Cy-Cy-2-Xa-T
-Ph3-Z, R-Cy-Cy-J-Xa-T-Ph-Z, R-Cy-Cy-J-Xa-T-Ph1-
Z, R-Cy-Cy-J-Xa-T-Ph3-Z, R-Cy-Cy-Xa-T-Ph-Z, R-Cy-C
y-Xa-T-Ph1-Z, R-Cy-Cy-Xa-T-Ph3-Z, R-Cy-2-Cy-2-Xa-V
O-Ph-Z, R-Cy-2-Cy-2-Xa-VO-Ph1-Z, R-Cy-2-Cy-2-Xa-VO
-Ph3-Z, R-Cy-2-Cy-J-Xa-VO-Ph-Z, R-Cy-2-Cy-J-Xa-VO-
Ph1-Z, R-Cy-2-Cy-J-Xa-VO-Ph3-Z, R-Cy-2-Cy-Xa-VO-Ph
-Z, R-Cy-2-Cy-Xa-VO-Ph1-Z, R-Cy-2-Cy-Xa-VO-Ph3-Z,
R-Cy-Cy-2-Xa-VO-Ph-Z, R-Cy-Cy-2-Xa-VO-Ph1-Z, R-Cy-
Cy-2-Xa-VO-Ph3-Z, R-Cy-Cy-J-Xa-VO-Ph-Z, R-Cy-Cy-J-
Xa-VO-Ph1-Z, R-Cy-Cy-J-Xa-VO-Ph3-Z, R-Cy-Cy-Xa-VO-
Ph-Z, R-Cy-Cy-Xa-VO-Ph1-Z, R-Cy-Cy-Xa-VO-Ph3-Z, R-
Cy-2-Cy-2-Xa-Cy-Z, R-Cy-2-Cy-2-Xa-Ph-Z, R-Cy-2-Cy-
2-Xa-Ph1-Z, R-Cy-2-Cy-2-Xa-Ph3-Z, R-Cy-2-Cy-J-Xa-C
yZ, R-Cy-2-Cy-J-Xa-Ph-Z, R-Cy-2-Cy-J-Xa-Ph1-Z, R-
Cy-2-Cy-J-Xa-Ph3-Z, R-Cy-2-Cy-Xa-Cy-Z, R-Cy-2-Cy-X
a-Ph-Z, R-Cy-2-Cy-Xa-Ph1-Z, R-Cy-2-Cy-Xa-Ph3-Z, R-
Cy-Cy-2-Xa-Cy-Z, R-Cy-Cy-2-Xa-Ph-Z, R-Cy-Cy-2-Xa-P
h1-Z, R-Cy-Cy-2-Xa-Ph3-Z, R-Cy-Cy-2-Xa-Ph5-Z, R-Cy
-Cy-J-Xa-Cy-Z, R-Cy-Cy-J-Xa-Ph-Z, R-Cy-Cy-J-Xa-Ph1
-Z, R-Cy-Cy-J-Xa-Ph3-Z, R-Cy-Cy-Xa-Cy-Z, R-Cy-Cy-X
a-Ph-Z, R-Cy-Cy-Xa-Ph1-Z, R-Cy-Cy-Xa-Ph3-Z, R-Cy-C
y-Xa-Ph5-Z, R-Cy-2-Ph-2-Xa-T-Ph-Z, R-Cy-2-Ph-2-Xa-
T-Ph1-Z, R-Cy-2-Ph-2-Xa-T-Ph3-Z, R-Cy-2-Ph-T-Xa-T-
Ph-Z, R-Cy-2-Ph-T-Xa-T-Ph1-Z, R-Cy-2-Ph-T-Xa-T-Ph3
-Z, R-Cy-2-Ph-Xa-T-Ph-Z, R-Cy-2-Ph-Xa-T-Ph1-Z, RC
y-2-Ph-Xa-T-Ph3-Z, R-Cy-T-Ph-2-Xa-T-Ph-Z, R-Cy-TP
h-2-Xa-T-Ph1-Z,

R-Cy-T-Ph-2-Xa-T-Ph3-Z, R-Cy-T-Ph-T-Xa
-T-Ph-Z, R-Cy-T-Ph-T-Xa-T-Ph1-Z, R-Cy-T-Ph-T-Xa-T-
Ph3-Z, R-Cy-T-Ph-Xa-T-Ph-Z, R-Cy-T-Ph-Xa-T-Ph1-Z,
R-Cy-T-Ph-Xa-T-Ph3-Z, R-Cy-Ph-2-Xa-T-Ph-Z, R-Cy-Ph
-2-Xa-T-Ph1-Z, R-Cy-Ph-2-Xa-T-Ph3-Z, R-Cy-Ph-T-Xa-
T-Ph-Z, R-Cy-Ph-T-Xa-T-Ph1-Z, R-Cy-Ph-T-Xa-T-Ph3-
Z, R-Cy-Ph-Xa-T-Ph-Z, R-Cy-Ph-Xa-T-Ph1-Z, R-Cy-Ph-
Xa-T-Ph3-Z, R-Cy-2-Ph-2-Xa-VO-Ph-Z, R-Cy-2-Ph-2-Xa
-VO-Ph1-Z, R-Cy-2-Ph-2-Xa-VO-Ph3-Z, R-Cy-2-Ph-T-Xa
-VO-Ph-Z, R-Cy-2-Ph-T-Xa-VO-Ph1-Z, R-Cy-2-Ph-T-Xa-
VO-Ph3-Z, R-Cy-2-Ph-Xa-VO-Ph-Z, R-Cy-2-Ph-Xa-VO-Ph
1-Z, R-Cy-2-Ph-Xa-VO-Ph3-Z, R-Cy-T-Ph-2-Xa-VO-Ph-
Z, R-Cy-T-Ph-2-Xa-VO-Ph1-Z, R-Cy-T-Ph-2-Xa-VO-Ph3-
Z, R-Cy-T-Ph-T-Xa-VO-Ph-Z, R-Cy-T-Ph-T-Xa-VO-Ph1-
Z, R-Cy-T-Ph-T-Xa-VO-Ph3-Z, R-Cy-T-Ph-Xa-VO-Ph-Z,
R-Cy-T-Ph-Xa-VO-Ph1-Z, R-Cy-T-Ph-Xa-VO-Ph3-Z, R-Cy
-Ph-2-Xa-VO-Ph-Z, R-Cy-Ph-2-Xa-VO-Ph1-Z, R-Cy-Ph-2
-Xa-VO-Ph3-Z, R-Cy-Ph-T-Xa-VO-Ph-Z, R-Cy-Ph-T-Xa-V
O-Ph1-Z, R-Cy-Ph-T-Xa-VO-Ph3-Z, R-Cy-Ph-Xa-VO-Ph-
Z, R-Cy-Ph-Xa-VO-Ph1-Z, R-Cy-Ph-Xa-VO-Ph3-Z, R-Cy-
2-Ph-2-Xa-Cy-Z, R-Cy-2-Ph-2-Xa-Ph-Z, R-Cy-2-Ph-2-X
a-Ph1-Z, R-Cy-2-Ph-2-Xa-Ph3-Z, R-Cy-2-Ph-T-Xa-Cy-
Z, R-Cy-2-Ph-T-Xa-Ph-Z, R-Cy-2-Ph-T-Xa-Ph1-Z, R-Cy
-2-Ph-T-Xa-Ph3-Z, R-Cy-2-Ph-Xa-Cy-Z, R-Cy-2-Ph-Xa-
Ph-Z, R-Cy-2-Ph-Xa-Ph1-Z, R-Cy-2-Ph-Xa-Ph3-Z, R-Cy
-T-Ph-2-Xa-Cy-Z, R-Cy-T-Ph-2-Xa-Ph-Z, R-Cy-T-Ph-2-
Xa-Ph1-Z, R-Cy-T-Ph-2-Xa-Ph3-Z, R-Cy-T-Ph-T-Xa-Cy-
Z, R-Cy-T-Ph-T-Xa-Ph-Z, R-Cy-T-Ph-T-Xa-Ph1-Z, R-Cy
-T-Ph-T-Xa-Ph3-Z, R-Cy-T-Ph-Xa-Cy-Z, R-Cy-T-Ph-Xa-
Ph-Z, R-Cy-T-Ph-Xa-Ph1-Z, R-Cy-T-Ph-Xa-Ph3-Z, R-Cy
-Ph-2-Xa-Cy-Z, R-Cy-Ph-2-Xa-Ph-Z, R-Cy-Ph-2-Xa-Ph1
-Z, R-Cy-Ph-2-Xa-Ph3-Z, R-Cy-Ph-T-Xa-Cy-Z, R-Cy-Ph
-T-Xa-Ph-Z, R-Cy-Ph-T-Xa-Ph1-Z, R-Cy-Ph-T-Xa-Ph3-
Z, R-Cy-Ph-Xa-Cy-Z, R-Cy-Ph-Xa-Ph-Z, R-Cy-Ph-Xa-Ph
1-Z, R-Cy-Ph-Xa-Ph3-Z, R-Cy-2-Ph1-2-Xa-T-Ph-Z, RC
y-2-Ph1-2-Xa-T-Ph1-Z, R-Cy-2-Ph1-2-Xa-T-Ph3-Z, RC
y-2-Ph1-T-Xa-T-Ph-Z, R-Cy-2-Ph1-T-Xa-T-Ph1-Z, R-Cy
-2-Ph1-T-Xa-T-Ph3-Z, R-Cy-2-Ph1-Xa-T-Ph-Z, R-Cy-2-
Ph1-Xa-T-Ph1-Z, R-Cy-2-Ph1-Xa-T-Ph3-Z, R-Cy-T-Ph1-
2-Xa-T-Ph-Z, R-Cy-T-Ph1-2-Xa-T-Ph1-Z, R-Cy-T-Ph1-2
-Xa-T-Ph3-Z, R-Cy-T-Ph1-T-Xa-T-Ph-Z, R-Cy-T-Ph1-T-
Xa-T-Ph1-Z, R-Cy-T-Ph1-T-Xa-T-Ph3-Z, R-Cy-T-Ph1-Xa
-T-Ph-Z, R-Cy-T-Ph1-Xa-T-Ph1-Z, R-Cy-T-Ph1-Xa-T-Ph
3-Z, R-Cy-Ph1-2-Xa-T-Ph-Z, R-Cy-Ph1-2-Xa-T-Ph1-Z,
R-Cy-Ph1-2-Xa-T-Ph3-Z, R-Cy-Ph1-T-Xa-T-Ph-Z, R-Cy-
Ph1-T-Xa-T-Ph1-Z, R-Cy-Ph1-T-Xa-T-Ph3-Z, R-Cy-Ph1-
Xa-T-Ph-Z, R-Cy-Ph1-Xa-T-Ph1-Z, R-Cy-Ph1-Xa-T-Ph3-
Z, R-Cy-2-Ph1-2-Xa-VO-Ph-Z, R-Cy-2-Ph1-2-Xa-VO-Ph1
-Z, R-Cy-2-Ph1-2-Xa-VO-Ph3-Z, R-Cy-2-Ph1-T-Xa-VO-P
hZ, R-Cy-2-Ph1-T-Xa-VO-Ph1-Z, R-Cy-2-Ph1-T-Xa-VO-
Ph3-Z, R-Cy-2-Ph1-Xa-VO-Ph-Z, R-Cy-2-Ph1-Xa-VO-Ph1
-Z, R-Cy-2-Ph1-Xa-VO-Ph3-Z, R-Cy-T-Ph1-2-Xa-VO-Ph-
Z, R-Cy-T-Ph1-2-Xa-VO-Ph1-Z, R-Cy-T-Ph1-2-Xa-VO-Ph
3-Z, R-Cy-T-Ph1-T-Xa-VO-Ph-Z, R-Cy-T-Ph1-T-Xa-VO-P
h1-Z, R-Cy-T-Ph1-T-Xa-VO-Ph3-Z, R-Cy-T-Ph1-Xa-VO-P
hZ, R-Cy-T-Ph1-Xa-VO-Ph1-Z, R-Cy-T-Ph1-Xa-VO-Ph3-
Z, R-Cy-Ph1-2-Xa-VO-Ph-Z, R-Cy-Ph1-2-Xa-VO-Ph1-Z,
R-Cy-Ph1-2-Xa-VO-Ph3-Z, R-Cy-Ph1-T-Xa-VO-Ph-Z, RC
y-Ph1-T-Xa-VO-Ph1-Z, R-Cy-Ph1-T-Xa-VO-Ph3-Z, R-Cy-
Ph1-Xa-VO-Ph-Z, R-Cy-Ph1-Xa-VO-Ph1-Z, R-Cy-Ph1-Xa-
VO-Ph3-Z, R-Cy-2-Ph1-2-Xa-Cy-Z, R-Cy-2-Ph1-2-Xa-Ph
-Z, R-Cy-2-Ph1-2-Xa-Ph1-Z, R-Cy-2-Ph1-2-Xa-Ph3-Z,
R-Cy-2-Ph1-T-Xa-Cy-Z, R-Cy-2-Ph1-T-Xa-Ph-Z, R-Cy-2
-Ph1-T-Xa-Ph1-Z, R-Cy-2-Ph1-T-Xa-Ph3-Z, R-Cy-2-Ph1
-Xa-Cy-Z, R-Cy-2-Ph1-Xa-Ph-Z, R-Cy-2-Ph1-Xa-Ph1-
Z, R-Cy-2-Ph1-Xa-Ph3-Z, R-Cy-T-Ph1-2-Xa-Cy-Z, R-Cy
-T-Ph1-2-Xa-Ph-Z, R-Cy-T-Ph1-2-Xa-Ph1-Z, R-Cy-T-Ph
1-2-Xa-Ph3-Z, R-Cy-T-Ph1-T-Xa-Cy-Z, R-Cy-T-Ph1-TX
a-Ph-Z, R-Cy-T-Ph1-T-Xa-Ph1-Z, R-Cy-T-Ph1-T-Xa-Ph3
-Z, R-Cy-T-Ph1-Xa-Cy-Z, R-Cy-T-Ph1-Xa-Ph-Z, R-Cy-T
-Ph1-Xa-Ph1-Z, R-Cy-T-Ph1-Xa-Ph3-Z, R-Cy-Ph1-2-Xa-
Cy-Z, R-Cy-Ph1-2-Xa-Ph-Z, R-Cy-Ph1-2-Xa-Ph1-Z, RC
y-Ph1-2-Xa-Ph3-Z, R-Cy-Ph1-T-Xa-Cy-Z, R-Cy-Ph1-TX
a-Ph-Z, R-Cy-Ph1-T-Xa-Ph1-Z, R-Cy-Ph1-T-Xa-Ph3-Z,
R-Cy-Ph1-Xa-Cy-Z, R-Cy-Ph1-Xa-Ph-Z, R-Cy-Ph1-Xa-Ph
1-Z, R-Cy-Ph1-Xa-Ph3-Z, R-Cy-T-Ph3-2-Xa-T-Ph-Z, R-
Cy-T-Ph3-2-Xa-T-Ph1-Z, R-Cy-T-Ph3-2-Xa-T-Ph3-Z, R-
Cy-T-Ph3-T-Xa-T-Ph-Z, R-Cy-T-Ph3-T-Xa-T-Ph1-Z, RC
yT-Ph3-T-Xa-T-Ph3-Z, R-Cy-T-Ph3-Xa-T-Ph-Z, R-Cy-T
-Ph3-Xa-T-Ph1-Z, R-Cy-T-Ph3-Xa-T-Ph3-Z, R-Cy-Ph3-2
-Xa-T-Ph-Z, R-Cy-Ph3-2-Xa-T-Ph1-Z, R-Cy-Ph3-2-Xa-T
-Ph3-Z, R-Cy-Ph3-T-Xa-T-Ph-Z, R-Cy-Ph3-T-Xa-T-Ph1-
Z, R-Cy-Ph3-T-Xa-T-Ph3-Z, R-Cy-Ph3-Xa-T-Ph-Z, R-Cy
-Ph3-Xa-T-Ph1-Z, R-Cy-Ph3-Xa-T-Ph3-Z, R-Cy-T-Ph3-2
-Xa-VO-Ph-Z, R-Cy-T-Ph3-2-Xa-VO-Ph1-Z, R-Cy-T-Ph3-
2-Xa-VO-Ph3-Z, R-Cy-T-Ph3-T-Xa-VO-Ph-Z, R-Cy-T-Ph3
-T-Xa-VO-Ph1-Z, R-Cy-T-Ph3-T-Xa-VO-Ph3-Z, R-Cy-TP
h3-Xa-VO-Ph-Z, R-Cy-T-Ph3-Xa-VO-Ph1-Z, R-Cy-T-Ph3-
Xa-VO-Ph3-Z, R-Cy-Ph3-2-Xa-VO-Ph-Z, R-Cy-Ph3-2-Xa-
VO-Ph1-Z, R-Cy-Ph3-2-Xa-VO-Ph3-Z, R-Cy-Ph3-T-Xa-VO
-Ph-Z, R-Cy-Ph3-T-Xa-VO-Ph1-Z, R-Cy-Ph3-T-Xa-VO-Ph
3-Z, R-Cy-Ph3-Xa-VO-Ph-Z, R-Cy-Ph3-Xa-VO-Ph1-Z, R-
Cy-Ph3-Xa-VO-Ph3-Z, R-Cy-T-Ph3-2-Xa-Cy-Z, R-Cy-TP
h3-2-Xa-Ph-Z, R-Cy-T-Ph3-2-Xa-Ph1-Z, R-Cy-T-Ph3-2-
Xa-Ph3-Z, R-Cy-T-Ph3-T-Xa-Cy-Z, R-Cy-T-Ph3-T-Xa-Ph
-Z, R-Cy-T-Ph3-T-Xa-Ph1-Z, R-Cy-T-Ph3-T-Xa-Ph3-Z,
R-Cy-T-Ph3-Xa-Cy-Z, R-Cy-T-Ph3-Xa-Ph-Z, R-Cy-T-Ph3
-Xa-Ph1-Z, R-Cy-T-Ph3-Xa-Ph3-Z, R-Cy-Ph3-2-Xa-Cy-
Z, R-Cy-Ph3-2-Xa-Ph-Z, R-Cy-Ph3-2-Xa-Ph1-Z, R-Cy-P
h3-2-Xa-Ph3-Z, R-Cy-Ph3-T-Xa-Cy-Z, R-Cy-Ph3-T-Xa-P
hZ, R-Cy-Ph3-T-Xa-Ph1-Z, R-Cy-Ph3-T-Xa-Ph3-Z, RC
y-Ph3-Xa-Cy-Z, R-Cy-Ph3-Xa-Ph-Z, R-Cy-Ph3-Xa-Ph1-
Z, R-Cy-Ph3-Xa-Ph3-Z, R-Cy-Ph5-Xa-Ph5-Z, R-Ph-2-Cy
-2-Xa-T-Ph-Z, R-Ph-2-Cy-2-Xa-T-Ph1-Z, R-Ph-2-Cy-2-
Xa-T-Ph3-Z, R-Ph-2-Cy-J-Xa-T-Ph-Z, R-Ph-2-Cy-J-Xa-
T-Ph1-Z, R-Ph-2-Cy-J-Xa-T-Ph3-Z, R-Ph-2-Cy-Xa-T-Ph
-Z, R-Ph-2-Cy-Xa-T-Ph1-Z, R-Ph-2-Cy-Xa-T-Ph3-Z, R-
Ph-Cy-2-Xa-T-Ph-Z, R-Ph-Cy-2-Xa-T-Ph1-Z, R-Ph-Cy-2
-Xa-T-Ph3-Z, R-Ph-Cy-J-Xa-T-Ph-Z, R-Ph-Cy-J-Xa-TP
h1-Z, R-Ph-Cy-J-Xa-T-Ph3-Z, R-Ph-Cy-Xa-T-Ph-Z, RP
h-Cy-Xa-T-Ph1-Z, R-Ph-Cy-Xa-T-Ph3-Z, R-Ph-2-Cy-2-X
a-VO-Ph-Z, R-Ph-2-Cy-2-Xa-VO-Ph1-Z, R-Ph-2-Cy-2-Xa
-VO-Ph3-Z, R-Ph-2-Cy-J-Xa-VO-Ph-Z, R-Ph-2-Cy-J-Xa-
VO-Ph1-Z, R-Ph-2-Cy-J-Xa-VO-Ph3-Z, R-Ph-2-Cy-Xa-VO
-Ph-Z, R-Ph-2-Cy-Xa-VO-Ph1-Z, R-Ph-2-Cy-Xa-VO-Ph3-
Z, R-Ph-Cy-2-Xa-VO-Ph-Z, R-Ph-Cy-2-Xa-VO-Ph1-Z, R-
Ph-Cy-2-Xa-VO-Ph3-Z, R-Ph-Cy-J-Xa-VO-Ph-Z, R-Ph-Cy
-J-Xa-VO-Ph1-Z, R-Ph-Cy-J-Xa-VO-Ph3-Z, R-Ph-Cy-Xa-
VO-Ph-Z, R-Ph-Cy-Xa-VO-Ph1-Z, R-Ph-Cy-Xa-VO-Ph3-
Z,

R-Ph-2-Cy-2-Xa-Cy-Z, R-Ph-2-Cy-2-Xa-Ph
-Z, R-Ph-2-Cy-2-Xa-Ph1-Z, R-Ph-2-Cy-2-Xa-Ph3-Z, R-
Ph-2-Cy-J-Xa-Cy-Z, R-Ph-2-Cy-J-Xa-Ph-Z, R-Ph-2-Cy-
J-Xa-Ph1-Z, R-Ph-2-Cy-J-Xa-Ph3-Z, R-Ph-2-Cy-Xa-Cy-
Z, R-Ph-2-Cy-Xa-Ph-Z, R-Ph-2-Cy-Xa-Ph1-Z, R-Ph-2-C
y-Xa-Ph3-Z, R-Ph-Cy-2-Xa-Cy-Z, R-Ph-Cy-2-Xa-Ph-Z,
R-Ph-Cy-2-Xa-Ph1-Z, R-Ph-Cy-2-Xa-Ph3-Z, R-Ph-Cy-J-
Xa-Cy-Z, R-Ph-Cy-J-Xa-Ph-Z, R-Ph-Cy-J-Xa-Ph1-Z, R-
Ph-Cy-J-Xa-Ph3-Z, R-Ph-Cy-Xa-Cy-Z, R-Ph-Cy-Xa-Ph-
Z, R-Ph-Cy-Xa-Ph1-Z, R-Ph-Cy-Xa-Ph3-Z, R-Ph-T-Ph-2
-Xa-T-Ph-Z, R-Ph-T-Ph-2-Xa-T-Ph1-Z, R-Ph-T-Ph-2-Xa
-T-Ph3-Z, R-Ph-T-Ph-T-Xa-T-Ph-Z, R-Ph-T-Ph-T-Xa-T-
Ph1-Z, R-Ph-T-Ph-T-Xa-T-Ph3-Z, R-Ph-T-Ph-Xa-T-Ph-
Z, R-Ph-T-Ph-Xa-T-Ph1-Z, R-Ph-T-Ph-Xa-T-Ph3-Z, RP
h-Ph-2-Xa-T-Ph-Z, R-Ph-Ph-2-Xa-T-Ph1-Z, R-Ph-Ph-2-
Xa-T-Ph3-Z, R-Ph-Ph-T-Xa-T-Ph-Z, R-Ph-Ph-T-Xa-T-Ph
1-Z, R-Ph-Ph-T-Xa-T-Ph3-Z, R-Ph-Ph-Xa-T-Ph-Z, R-Ph
-Ph-Xa-T-Ph1-Z, R-Ph-Ph-Xa-T-Ph3-Z, R-Ph-T-Ph-2-Xa
-VO-Ph-Z, R-Ph-T-Ph-2-Xa-VO-Ph1-Z, R-Ph-T-Ph-2-Xa-
VO-Ph3-Z, R-Ph-T-Ph-T-Xa-VO-Ph-Z, R-Ph-T-Ph-T-Xa-V
O-Ph1-Z, R-Ph-T-Ph-T-Xa-VO-Ph3-Z, R-Ph-T-Ph-Xa-VO-
Ph-Z, R-Ph-T-Ph-Xa-VO-Ph1-Z, R-Ph-T-Ph-Xa-VO-Ph3-
Z, R-Ph-Ph-2-Xa-VO-Ph-Z, R-Ph-Ph-2-Xa-VO-Ph1-Z, R-
Ph-Ph-2-Xa-VO-Ph3-Z, R-Ph-Ph-T-Xa-VO-Ph-Z, R-Ph-Ph
-T-Xa-VO-Ph1-Z, R-Ph-Ph-T-Xa-VO-Ph3-Z, R-Ph-Ph-Xa-
VO-Ph-Z, R-Ph-Ph-Xa-VO-Ph1-Z, R-Ph-Ph-Xa-VO-Ph3-
Z, R-Ph-T-Ph-2-Xa-Cy-Z, R-Ph-T-Ph-2-Xa-Ph-Z, R-Ph-
T-Ph-2-Xa-Ph1-Z, R-Ph-T-Ph-2-Xa-Ph3-Z, R-Ph-T-Ph-T
-Xa-Cy-Z, R-Ph-T-Ph-T-Xa-Ph-Z, R-Ph-T-Ph-T-Xa-Ph1-
Z, R-Ph-T-Ph-T-Xa-Ph3-Z, R-Ph-T-Ph-Xa-Cy-Z, R-Ph-T
-Ph-Xa-Ph-Z, R-Ph-T-Ph-Xa-Ph1-Z, R-Ph-T-Ph-Xa-Ph3-
Z, R-Ph-Ph-2-Xa-Cy-Z, R-Ph-Ph-2-Xa-Ph-Z, R-Ph-Ph-2
-Xa-Ph1-Z, R-Ph-Ph-2-Xa-Ph3-Z, R-Ph-Ph-T-Xa-Cy-Z,
R-Ph-Ph-T-Xa-Ph-Z, R-Ph-Ph-T-Xa-Ph1-Z, R-Ph-Ph-TX
a-Ph3-Z, R-Ph-Ph-Xa-Cy-Z, R-Ph-Ph-Xa-Ph-Z, R-Ph-Ph
-Xa-Ph1-Z, R-Ph-Ph-Xa-Ph3-Z, R-Ph-T-Ph1-2-Xa-T-Ph-
Z, R-Ph-T-Ph1-2-Xa-T-Ph1-Z, R-Ph-T-Ph1-2-Xa-T-Ph3-
Z, R-Ph-T-Ph1-T-Xa-T-Ph-Z, R-Ph-T-Ph1-T-Xa-T-Ph1-
Z, R-Ph-T-Ph1-T-Xa-T-Ph3-Z, R-Ph-T-Ph1-Xa-T-Ph-Z,
R-Ph-T-Ph1-Xa-T-Ph1-Z, R-Ph-T-Ph1-Xa-T-Ph3-Z, R-Ph
-Ph1-2-Xa-T-Ph-Z, R-Ph-Ph1-2-Xa-T-Ph1-Z, R-Ph-Ph1-
2-Xa-T-Ph3-Z, R-Ph-Ph1-T-Xa-T-Ph-Z, R-Ph-Ph1-T-Xa-
T-Ph1-Z, R-Ph-Ph1-T-Xa-T-Ph3-Z, R-Ph-Ph1-Xa-T-Ph-
Z, R-Ph-Ph1-Xa-T-Ph1-Z, R-Ph-Ph1-Xa-T-Ph3-Z, R-Ph-
T-Ph1-2-Xa-VO-Ph-Z, R-Ph-T-Ph1-2-Xa-VO-Ph1-Z, R-Ph
-T-Ph1-2-Xa-VO-Ph3-Z, R-Ph-T-Ph1-T-Xa-VO-Ph-Z, RP
hT-Ph1-T-Xa-VO-Ph1-Z, R-Ph-T-Ph1-T-Xa-VO-Ph3-Z, R
-Ph-T-Ph1-Xa-VO-Ph-Z, R-Ph-T-Ph1-Xa-VO-Ph1-Z, R-Ph
-T-Ph1-Xa-VO-Ph3-Z, R-Ph-Ph1-2-Xa-VO-Ph-Z, R-Ph-Ph
1-2-Xa-VO-Ph1-Z, R-Ph-Ph1-2-Xa-VO-Ph3-Z, R-Ph-Ph1-
T-Xa-VO-Ph-Z, R-Ph-Ph1-T-Xa-VO-Ph1-Z, R-Ph-Ph1-TX
a-VO-Ph3-Z, R-Ph-Ph1-Xa-VO-Ph-Z, R-Ph-Ph1-Xa-VO-Ph
1-Z, R-Ph-Ph1-Xa-VO-Ph3-Z, R-Ph-T-Ph1-2-Xa-Cy-Z, R
-Ph-T-Ph1-2-Xa-Ph-Z, R-Ph-T-Ph1-2-Xa-Ph1-Z, R-Ph-T
-Ph1-2-Xa-Ph3-Z, R-Ph-T-Ph1-T-Xa-Cy-Z, R-Ph-T-Ph1-
T-Xa-Ph-Z, R-Ph-T-Ph1-T-Xa-Ph1-Z, R-Ph-T-Ph1-T-Xa-
Ph3-Z, R-Ph-T-Ph1-Xa-Cy-Z, R-Ph-T-Ph1-Xa-Ph-Z, RP
hT-Ph1-Xa-Ph1-Z, R-Ph-T-Ph1-Xa-Ph3-Z, R-Ph-Ph1-2-
Xa-Cy-Z, R-Ph-Ph1-2-Xa-Ph-Z, R-Ph-Ph1-2-Xa-Ph1-Z,
R-Ph-Ph1-2-Xa-Ph3-Z, R-Ph-Ph1-T-Xa-Cy-Z, R-Ph-Ph1-
T-Xa-Ph-Z, R-Ph-Ph1-T-Xa-Ph1-Z, R-Ph-Ph1-T-Xa-Ph3-
Z, R-Ph-Ph1-Xa-Cy-Z, R-Ph-Ph1-Xa-Ph-Z, R-Ph-Ph1-Xa
-Ph1-Z,

R-Ph-Ph1-Xa-Ph3-Z, R-Ph-T-Ph3-2-Xa-TP
hZ, R-Ph-T-Ph3-2-Xa-T-Ph1-Z, R-Ph-T-Ph3-2-Xa-T-Ph
3-Z, R-Ph-T-Ph3-T-Xa-T-Ph-Z, R-Ph-T-Ph3-T-Xa-T-Ph1
-Z, R-Ph-T-Ph3-T-Xa-T-Ph3-Z, R-Ph-T-Ph3-Xa-T-Ph-
Z, R-Ph-T-Ph3-Xa-T-Ph1-Z, R-Ph-T-Ph3-Xa-T-Ph3-Z, R
-Ph-Ph3-2-Xa-T-Ph-Z, R-Ph-Ph3-2-Xa-T-Ph1-Z, R-Ph-P
h3-2-Xa-T-Ph3-Z, R-Ph-Ph3-T-Xa-T-Ph-Z, R-Ph-Ph3-T-
Xa-T-Ph1-Z, R-Ph-Ph3-T-Xa-T-Ph3-Z, R-Ph-Ph3-Xa-TP
hZ, R-Ph-Ph3-Xa-T-Ph1-Z, R-Ph-Ph3-Xa-T-Ph3-Z, RP
hT-Ph3-2-Xa-VO-Ph-Z, R-Ph-T-Ph3-2-Xa-VO-Ph1-Z, R-
Ph-T-Ph3-2-Xa-VO-Ph3-Z, R-Ph-T-Ph3-T-Xa-VO-Ph-Z, R
-Ph-T-Ph3-T-Xa-VO-Ph1-Z, R-Ph-T-Ph3-T-Xa-VO-Ph3-
Z, R-Ph-T-Ph3-Xa-VO-Ph-Z, R-Ph-T-Ph3-Xa-VO-Ph1-Z,
R-Ph-T-Ph3-Xa-VO-Ph3-Z, R-Ph-Ph3-2-Xa-VO-Ph-Z, RP
h-Ph3-2-Xa-VO-Ph1-Z, R-Ph-Ph3-2-Xa-VO-Ph3-Z, R-Ph-
Ph3-T-Xa-VO-Ph-Z, R-Ph-Ph3-T-Xa-VO-Ph1-Z, R-Ph-Ph3
-T-Xa-VO-Ph3-Z, R-Ph-Ph3-Xa-VO-Ph-Z, R-Ph-Ph3-Xa-V
O-Ph1-Z, R-Ph-Ph3-Xa-VO-Ph3-Z, R-Ph-T-Ph3-2-Xa-Cy-
Z, R-Ph-T-Ph3-2-Xa-Ph-Z, R-Ph-T-Ph3-2-Xa-Ph1-Z, R-
Ph-T-Ph3-2-Xa-Ph3-Z, R-Ph-T-Ph3-T-Xa-Cy-Z, R-Ph-T-
Ph3-T-Xa-Ph-Z, R-Ph-T-Ph3-T-Xa-Ph1-Z, R-Ph-T-Ph3-T
-Xa-Ph3-Z, R-Ph-T-Ph3-Xa-Cy-Z, R-Ph-T-Ph3-Xa-Ph-
Z, R-Ph-T-Ph3-Xa-Ph1-Z, R-Ph-T-Ph3-Xa-Ph3-Z, R-Ph-
Ph3-2-Xa-Cy-Z, R-Ph-Ph3-2-Xa-Ph-Z, R-Ph-Ph3-2-Xa-P
h1-Z, R-Ph-Ph3-2-Xa-Ph3-Z, R-Ph-Ph3-T-Xa-Cy-Z, RP
h-Ph3-T-Xa-Ph-Z, R-Ph-Ph3-T-Xa-Ph1-Z, R-Ph-Ph3-TX
a-Ph3-Z, R-Ph-Ph3-Xa-Cy-Z, R-Ph-Ph3-Xa-Ph-Z, R-Ph-
Ph3-Xa-Ph1-Z, R-Ph-Ph3-Xa-Ph3-Z, R-Ph1-T-Ph-2-Xa-T
-Ph-Z, R-Ph1-T-Ph-2-Xa-T-Ph1-Z, R-Ph1-T-Ph-2-Xa-T-
Ph3-Z, R-Ph1-T-Ph-T-Xa-T-Ph-Z, R-Ph1-T-Ph-T-Xa-TP
h1-Z, R-Ph1-T-Ph-T-Xa-T-Ph3-Z, R-Ph1-T-Ph-Xa-T-Ph-
Z, R-Ph1-T-Ph-Xa-T-Ph1-Z, R-Ph1-T-Ph-Xa-T-Ph3-Z, R
-Ph1-Ph-2-Xa-T-Ph-Z, R-Ph1-Ph-2-Xa-T-Ph1-Z, R-Ph1-
Ph-2-Xa-T-Ph3-Z, R-Ph1-Ph-T-Xa-T-Ph-Z, R-Ph1-Ph-T-
Xa-T-Ph1-Z, R-Ph1-Ph-T-Xa-T-Ph3-Z, R-Ph1-Ph-Xa-TP
hZ, R-Ph1-Ph-Xa-T-Ph1-Z, R-Ph1-Ph-Xa-T-Ph3-Z, RP
h1-T-Ph-2-Xa-VO-Ph-Z, R-Ph1-T-Ph-2-Xa-VO-Ph1-Z, R-
Ph1-T-Ph-2-Xa-VO-Ph3-Z, R-Ph1-T-Ph-T-Xa-VO-Ph-Z, R
-Ph1-T-Ph-T-Xa-VO-Ph1-Z, R-Ph1-T-Ph-T-Xa-VO-Ph3-
Z, R-Ph1-T-Ph-Xa-VO-Ph-Z, R-Ph1-T-Ph-Xa-VO-Ph1-Z,
R-Ph1-T-Ph-Xa-VO-Ph3-Z, R-Ph1-Ph-2-Xa-VO-Ph-Z, RP
h1-Ph-2-Xa-VO-Ph1-Z, R-Ph1-Ph-2-Xa-VO-Ph3-Z, R-Ph1
-Ph-T-Xa-VO-Ph-Z, R-Ph1-Ph-T-Xa-VO-Ph1-Z, R-Ph1-Ph
-T-Xa-VO-Ph3-Z, R-Ph1-Ph-Xa-VO-Ph-Z, R-Ph1-Ph-Xa-V
O-Ph1-Z, R-Ph1-Ph-Xa-VO-Ph3-Z, R-Ph1-T-Ph-2-Xa-Cy-
Z, R-Ph1-T-Ph-2-Xa-Ph-Z, R-Ph1-T-Ph-2-Xa-Ph1-Z, R-
Ph1-T-Ph-2-Xa-Ph3-Z, R-Ph1-T-Ph-T-Xa-Cy-Z, R-Ph1-T
-Ph-T-Xa-Ph-Z, R-Ph1-T-Ph-T-Xa-Ph1-Z, R-Ph1-T-Ph-T
-Xa-Ph3-Z, R-Ph1-T-Ph-Xa-Cy-Z, R-Ph1-T-Ph-Xa-Ph-
Z, R-Ph1-T-Ph-Xa-Ph1-Z, R-Ph1-T-Ph-Xa-Ph3-Z, R-Ph1
-Ph-2-Xa-Cy-Z, R-Ph1-Ph-2-Xa-Ph-Z, R-Ph1-Ph-2-Xa-P
h1-Z, R-Ph1-Ph-2-Xa-Ph3-Z, R-Ph1-Ph-T-Xa-Cy-Z, RP
h1-Ph-T-Xa-Ph-Z, R-Ph1-Ph-T-Xa-Ph1-Z, R-Ph1-Ph-TX
a-Ph3-Z, R-Ph1-Ph-Xa-Cy-Z, R-Ph1-Ph-Xa-Ph-Z, R-Ph1
-Ph-Xa-Ph1-Z, R-Ph1-Ph-Xa-Ph3-Z, R-Ph1-T-Ph1-2-Xa-
T-Ph-Z, R-Ph1-T-Ph1-2-Xa-T-Ph1-Z, R-Ph1-T-Ph1-2-Xa
-T-Ph3-Z, R-Ph1-T-Ph1-T-Xa-T-Ph-Z, R-Ph1-T-Ph1-TX
aT-Ph1-Z, R-Ph1-T-Ph1-T-X a-T-Ph3-Z, R-Ph1-T-Ph1-X
aT-Ph-Z, R-Ph1-T-Ph1-Xa-T-Ph1-Z, R-Ph1-T-Ph1-Xa-T
-Ph3-Z, R-Ph1-Ph1-2-Xa-T-Ph-Z, R-Ph1-Ph1-2-Xa-T-Ph
1-Z, R-Ph1-Ph1-2-Xa-T-Ph3-Z, R-Ph1-Ph1-T-Xa-T-Ph-
Z, R-Ph1-Ph1-T-Xa-T-Ph1-Z, R-Ph1-Ph1-T-Xa-T-Ph3-
Z, R-Ph1-Ph1-Xa-T-Ph-Z, R-Ph1-Ph1-Xa-T-Ph1-Z, R-Ph
1-Ph1-Xa-T-Ph3-Z, R-Ph1-T-Ph1-2-Xa-VO-Ph-Z, R-Ph1-
T-Ph1-2-Xa-VO-Ph1-Z, R-Ph1-T-Ph1-2-Xa-VO-Ph3-Z, R-
Ph1-T-Ph1-T-Xa-VO-Ph-Z, R-Ph1-T-Ph1-T-Xa-VO-Ph1-
Z, R-Ph1-T-Ph1-T-Xa-VO-Ph3-Z, R-Ph1-T-Ph1-Xa-VO-Ph
-Z, R-Ph1-T-Ph1-Xa-VO-Ph1-Z, R-Ph1-T-Ph1-Xa-VO-Ph3
-Z, R-Ph1-Ph1-2-Xa-VO-Ph-Z, R-Ph1-Ph1-2-Xa-VO-Ph1-
Z, R-Ph1-Ph1-2-Xa-VO-Ph3-Z, R-Ph1-Ph1-T-Xa-VO-Ph-
Z, R-Ph1-Ph1-T-Xa-VO-Ph1-Z, R-Ph1-Ph1-T-Xa-VO-Ph3-
Z, R-Ph1-Ph1-Xa-VO-Ph-Z, R-Ph1-Ph1-Xa-VO-Ph1-Z, R-
Ph1-Ph1-Xa-VO-Ph3-Z, R-Ph1-T-Ph1-2-Xa-Cy-Z, R-Ph1-
T-Ph1-2-Xa-Ph-Z, R-Ph1-T-Ph1-2-Xa-Ph1-Z, R-Ph1-TP
h1-2-Xa-Ph3-Z, R-Ph1-T-Ph1-T-Xa-Cy-Z, R-Ph1-T-Ph1-
T-Xa-Ph-Z, R-Ph1-T-Ph1-T-Xa-Ph1-Z, R-Ph1-T-Ph1-TX
a-Ph3-Z, R-Ph1-T-Ph1-Xa-Cy-Z, R-Ph1-T-Ph1-Xa-Ph-
Z, R-Ph1-T-Ph1-Xa-Ph1-Z, R-Ph1-T-Ph1-Xa-Ph3-Z, RP
h1-Ph1-2-Xa-Cy-Z, R-Ph1-Ph1-2-Xa-Ph-Z, R-Ph1-Ph1-2
-Xa-Ph1-Z, R-Ph1-Ph1-2-Xa-Ph3-Z, R-Ph1-Ph1-T-Xa-Cy
-Z, R-Ph1-Ph1-T-Xa-Ph-Z, R-Ph1-Ph1-T-Xa-Ph1-Z, RP
h1-Ph1-T-Xa-Ph3-Z, R-Ph1-Ph1-Xa-Cy-Z, R-Ph1-Ph1-Xa
-Ph-Z, R-Ph1-Ph1-Xa-Ph1-Z, R-Ph1-Ph1-Xa-Ph3-Z, RP
h1-T-Ph3-2-Xa-T-Ph-Z, R-Ph1-T-Ph3-2-Xa-T-Ph1-Z, R-
Ph1-T-Ph3-2-Xa-T-Ph3-Z, R-Ph1-T-Ph3-T-Xa-T-Ph-Z, R
-Ph1-T-Ph3-T-Xa-T-Ph1-Z, R-Ph1-T-Ph3-T-Xa-T-Ph3-
Z, R-Ph1-T-Ph3-Xa-T-Ph-Z, R-Ph1-T-Ph3-Xa-T-Ph1-Z,
R-Ph1-T-Ph3-Xa-T-Ph3-Z, R-Ph1-Ph3-2-Xa-T-Ph-Z, RP
h1-Ph3-2-Xa-T-Ph1-Z, R-Ph1-Ph3-2-Xa-T-Ph3-Z, R-Ph1
-Ph3-T-Xa-T-Ph-Z, R-Ph1-Ph3-T-Xa-T-Ph1-Z, R-Ph1-Ph
3-T-Xa-T-Ph3-Z, R-Ph1-Ph3-Xa-T-Ph-Z, R-Ph1-Ph3-Xa-
T-Ph1-Z, R-Ph1-Ph3-Xa-T-Ph3-Z, R-Ph1-T-Ph3-2-Xa-VO
-Ph-Z, R-Ph1-T-Ph3-2-Xa-VO-Ph1-Z, R-Ph1-T-Ph3-2-Xa
-VO-Ph3-Z, R-Ph1-T-Ph3-T-Xa-VO-Ph-Z, R-Ph1-T-Ph3-T
-Xa-VO-Ph1-Z, R-Ph1-T-Ph3-T-Xa-VO-Ph3-Z, R-Ph1-TP
h3-Xa-VO-Ph-Z, R-Ph1-T-Ph3-Xa-VO-Ph1-Z, R-Ph1-T-Ph
3-Xa-VO-Ph3-Z, R-Ph1-Ph3-2-Xa-VO-Ph-Z, R-Ph1-Ph3-2
-Xa-VO-Ph1-Z, R-Ph1-Ph3-2-Xa-VO-Ph3-Z, R-Ph1-Ph3-T
-Xa-VO-Ph-Z, R-Ph1-Ph3-T-Xa-VO-Ph1-Z, R-Ph1-Ph3-T-
Xa-VO-Ph3-Z, R-Ph1-Ph3-Xa-VO-Ph-Z, R-Ph1-Ph3-Xa-VO
-Ph1-Z, R-Ph1-Ph3-Xa-VO-Ph3-Z, R-Ph1-T-Ph3-2-Xa-Cy
-Z, R-Ph1-T-Ph3-2-Xa-Ph-Z, R-Ph1-T-Ph3-2-Xa-Ph1-
Z, R-Ph1-T-Ph3-2-Xa-Ph3-Z, R-Ph1-T-Ph3-T-Xa-Cy-Z,
R-Ph1-T-Ph3-T-Xa-Ph-Z, R-Ph1-T-Ph3-T-Xa-Ph1-Z, RP
h1-T-Ph3-T-Xa-Ph3-Z, R-Ph1-T-Ph3-Xa-Cy-Z, R-Ph1-T-
Ph3-Xa-Ph-Z, R-Ph1-T-Ph3-Xa-Ph1-Z, R-Ph1-T-Ph3-Xa-
Ph3-Z, R-Ph1-Ph3-2-Xa-Cy-Z, R-Ph1-Ph3-2-Xa-Ph-Z, R
-Ph1-Ph3-2-Xa-Ph1-Z, R-Ph1-Ph3-2-Xa-Ph3-Z, R-Ph1-P
h3-T-Xa-Cy-Z, R-Ph1-Ph3-T-Xa-Ph-Z, R-Ph1-Ph3-T-Xa-
Ph1-Z, R-Ph1-Ph3-T-Xa-Ph3-Z, R-Ph1-Ph3-Xa-Cy-Z, R-
Ph1-Ph3-Xa-Ph-Z, R-Ph1-Ph3-Xa-Ph1-Z, R-Ph1-Ph3-Xa-
Ph3-Z, R-Ph3-T-Ph-2-Xa-T-Ph-Z, R-Ph3-T-Ph-2-Xa-TP
h1-Z, R-Ph3-T-Ph-2-Xa-T-Ph3-Z, R-Ph3-T-Ph-T-Xa-TP
hZ, R-Ph3-T-Ph-T-Xa-T-Ph1-Z, R-Ph3-T-Ph-T-Xa-T-Ph
3-Z, R-Ph3-T-Ph-Xa-T-Ph-Z, R-Ph3-T-Ph-Xa-T-Ph1-Z,
R-Ph3-T-Ph-Xa-T-Ph3-Z, R-Ph3-Ph-2-Xa-T-Ph-Z, R-Ph3
-Ph-2-Xa-T-Ph1-Z, R-Ph3-Ph-2-Xa-T-Ph3-Z, R-Ph3-Ph-
T-Xa-T-Ph-Z, R-Ph3-Ph-T-Xa-T-Ph1-Z, R-Ph3-Ph-T-Xa-
T-Ph3-Z, R-Ph3-Ph-Xa-T-Ph-Z, R-Ph3-Ph-Xa-T-Ph1-Z,
R-Ph3-Ph-Xa-T-Ph3-Z, R-Ph3-T-Ph-2-Xa-VO-Ph-Z, R-Ph
3-T-Ph-2-Xa-VO-Ph1-Z, R-Ph3-T-Ph-2-Xa-VO-Ph3-Z, R-
Ph3-T-Ph-T-Xa-VO-Ph-Z, R-Ph3-T-Ph-T-Xa-VO-Ph1-Z, R
-Ph3-T-Ph-T-Xa-VO-Ph3-Z, R-Ph3-T-Ph-Xa-VO-Ph-Z, R-
Ph3-T-Ph-Xa-VO-Ph1-Z, R-Ph3-T-Ph-Xa-VO-Ph3-Z, R-Ph
3-Ph-2-Xa-VO-Ph-Z, R-Ph3-Ph-2-Xa-VO-Ph1-Z, R-Ph3-P
h-2-Xa-VO-Ph3-Z, R-Ph3-Ph-T-Xa-VO-Ph-Z, R-Ph3-Ph-T
-Xa-VO-Ph1-Z, R-Ph3-Ph-T-Xa-VO-Ph3-Z, R-Ph3-Ph-Xa-
VO-Ph-Z, R-Ph3-Ph-Xa-VO-Ph1-Z, R-Ph3-Ph-Xa-VO-Ph3-
Z, R-Ph3-T-Ph-2-Xa-Cy-Z, R-Ph3-T-Ph-2-Xa-Ph-Z, RP
h3-T-Ph-2-Xa-Ph1-Z, R-Ph3-T-Ph-2-Xa-Ph3-Z, R-Ph3-T
-Ph-T-Xa-Cy-Z,

R-Ph3-T-Ph-T-Xa-Ph-Z, R-Ph3-T-Ph-T-Xa-
Ph1-Z, R-Ph3-T-Ph-T-Xa-Ph3-Z, R-Ph3-T-Ph-Xa-Cy-Z,
R-Ph3-T-Ph-Xa-Ph-Z, R-Ph3-T-Ph-Xa-Ph1-Z, R-Ph3-TP
h-Xa-Ph3-Z, R-Ph3-Ph-2-Xa-Cy-Z, R-Ph3-Ph-2-Xa-Ph-
Z, R-Ph3-Ph-2-Xa-Ph1-Z, R-Ph3-Ph-2-Xa-Ph3-Z, R-Ph3
-Ph-T-Xa-Cy-Z, R-Ph3-Ph-T-Xa-Ph-Z, R-Ph3-Ph-T-Xa-P
h1-Z, R-Ph3-Ph-T-Xa-Ph3-Z, R-Ph3-Ph-Xa-Cy-Z, R-Ph3
-Ph-Xa-Ph-Z, R-Ph3-Ph-Xa-Ph1-Z, R-Ph3-Ph-Xa-Ph3-
Z, R-Ph3-T-Ph1-2-Xa-T-Ph-Z, R-Ph3-T-Ph1-2-Xa-T-Ph1
-Z, R-Ph3-T-Ph1-2-Xa-T-Ph3-Z, R-Ph3-T-Ph1-T-Xa-TP
hZ, R-Ph3-T-Ph1-T-Xa-T-Ph1-Z, R-Ph3-T-Ph1-T-Xa-T-
Ph3-Z, R-Ph3-T-Ph1-Xa-T-Ph-Z, R-Ph3-T-Ph1-Xa-T-Ph1
-Z, R-Ph3-T-Ph1-Xa-T-Ph3-Z, R-Ph3-Ph1-2-Xa-T-Ph-
Z, R-Ph3-Ph1-2-Xa-T-Ph1-Z, R-Ph3-Ph1-2-Xa-T-Ph3-
Z, R-Ph3-Ph1-T-Xa-T-Ph-Z, R-Ph3-Ph1-T-Xa-T-Ph1-Z,
R-Ph3-Ph1-T-Xa-T-Ph3-Z, R-Ph3-Ph1-Xa-T-Ph-Z, R-Ph3
-Ph1-Xa-T-Ph1-Z, R-Ph3-Ph1-Xa-T-Ph3-Z, R-Ph3-T-Ph1
-2-Xa-VO-Ph-Z, R-Ph3-T-Ph1-2-Xa-VO-Ph1-Z, R-Ph3-T-
Ph1-2-Xa-VO-Ph3-Z, R-Ph3-T-Ph1-T-Xa-VO-Ph-Z, R-Ph3
-T-Ph1-T-Xa-VO-Ph1-Z, R-Ph3-T-Ph1-T-Xa-VO-Ph3-Z, R
-Ph3-T-Ph1-Xa-VO-Ph-Z, R-Ph3-T-Ph1-Xa-VO-Ph1-Z, R-
Ph3-T-Ph1-Xa-VO-Ph3-Z, R-Ph3-Ph1-2-Xa-VO-Ph-Z, RP
h3-Ph1-2-Xa-VO-Ph1-Z, R-Ph3-Ph1-2-Xa-VO-Ph3-Z, RP
h3-Ph1-T-Xa-VO-Ph-Z, R-Ph3-Ph1-T-Xa-VO-Ph1-Z, R-Ph
3-Ph1-T-Xa-VO-Ph3-Z, R-Ph3-Ph1-Xa-VO-Ph-Z, R-Ph3-P
h1-Xa-VO-Ph1-Z, R-Ph3-Ph1-Xa-VO-Ph3-Z, R-Ph3-T-Ph1
-2-Xa-Cy-Z, R-Ph3-T-Ph1-2-Xa-Ph-Z, R-Ph3-T-Ph1-2-X
a-Ph1-Z, R-Ph3-T-Ph1-2-Xa-Ph3-Z, R-Ph3-T-Ph1-T-Xa-
Cy-Z, R-Ph3-T-Ph1-T-Xa-Ph-Z, R-Ph3-T-Ph1-T-Xa-Ph1-
Z, R-Ph3-T-Ph1-T-Xa-Ph3-Z, R-Ph3-T-Ph1-Xa-Cy-Z, R-
Ph3-T-Ph1-Xa-Ph-Z, R-Ph3-T-Ph1-Xa-Ph1-Z, R-Ph3-TP
h1-Xa-Ph3-Z, R-Ph3-Ph1-2-Xa-Cy-Z, R-Ph3-Ph1-2-Xa-P
hZ, R-Ph3-Ph1-2-Xa-Ph1-Z, R-Ph3-Ph1-2-Xa-Ph3-Z, R
-Ph3-Ph1-T-Xa-Cy-Z, R-Ph3-Ph1-T-Xa-Ph-Z, R-Ph3-Ph1
-T-Xa-Ph1-Z, R-Ph3-Ph1-T-Xa-Ph3-Z,

R-Ph3-Ph1-Xa-Cy-Z, R-Ph3-Ph1-Xa-Ph-Z,
R-Ph3-Ph1-Xa-Ph1-Z, R-Ph3-Ph1-Xa-Ph3-Z, R-Ph3-T-Ph
3-2-Xa-T-Ph-Z, R-Ph3-T-Ph3-2-Xa-T-Ph1-Z, R-Ph3-TP
h3-2-Xa-T-Ph3-Z, R-Ph3-T-Ph3-T-Xa-T-Ph-Z, R-Ph3-T-
Ph3-T-Xa-T-Ph1-Z, R-Ph3-T-Ph3-T-Xa-T-Ph3-Z, R-Ph3-
T-Ph3-Xa-T-Ph-Z, R-Ph3-T-Ph3-Xa-T-Ph1-Z, R-Ph3-TP
h3-Xa-T-Ph3-Z, R-Ph3-Ph3-2-Xa-T-Ph-Z, R-Ph3-Ph3-2-
Xa-T-Ph1-Z, R-Ph3-Ph3-2-Xa-T-Ph3-Z, R-Ph3-Ph3-T-Xa
-T-Ph-Z, R-Ph3-Ph3-T-Xa-T-Ph1-Z, R-Ph3-Ph3-T-Xa-T-
Ph3-Z, R-Ph3-Ph3-Xa-T-Ph-Z, R-Ph3-Ph3-Xa-T-Ph1-Z,
R-Ph3-Ph3-Xa-T-Ph3-Z, R-Ph3-T-Ph3-2-Xa-VO-Ph-Z, R-
Ph3-T-Ph3-2-Xa-VO-Ph1-Z, R-Ph3-T-Ph3-2-Xa-VO-Ph3-
Z, R-Ph3-T-Ph3-T-Xa-VO-Ph-Z, R-Ph3-T-Ph3-T-Xa-VO-P
h1-Z, R-Ph3-T-Ph3-T-Xa-VO-Ph3-Z, R-Ph3-T-Ph3-Xa-VO
-Ph-Z, R-Ph3-T-Ph3-Xa-VO-Ph1-Z, R-Ph3-T-Ph3-Xa-VO-
Ph3-Z, R-Ph3-Ph3-2-Xa-VO-Ph-Z, R-Ph3-Ph3-2-Xa-VO-P
h1-Z, R-Ph3-Ph3-2-Xa-VO-Ph3-Z, R-Ph3-Ph3-T-Xa-VO-P
hZ, R-Ph3-Ph3-T-Xa-VO-Ph1-Z, R-Ph3-Ph3-T-Xa-VO-Ph
3-Z, R-Ph3-Ph3-Xa-VO-Ph-Z, R-Ph3-Ph3-Xa-VO-Ph1-Z,
R-Ph3-Ph3-Xa-VO-Ph3-Z, R-Ph3-T-Ph3-2-Xa-Cy-Z, R-Ph
3-T-Ph3-2-Xa-Ph-Z, R-Ph3-T-Ph3-2-Xa-Ph1-Z, R-Ph3-T
-Ph3-2-Xa-Ph3-Z, R-Ph3-T-Ph3-T-Xa-Cy-Z, R-Ph3-T-Ph
3-T-Xa-Ph-Z, R-Ph3-T-Ph3-T-Xa-Ph1-Z, R-Ph3-T-Ph3-T
-Xa-Ph3-Z, R-Ph3-T-Ph3-Xa-Cy-Z, R-Ph3-T-Ph3-Xa-Ph-
Z, R-Ph3-T-Ph3-Xa-Ph1-Z, R-Ph3-T-Ph3-Xa-Ph3-Z, RP
h3-Ph3-2-Xa-Cy-Z, R-Ph3-Ph3-2-Xa-Ph-Z, R-Ph3-Ph3-2
-Xa-Ph1-Z, R-Ph3-Ph3-2-Xa-Ph3-Z, R-Ph3-Ph3-T-Xa-Cy
-Z, R-Ph3-Ph3-T-Xa-Ph-Z, R-Ph3-Ph3-T-Xa-Ph1-Z, RP
h3-Ph3-T-Xa-Ph3-Z, R-Ph3-Ph3-Xa-Cy-Z, R-Ph3-Ph3-Xa
-Ph-Z, R-Ph3-Ph3-Xa-Ph1-Z, R-Ph3-Ph3-Xa-Ph3-Z, RX
a-2-Ph-G-Ph-Z, R-Xa-2-Ph-G-Ph1-Z, R-Xa-2-Ph-G-Ph3-
Z, R-Xa-2-Ph-T-Ph-Z, R-Xa-2-Ph-T-Ph1-Z, R-Xa-2-Ph-
T-Ph3-Z, R-Xa-2-Ph-VO-Ph-Z, R-Xa-2-Ph-VO-Ph1-Z, R-
Xa-2-Ph-VO-Ph3-Z, R-Xa-2-Ph-Cy-Z, R-Xa-2-Ph-Ph-Z,
R-Xa-2-Ph-Ph1-Z, R-Xa-2-Ph-Ph3-Z, R-Xa-2-Ph1-G-Ph-
Z, R-Xa-2-Ph1-G-Ph1-Z, R-Xa-2-Ph1-G-Ph3-Z, R-Xa-2-
Ph1-T-Ph-Z, R-Xa-2-Ph1-T-Ph1-Z, R-Xa-2-Ph1-T-Ph3-
Z, R-Xa-2-Ph1-VO-Ph-Z, R-Xa-2-Ph1-VO-Ph1-Z, R-Xa-2
-Ph1-VO-Ph3-Z, R-Xa-2-Ph1-Cy-Z, R-Xa-2-Ph1-Ph-Z, R
-Xa-2-Ph1-Ph1-Z, R-Xa-2-Ph1-Ph3-Z, R-Xa-2-Ph3-G-Ph
-Z, R-Xa-2-Ph3-G-Ph1-Z, R-Xa-2-Ph3-G-Ph3-Z, R-Xa-2
-Ph3-T-Ph-Z, R-Xa-2-Ph3-T-Ph1-Z, R-Xa-2-Ph3-T-Ph3-
Z, R-Xa-2-Ph3-VO-Ph-Z, R-Xa-2-Ph3-VO-Ph1-Z, R-Xa-2
-Ph3-VO-Ph3-Z, R-Xa-2-Ph3-Cy-Z, R-Xa-2-Ph3-Ph-Z, R
-Xa-2-Ph3-Ph1-Z, R-Xa-2-Ph3-Ph3-Z, R-Xa-G-Ph-G-Ph-
Z, R-Xa-G-Ph-G-Ph1-Z, R-Xa-G-Ph-G-Ph3-Z, R-Xa-G-Ph
-T-Ph-Z,

R-Xa-G-Ph-T-Ph1-Z, R-Xa-G-Ph-T-Ph3-Z,
R-Xa-G-Ph-VO-Ph-Z, R-Xa-G-Ph-VO-Ph1-Z, R-Xa-G-Ph-V
O-Ph3-Z, R-Xa-G-Ph-Cy-Z, R-Xa-G-Ph-Ph-Z, R-Xa-G-Ph
-Ph1-Z, R-Xa-G-Ph-Ph3-Z, R-Xa-G-Ph1-G-Ph-Z, R-Xa-G
-Ph1-G-Ph1-Z, R-Xa-G-Ph1-G-Ph3-Z, R-Xa-G-Ph1-T-Ph-
Z, R-Xa-G-Ph1-T-Ph1-Z, R-Xa-G-Ph1-T-Ph3-Z, R-Xa-G-
Ph1-VO-Ph-Z, R-Xa-G-Ph1-VO-Ph1-Z, R-Xa-G-Ph1-VO-Ph
3-Z, R-Xa-G-Ph1-Cy-Z, R-Xa-G-Ph1-Ph-Z, R-Xa-G-Ph1-
Ph1-Z, R-Xa-G-Ph1-Ph3-Z, R-Xa-G-Ph3-G-Ph-Z, R-Xa-G
-Ph3-G-Ph1-Z, R-Xa-G-Ph3-G-Ph3-Z, R-Xa-G-Ph3-T-Ph-
Z, R-Xa-G-Ph3-T-Ph1-Z, R-Xa-G-Ph3-T-Ph3-Z, R-Xa-G-
Ph3-VO-Ph-Z, R-Xa-G-Ph3-VO-Ph1-Z, R-Xa-G-Ph3-VO-Ph
3-Z, R-Xa-G-Ph3-Cy-Z, R-Xa-G-Ph3-Ph-Z, R-Xa-G-Ph3-
Ph1-Z, R-Xa-G-Ph3-Ph3-Z, R-Xa-T-Ph-G-Ph-Z, R-Xa-T-
Ph-G-Ph1-Z, R-Xa-T-Ph-G-Ph3-Z, R-Xa-T-Ph-T-Ph-Z, R
-Xa-T-Ph-T-Ph1-Z, R-Xa-T-Ph-T-Ph3-Z, R-Xa-T-Ph-VO-
Ph-Z, R-Xa-T-Ph-VO-Ph1-Z, R-Xa-T-Ph-VO-Ph3-Z, R-Xa
-T-Ph-Cy-Z, R-Xa-T-Ph-Ph-Z, R-Xa-T-Ph-Ph1-Z, R-Xa-
T-Ph-Ph3-Z, R-Xa-T-Ph1-G-Ph-Z, R-Xa-T-Ph1-G-Ph1-
Z, R-Xa-T-Ph1-G-Ph3-Z, R-Xa-T-Ph1-T-Ph-Z, R-Xa-TP
h1-T-Ph1-Z, R-Xa-T-Ph1-T-Ph3-Z, R-Xa-T-Ph1-VO-Ph-
Z, R-Xa-T-Ph1-VO-Ph1-Z, R-Xa-T-Ph1-VO-Ph3-Z, R-Xa-
T-Ph1-Cy-Z, R-Xa-T-Ph1-Ph-Z, R-Xa-T-Ph1-Ph1-Z, RX
aT-Ph1-Ph3-Z, R-Xa-T-Ph3-G-Ph-Z, R-Xa-T-Ph3-G-Ph1
-Z, R-Xa-T-Ph3-G-Ph3-Z, R-Xa-T-Ph3-T-Ph-Z, R-Xa-T-
Ph3-T-Ph1-Z, R-Xa-T-Ph3-T-Ph3-Z, R-Xa-T-Ph3-VO-Ph-
Z, R-Xa-T-Ph3-VO-Ph1-Z, R-Xa-T-Ph3-VO-Ph3-Z, R-Xa-
T-Ph3-Cy-Z, R-Xa-T-Ph3-Ph-Z, R-Xa-T-Ph3-Ph1-Z, RX
aT-Ph3-Ph3-Z, R-Xa-VO-Ph-G-Ph-Z, R-Xa-VO-Ph-G-Ph1
-Z, R-Xa-VO-Ph-G-Ph3-Z, R-Xa-VO-Ph-T-Ph-Z, R-Xa-VO
-Ph-T-Ph1-Z, R-Xa-VO-Ph-T-Ph3-Z, R-Xa-VO-Ph-VO-Ph-
Z, R-Xa-VO-Ph-VO-Ph1-Z, R-Xa-VO-Ph-VO-Ph3-Z, R-Xa-
VO-Ph-Cy-Z, R-Xa-VO-Ph-Ph-Z, R-Xa-VO-Ph-Ph1-Z, RX
a-VO-Ph-Ph3-Z, R-Xa-VO-Ph1-G-Ph-Z, R-Xa-VO-Ph1-GP
h1-Z, R-Xa-VO-Ph1-G-Ph3-Z, R-Xa-VO-Ph1-T-Ph-Z, RX
a-VO-Ph1-T-Ph1-Z, R-Xa-VO-Ph1-T-Ph3-Z, R-Xa-VO-Ph1
-VO-Ph-Z, R-Xa-VO-Ph1-VO-Ph1-Z, R-Xa-VO-Ph1-VO-Ph3
-Z, R-Xa-VO-Ph1-Cy-Z, R-Xa-VO-Ph1-Ph-Z, R-Xa-VO-Ph
1-Ph1-Z, R-Xa-VO-Ph1-Ph3-Z,

R-Xa-VO-Ph3-G-Ph-Z, R-Xa-VO-Ph3-G-Ph1-
Z, R-Xa-VO-Ph3-G-Ph3-Z, R-Xa-VO-Ph3-T-Ph-Z, R-Xa-V
O-Ph3-T-Ph1-Z, R-Xa-VO-Ph3-T-Ph3-Z, R-Xa-VO-Ph3-VO
-Ph-Z, R-Xa-VO-Ph3-VO-Ph1-Z, R-Xa-VO-Ph3-VO-Ph3-
Z, R-Xa-VO-Ph3-Cy-Z, R-Xa-VO-Ph3-Ph-Z, R-Xa-VO-Ph3
-Ph1-Z, R-Xa-VO-Ph3-Ph3-Z, R-Xa-Cy-2-Cy-Z, R-Xa-Cy
-Cy-Z, R-Xa-Ph-G-Ph-Z, R-Xa-Ph-G-Ph1-Z, R-Xa-Ph-G-
Ph3-Z, R-Xa-Ph-T-Ph-Z, R-Xa-Ph-T-Ph1-Z, R-Xa-Ph-T-
Ph3-Z, R-Xa-Ph-VO-Ph-Z, R-Xa-Ph-VO-Ph1-Z, R-Xa-Ph-
VO-Ph3-Z, R-Xa-Ph-Cy-Z, R-Xa-Ph-Ph-Z, R-Xa-Ph-Ph1-
Z, R-Xa-Ph-Ph3-Z, R-Xa-Ph1-G-Ph-Z, R-Xa-Ph1-G-Ph1-
Z, R-Xa-Ph1-G-Ph3-Z, R-Xa-Ph1-T-Ph-Z, R-Xa-Ph1-TP
h1-Z, R-Xa-Ph1-T-Ph3-Z, R-Xa-Ph1-VO-Ph-Z, R-Xa-Ph1
-VO-Ph1-Z, R-Xa-Ph1-VO-Ph3-Z, R-Xa-Ph1-Cy-Z, R-Xa-
Ph1-Ph-Z, R-Xa-Ph1-Ph1-Z, R-Xa-Ph1-Ph3-Z, R-Xa-Ph3
-G-Ph-Z, R-Xa-Ph3-G-Ph1-Z, R-Xa-Ph3-G-Ph3-Z, R-Xa-
Ph3-T-Ph-Z, R-Xa-Ph3-T-Ph1-Z, R-Xa-Ph3-T-Ph3-Z, R-
Xa-Ph3-VO-Ph-Z, R-Xa-Ph3-VO-Ph1-Z, R-Xa-Ph3-VO-Ph3
-Z, R-Xa-Ph3-Cy-Z, R-Xa-Ph3-Ph-Z, R-Xa-Ph3-Ph1-Z,
R-Xa-Ph3-Ph3-Z, R-Xa-Ph5-Ph5-Z, R-Xb-Cy-2-Cy-Z, R-
Xb-Cy-Cy-Z, R-Xb-Ph-G-Ph-Z, R-Xb-Ph-G-Ph1-Z, R-Xb-
Ph-G-Ph3-Z, R-Xb-Ph-T-Ph-Z, R-Xb-Ph-T-Ph1-Z, R-Xb-
Ph-T-Ph3-Z, R-Xb-Ph-VO-Ph-Z, R-Xb-Ph-VO-Ph1-Z, RX
b-Ph-VO-Ph3-Z, R-Xb-Ph-Cy-Z, R-Xb-Ph-Ph-Z, R-Xb-Ph
-Ph1-Z, R-Xb-Ph-Ph3-Z, R-Xb-Ph1-G-Ph-Z, R-Xb-Ph1-G
-Ph1-Z, R-Xb-Ph1-G-Ph3-Z, R-Xb-Ph1-T-Ph-Z, R-Xb-Ph
1-T-Ph1-Z, R-Xb-Ph1-T-Ph3-Z, R-Xb-Ph1-VO-Ph-Z, RX
b-Ph1-VO-Ph1-Z, R-Xb-Ph1-VO-Ph3-Z, R-Xb-Ph1-Cy-Z,
R-Xb-Ph1-Ph-Z, R-Xb-Ph1-Ph1-Z, R-Xb-Ph1-Ph3-Z, RX
b-Ph3-G-Ph-Z, R-Xb-Ph3-G-Ph1-Z, R-Xb-Ph3-G-Ph3-Z,
R-Xb-Ph3-T-Ph-Z, R-Xb-Ph3-T-Ph1-Z, R-Xb-Ph3-T-Ph3-
Z, R-Xb-Ph3-VO-Ph-Z, R-Xb-Ph3-VO-Ph1-Z, R-Xb-Ph3-V
O-Ph3-Z, R-Xb-Ph3-Cy-Z, R-Xb-Ph3-Ph-Z, R-Xb-Ph3-Ph
1-Z, R-Xb-Ph3-Ph3-Z, R-Cy-2-Xa-T-Ph-T-Cy-Z, R-Cy-2
-Xa-T-Ph-Cy-Z, R-Cy-2-Xa-VO-Ph-2-Cy-Z, R-Cy-2-Xa-V
O-Ph-T-Cy-Z, R-Cy-2-Xa-Ph1-2-Ph3-Z, R-Cy-2-Xa-Ph1-
T-Ph3-Z, R-Cy-2-Xa-Ph1-Ph3-Z, R-Cy-J-Xa-T-Ph-2-Cy-
Z, R-Cy-J-Xa-Ph1-T-Cy-Z, R-Cy-J-Xa-Ph1-Cy-Z, R-Cy-
VO-Xa-VO-Ph-Cy-Z, R-Cy-VO-Xb-Ph-2-Cy-Z, R-Cy-VO-Xa
-Ph-T-Cy-Z, R-Cy-VO-Xb-Ph-Cy-Z, R-Cy-Xa-T-Cy-2-Cy-
Z, R-Cy-Xa-T-Cy-T-Cy-Z, R-Cy-Xa-T-Cy-Cy-Z, R-Cy-Xa
-VO-Cy-2-Cy-Z, R-Cy-Xa-VO-Cy-T-Cy-Z, R-Cy-Xa-VO-Cy
-Cy-Z, R-Cy-Xa-Cy-2-Cy-Z, R-Cy-Xa-Cy-Cy-Z, R-Ph-2-
Xa-Cy-2-Ph-Z, R-Ph-2-Xa-Cy-Ph-Z, R-Ph-2-Xa-T-Ph1-2
-Cy-Z, R-Ph-2-Xa-T-Ph1-T-Cy-Z, R-Ph-J-Xa-Cy-2-Ph-
Z, R-Ph-J-Xa-Cy-T-Ph-Z, R-Ph-J-Xa-Cy-Ph-Z, R-Ph-T-
Xa-Cy-2-Ph-Z, R-Ph-T-Xa-Cy-T-Ph-Z, R-Ph-T-Xa-Ph-T-
Ph-Z, R-Ph-T-Xa-Ph-Ph-Z, R-Ph-VO-Xa-Ph-2-Ph-Z, RP
h-VO-Xa-Ph-T-Ph-Z, R-Ph-VO-Xa-Ph-Ph-Z, R-Ph-Xa-TP
h1-Cy-Z, R-Ph-Xa-VO-Ph1-2-Cy-Z, R-Ph-Xa-VO-Ph1-TC
yZ, R-Ph-Xa-VO-Ph1-Cy-Z, R-Ph1-2-Xa-Ph1-2-Ph-Z, R
-Ph1-2-Xa-Ph1-T-Ph-Z, R-Ph1-2-Xa-Ph1-Ph-Z, R-Ph1-J
-Xa-Ph1-2-Ph-Z, R-Ph1-J-Xa-Ph1-T-Ph-Z, R-Ph1-J-Xa-
Ph1-Ph-Z, R-Ph1-T-Xa-Cy-Ph3-Z, R-Ph1-T-Xa-Ph1-2-Ph
-Z, R-Ph1-T-Xa-Ph1-T-Ph-Z, R-Ph1-VO-Xa-Cy-2-Ph3-
Z, R-Ph1-VO-Xa-Cy-T-Ph3-Z, R-Ph1-VO-Xa-Cy-Ph3-Z, R
-Ph1-Xa-Ph-2-Ph-Z, R-Ph1-Xa-Ph-T-Ph-Z, R-Ph1-Xa-Ph
-Ph-Z, R-Ph1-Xa-Ph1-Ph-Z, R-Ph3-2-Xa-Cy-2-Ph3-Z, R
-Ph3-2-Xa-Ph-T-Ph3-Z, R-Ph3-2-Xa-Ph-Ph3-Z, R-Ph3-J
-Xa-Ph-2-Ph3-Z, R-Ph3-J-Xa-Ph-T-Ph3-Z, R-Ph3-J-Xa-
Ph-Ph3-Z, R-Ph3-T-Xa-Ph-2-Ph3-Z, R-Ph3-T-Xa-Ph-TP
h3-Z, R-Ph3-T-Xa-Ph-Ph3-Z, R-Ph3-VO-Xa-Ph-2-Ph3-
Z, R-Ph3-VO-Xa-Ph1-T-Ph3-Z, R-Ph3-VO-Xa-Ph1-Ph3-
Z, R-Ph3-Xa-Cy-2-Ph3-Z, R-Ph3-Xa-Cy-T-Ph3-Z, R-Ph3
-Xa-Cy-Ph3-Z, R-Ph5-Xa-Ph5-Ph5-Z, 6-Xa-, 5Xa-F, 7X
a-CN, 7-Ca-OV-Ca-D2-Xb-3a-Ca-4-Ca-F, 9-Cb-D-Cb-3-X
a-3b-Cb-Cb-OCF3, 2O-Oc-2D-Oc-3a-Xb-4-Oc-1O-Oc-CN,
5O-Od-D2-Od-3b-Xa-Od-O1-Od-Cl, 7O-Bc-3-Bc-Xb-1O-Bc
-OV-Bc-OCHF2, 1O-3-Dc-3a-Dc-4-Xa-O1-Dc-D-Dc-H, 1d2
-Ph2-3b-Ph2-1O-Xb-OV-Ph2-2D-Ph2-3, d (3) 1O-Ph4-4-Ph
4-O1-Xa-D-Ph4-D2-Ph4-4, 6-Ph5-1O-Ph5-OV-Xb-2D-Ph5-
3-Ph5-5, 7-Ph6-O1-Ph6-D-Xa-D2-Ph6-3a-Ph6-0d1, 9-Ph
7-Ph7-2D-Xb-3-Ph7-3b-Ph7-0d3, 2O-Ph8-OV-Ph8-D2-Xb-
3a-Ph8-4-Ph8-1d3, 5O-Ya-D-Ya-3-Xa-3b-Ya-Ya-1d1, 7O
-Yb-2D-Yb-3a-Xb-4-Yb-1O-Yb-3O, 1O-3-Ma-D2-Ma-3b-Xb
-Ma-O1-Ma-, 1d2-Mb-3-Mb-Xa-1O-Mb-OV-Mb-F, d (3) 1O-P
r-3a-Pr-4-Xb-O1-Pr-D-Pr-OCF3, 6-Pr2-3b-Pr2-1O-Xa-O
V-Pr2-2D-Pr2-CN, 7-Te-4-Te-O1-Xb-D-Te-D2-Te-Cl, 9-
Te1-1O-Te1-OV-Xa-2D-Te1-3-Te1-OCHF2, 2O-Te2-O1-Te2
-D-Xb-D2-Te2-3a-Te2-H, 5O-Te3-Te3-2D-Xa-3-Te3-3b-T
e3-3, 7O-Tb-OV-Tb-D2-Xb-3a-Tb-4-Tb-4, 1O-3-Tb1-DT
b1-3-Xa-3b-Tb1-Tb1-5, 1d2-Tb2-2D-Tb2-3a-Xb-4-Tb2-1
O-Tb2-0d1, d (3) 1O-Tb3-D2-Tb3-3b-Xa-Tb3-O1-Tb3-0d
3, 6-Np-3-Np-Xb-1O-Np-OV-Np-1d3, 7-Np1-3a-Np1-4-Xa
-O1-Np1-D-Np1-1d1, 9-Np2-3b-Np2-1O-Xb-OV-Np2-2D-Np
2-3O, 2O-Np3-4-Np3-O1-Xa-D-Np3-D2-Np3-, 5O-Np4-1O-
Np4-OV-Xb-2D-Np4-3-Np4-F, 7O-Np5-O1-Np5-D-Xa-D2-Np
5-3a-Np5-OCF3, 1O-3-Np6-Np6-2D-Xb-3-Np6-3b-Np6-C
N, 1d2-Na1-OV-Na1-D2-Xa-3a-Na1-4-Na1-Cl, d (3) 1O-Na
2-D-Na2-3-Xb-3b-Na2-Na2-OCHF2, 6-Na3-2D-Na3-3a-Xa-
4-Na3-1O-Na3-H, 7-Na4-D2-Na4-3b-Xb-Na4-O1-Na4-3, 9
-Na5-3-Na5-Xa-1O-Na5-OV-Na5-4, 2O-Na6-3a-Na6-4-Xb-
O1-Na6-D-Na6-5, 5O-Nd1-3b-Nd1-1O-Xa-OV-Nd1-2D-Nd1-
0d1, 7O-Nd2-4-Nd2-O1-Xb-D-Nd2-D2-Nd2-0d3, 1O-3-Nd3
-1O-Nd3-OV-Xb-2D-Nd3-3-Nd3-1d3, 1d2-Nd4-O1-Nd4-DX
a-D2-Nd4-3a-Nd4-1d1, d (3) 1O-Nd5-2-Nd5-3-Xb-3-Nd5-2
-Nd5-3O However, in each of the above formulas, R and Z have the same meanings as in formula (1).

The compound of the general formula (1) of the present invention has R
Depending on A, B, C, D, L, M, Q, T, m, n, q, t, X and Z,
It can be manufactured as follows.

Formula (2)

[Chemical 6] (In the formula, X represents the same meaning as in the general formula (1), X ³ represents an optionally protected hydroxyl group, a sulfonyloxy group, or the formula (3).

[0033]

[Chemical 7] (In the formula, q, t, Q, T, C, D and Z represent the same as those in the general formula (1)), from a compound represented by Table 9-512269 or JP-A-13-19648 (hereinafter , (Referred to as reference (a)) by the same method as described in (4)

[0034]

[Chemical 8] (In the formula, X and X ³ represent the same meaning as in formula (2)), or a compound represented by formula (4) and formula (4-2)

[Chemical 9] (In the formula, X and X ³ have the same meanings as in formula (2)), and then a mixture of the compounds represented by the formula (4) is purified by distillation, column chromatography or recrystallization. Obtain the compound.

Next, from the compound represented by (4),
A method similar to that described in (a), or a Grignard reagent,
From the reaction with a nucleophile such as an organometallic compound such as an organozinc reagent or an organolithium reagent, the formula (5) is obtained.

[0036]

[Chemical 10] (Wherein, R ¹ represents an organic residue of a nucleophile, X and X ³ are represented by the formula (2)
To have the same meaning).

Then, from the compound represented by (5), reference (a)
Formula (6a) and formula (6b) by the described method

[0038]

[Chemical 11] (Wherein, R ¹ represents an organic residue of a nucleophile, X and X ³ are represented by the formula (2)
To have the same meaning as the above). From the mixture, (6b) is obtained using separation / purification such as column chromatography, recrystallization and distillation.

Particularly, R ¹ in the formula (5) is a compound represented by the formula (7)

[Chemical 12] (Wherein, R, m, n, A, B, L, X and M represent the same meaning as in the general formula (1), and X ³ represents the same meaning as in the formula (2)). Good.

The compound represented by the formula (4) and the compound represented by the formula (8)

[Chemical 13] (Wherein, X'represents a chlorine atom, a bromine atom or an iodine atom, R ² represents the same meaning as R in the general formula (1), m, n, A, B and L
Represents the same as general formula (1). However, when n = 0 and m = 1, L represents a single bond, and when n = 0 and m = 0, is R ²
(Representing R having 2 less carbon atoms) and the formula (5-1)

[0041]

[Chemical 14] (In the formula, R ² , m, n, A, B and L represent the same meaning as in the formula (8), X and X ³ represent the same meaning as in the formula (2)), and then the formula (7
-1)

[0042]

[Chemical 15] (Wherein R ² , m, n, A, B and L have the same meanings as in formula (8), and X and X ³ have the same meanings as in formula (2)).

Further, the compound of formula (5-1) is catalytically reduced to give a compound of formula
(5-2)

[Chemical 16] (In the formula, R ² , m, n, A, B and L represent the same meaning as in the formula (8), X and X ³ represent the same meaning as in the formula (2)), and then the formula (7
-2)

[0044]

[Chemical 17] (In the formula, R ² , m, n, A, B and L have the same meaning as in formula (8), and X and X ³ have the same meaning as in formula (2)).

Alternatively, the compound represented by the formula (4) and the compound represented by the formula (9)

[Chemical 18] (In the formula, X'represents a chlorine atom, a bromine atom or an iodine atom, and R ² , m, n, A, B and L have the same meanings as in formula (8)), and thus, formula (5-3)

[0046]

[Chemical 19] (In the formula, R ² , m, n, A, B and L represent the same meaning as in the formula (8), X and X ³ represent the same meaning as in the formula (2)), and then the formula (7
-Four)

[0047]

[Chemical 20] (In the formula, R ² , m, n, A, B and L have the same meaning as in formula (8), and X and X ³ have the same meaning as in formula (2)).

Alternatively, the compound of the formula (4) and the compound of the formula (10a)
Or equation (10b)

[Chemical 21] (In the formula, R ³ represents an alkyl group or an alkenyl group having 1 to 17 carbon atoms, which may be substituted by an alkoxyl group having 1 to 7 carbon atoms or a halogen atom having 1 to 7 carbon atoms, Met Represents a zinc or magnesium atom, X'represents a chlorine atom, a bromine atom or an iodine atom)
(5-4)

[0049]

[Chemical formula 22] (In the formula, R ³ has the same meaning as in formula (10a), X and X ³ have the same meaning as in formula (2)), and then catalytic reduction is performed to obtain formula (5-5).

[0050]

[Chemical formula 23] (In the formula, R ³ represents the same meaning as the formula (10a), X and X ³ represent the same meaning as the formula (2)), and then the formula (7-5) according to the above.

[0051]

[Chemical formula 24] (Wherein R ³ has the same meaning as in formula (10a), and X and X ³ have the same meaning as in formula (2)).

Equation (6) or equation thus obtained
When the compound of (7) corresponds to the compound of the general formula (1), which is a feature of the present invention, it can be used as it is for the present invention. It is also possible to offer.

When X ³ in the formula (6) or the formula (7) is a hydrogen atom or a halogen atom, an organolithium compound such as sec-butyllithium is used, or in the formula (6) or the formula (7). ^{When 3} is a halogen atom, magnesium is used to formula (11)

[Chemical 25] (In the formula, R ⁴ has the same meaning as R ^{1 in} formula (6b), or formula (12)

[0054]

[Chemical formula 26] (In the formula, R, m, n, A, B, L and M represent the same meaning as in the general formula (1)), Met ¹ is a lithium atom, or the formula (13). (Wherein, X'represents a halogen atom), X represents the same meaning as in formula (2)), and using this, a compound represented by the general formula (1) can be obtained. .

The compound of formula (11) and formula (14)

[Chemical 27] (Wherein, t, D, T and Z represent the same meaning as in the general formula (1)), from the formula (15)

[0056]

[Chemical 28] (Wherein R ⁴ and X have the same meanings as in formula (11), and t, D, T, and Z have the same meanings as in formula (1)). Then, after tosylating or mesylating the hydroxyl group, using a hydride reducing agent such as lithium aluminum hydride, the formula (7-6) by the method described in Reference (a)

[0057]

[Chemical 29] (In the formula, R ⁴ and X have the same meaning as in formula (11), and t, D, T, and Z have the same meaning as in formula (1)).

Alternatively, a compound of formula (11) and iodine
(16)

[Chemical 30] (Wherein R ⁴ and X have the same meanings as in formula (11)), and then the formula
(17)

[0059]

[Chemical 31] (Wherein, t, C, D, T and Z represent the same meaning as in the general formula (1)) Suzuki coupling or the like, or by the method described in the literature (a), the formula (7-7)

[0060]

[Chemical 32] (In the formula, R ⁴ and X have the same meanings as in formula (11), and t, C, D, T and Z
Represents the same as general formula (1).

Alternatively, a compound of formula (18) can be prepared from the compound of formula (11) by the method described in literature (a).

[Chemical 33] (Wherein R ⁴ and X have the same meanings as in formula (11)), and then a compound of formula (19 )

[Chemical 34] A compound represented by the formula (wherein R ⁴ and X have the same meanings as in formula (11)) is obtained. When X ^{3 in} the formula (2) represents a protected hydroxyl group, the compound of the formula (19) can be obtained by deprotecting the hydroxyl group from the compound of the formula (6b) or the like. Then, by the method described in literature (a), the formula (7-8)

[Chemical 35] (Wherein R ⁴ and X have the same meanings as in formula (11)).

Alternatively, from the compound of formula (11) and carbon dioxide, formula (20)

[Chemical 36] (Wherein R ⁴ and X have the same meanings as in formula (11)), and then
Formula (7-9) by the method described in (a)

[Chemical 37] (In the formula, R ⁴ and X have the same meanings as in formula (11)). When X ³ represents a halogen atom in formula (2), the compound of formula (7-9) can also be obtained from the compound of formula (6b) by the method described in document (a).

Alternatively, from a compound of formula (16), a compound of formula (6b) in which X ³ represents a halogen atom or a sulfonyloxy group, or a compound of formula (19), a method similar to that described in document (a) is used. Derived triflate and formula (21)

[Chemical 38] (In the formula, t, C, D, T and Z represent the same meaning as in the general formula (1)), and by the coupling reaction in the presence of a catalyst such as a palladium catalyst, the formula (7-10)

[Chemical Formula 39] (In the formula, R ⁴ and X have the same meanings as in formula (11), and t, C, D, T and Z
Represents the same as general formula (1).

Alternatively, the compound of formula (20) and the compound of formula (22)

[Chemical 40] (In the formula, t, C, D, T and Z represent the same meaning as in the general formula (1)), a compound represented by the formula (7-11) by a reaction in the presence of a condensing agent such as a carbodiimide compound.

[Chemical 41] (In the formula, R ⁴ and X have the same meanings as in formula (11), and t, C, D, T and Z
Can have the same meaning as in formula (1).

Alternatively, the compound of formula (19) and the compound of formula (23)

[Chemical 42] (In the formula, t, C, D, T and Z represent the same meaning as in the general formula (1)), a compound represented by the formula (7-12) by a reaction in the presence of a condensing agent such as a carbodiimide compound.

[Chemical 43] (In the formula, R ⁴ and X have the same meanings as in formula (11), and t, C, D, T and Z
Can have the same meaning as in formula (1).

Further, from the compounds of the formulas (7-11) and (7-12), the compounds represented by the formula (7-
13) and formula (7-14)

[Chemical 44] (In the formula, R ⁴ and X have the same meanings as in formula (11), and t, C, D, T and Z
Are each represented by the general formula (1)).

Alternatively, the compound of the formula (24) is prepared from the compound of the formula (11) and dimethylformamide.

[Chemical formula 45] (Wherein R ⁴ and X have the same meanings as in formula (11)), and then
By a method similar to that described in (a), formula (7-15)

[0068]

[Chemical formula 46] (In the formula, R ⁴ and X have the same meanings as in formula (11), and t, C, D, T and Z
Can have the same meaning as in formula (1).

The above-mentioned production methods can be used by appropriately rearranging them or changing the order when obtaining the desired compound, and conventionally known methods can be additionally used. Further, when obtaining the target compound, it is also possible to use protection / deprotection at appropriate times depending on the functional group in each compound.

The compound represented by the general formula (1) is easy to obtain a high specific resistance and a high voltage holding ratio, and is excellent in compatibility with other liquid crystal compositions, so that it is compatible with other liquid crystal compounds. It can be suitably used as a material for liquid crystal display cells in a mixture state. It is also possible to use two or more kinds of the compounds represented by the general formula (1) and suitably use them as a material for a liquid crystal display cell in the state of a mixture with other liquid crystal compounds. General formula
The compound of (1) can be used in any of the above-mentioned various display systems, but is suitable for use in a simple matrix drive or active matrix drive TN type display element and STN display element.

The composition provided by the present invention contains at least one compound represented by the general formula (1) as the first component, but as the other components, especially from the following second to fourth components: It is preferable to contain at least one kind.

That is, the second component is a so-called fluorine-based (halogen-based) p-type liquid crystal compound, and is represented by the following general formula (A1).
It is composed of the compound represented by (A3).

[Chemical 47] In the above formula, R ^b represents an alkyl group having 1 to 12 carbon atoms, which may be linear or may have a methyl or ethyl branch, and has a cyclic structure of 3 to 6 membered ring. You may
Arbitrary -CH ₂ present in the group - is -O -, - CH = CH - , - CH = CF-,
Although -CF = CH-, -CF = CF- or -C≡C- may be exchanged, any hydrogen atom present in the group may be replaced by a fluorine atom or a trifluoromethoxy group. ,
Linear alkyl group having 2 to 7 carbon atoms, linear 1-alkenyl group having 2 to 7 carbon atoms, linear 3-alkenyl group having 4 to 7 carbon atoms, terminal having 1 to carbon atoms Preferred is an alkyl group having 1 to 5 carbon atoms, which is substituted with an alkoxyl group having 3 carbon atoms.
Further, when asymmetric carbon is generated by branching, the compound may be optically active or racemic.

A, B and C are independently trans-1,
4-cyclohexylene group, transdecahydronaphthalene
-Trans-2,6-diyl group, 1,4-phenylene group optionally substituted by one or more fluorine atoms, naphthalene-2,6-optionally substituted by one or more fluorine atoms
Diyl group, tetrahydronaphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, 1,4-cyclohexenylene group optionally substituted by fluorine atom, 1,3-dioxane- A trans-2,5-diyl group, a pyrimidine-2,5-diyl group or a pyridine-2,5-diyl group is represented, but a trans-1,4-cyclohexylene group, trans decahydronaphthalene-trans-2,6 -Diyl group, naphthalene optionally substituted by fluorine atom-2,6-diyl group or optionally substituted by 1 to 2 fluorine atoms 1,
A 4-phenylene group is preferred. Particularly when B represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, A represents trans-1,4-
It is preferable to represent a cyclohexylene group, and when C represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, B and A are trans-1,4-cyclohexylene. Preferably it represents a group. Further, in (A3), A preferably represents a trans-1,4-cyclohexylene group.

L ^a , L ^b and L ^c are linking groups, each independently being a single bond, an ethylene group (-CH ₂ CH _2- ), a 1,2-propylene group (-CH (CH ₃ ) CH ₂ -and -CH ₂ CH (CH ₃ )-), 1,4-butylene group, -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = CH-, -CH = CF
-, -CF = CH-, -CF = CF-, -C≡C- or -CH = NN = CH-, but a single bond, ethylene group, 1,4-butylene group, -COO-, -OC
F _2- , -CF ₂ O-, -CF = CF- or -C≡C- is preferable, and a single bond or an ethylene group is particularly preferable. Further, it is preferable that at least one of them in (A2) and at least two of them in (A3) represent a single bond.

Ring Z represents an aromatic ring and is represented by the following general formulas (IXa) to (I
Xc).

[Chemical 48] Wherein, represent, respectively, a Y ^a to Y ^j independently a hydrogen atom or fluorine atom, in (IXa), at least one of Y ^a and Y ^b is preferably represent a fluorine atom, in (IXb), At least one of Y ^{d to} Y ^f preferably represents a fluorine atom, and particularly preferably Y ^d represents a fluorine atom.

The terminal group P ^a is a fluorine atom, a chlorine atom, a trifluoromethoxy group, a difluoromethoxy group, a trifluoromethyl group or a difluoromethyl group, or an alkoxyl group having 2 or 3 carbon atoms and substituted by two or more fluorine atoms. It represents a group, an alkyl group, an alkenyl group or an alkenyloxy group, but a fluorine atom, a trifluoromethoxy group or a difluoromethoxy group is preferable, and a fluorine atom is particularly preferable.

The third component is a so-called cyano-based p-type liquid crystal compound, and is composed of compounds represented by the following general formulas (B1) to (B3).

[Chemical 49] In the above formula, R ^c represents an alkyl group having 1 to 12 carbon atoms, which may be linear or may have a methyl or ethyl branch and has a cyclic structure of 3 to 6 membered ring. You may
Arbitrary -CH ₂ present in the group - is -O -, - CH = CH - , - CH = CF-,
Although -CF = CH-, -CF = CF- or -C≡C- may be exchanged, any hydrogen atom present in the group may be replaced by a fluorine atom or a trifluoromethoxy group. ,
Linear alkyl group having 2 to 7 carbon atoms, linear 1-alkenyl group having 2 to 7 carbon atoms, linear 3-alkenyl group having 4 to 7 carbon atoms, terminal having 1 to carbon atoms Preferred is an alkyl group having 1 to 5 carbon atoms, which is substituted with an alkoxyl group having 3 carbon atoms.
Further, when asymmetric carbon is generated by branching, the compound may be optically active or racemic.

D, E and ring F are each independently trans-
1,4-cyclohexylene group, transdecahydronaphthalene-trans-2,6-diyl group, 1,4-phenylene group optionally substituted by one or more fluorine atoms, substituted by one or more fluorine atoms Optionally naphthalene-2,6
-Diyl group, tetrahydronaphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, 1,4-cyclohexenylene group optionally substituted by fluorine atom, 1,3-dioxane -Trans-2,5-diyl group, represents a pyrimidine-2,5-diyl group or a pyridine-2,5-diyl group, trans-1,4-cyclohexylene group, trans decahydronaphthalene-trans-2, 6-diyl group, naphthalene-2,6-diyl group optionally substituted by a fluorine atom or optionally substituted by 1 to 2 fluorine atoms 1,
A 4-phenylene group is preferred. Especially when E represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, D represents trans-1,4-
It is preferable to represent a cyclohexylene group, and D and E when the ring F represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group.
Preferably represents a trans-1,4-cyclohexylene group. Further, in (B3), D preferably represents a trans-1,4-cyclohexylene group.

L ^d , L ^e and L ^f are linking groups, each independently being a single bond, an ethylene group (-CH ₂ CH _2- ), a 1,2-propylene group (-CH (CH ₃ ) CH ₂ -and -CH ₂ CH (CH ₃ )-), 1,4-butylene group, -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = CH-, -CH = CF
-, -CF = CH-, -CF = CF-, -C≡C-, -OCH _2- , -CH ₂ O-, or-
CH = NN = CH-, but single bond, ethylene group, -COO-, -OCF
_2- , -CF ₂ O-, -CF = CF- or -C≡C- is preferable, a single bond,
Particularly preferred is an ethylene group or -COO-. Further, it is preferable that at least one of them in (B2) and at least two of them in (B3) represent a single bond.

Ring Y represents an aromatic ring and is represented by the following general formulas (IXd) to (I
Xf).

[Chemical 50] In the formula, Y ^{h to} Y ⁿ each independently represent a hydrogen atom or a fluorine atom, but in (IXe), Y ⁿ and Y ^o preferably represent a hydrogen atom. The terminal group Pa represents ^a cyano group (-CN), a cyanato group (-OCN) or -C≡CCN, and a cyano group is preferable.

The fourth component has a dielectric anisotropy of about 0,
This is a so-called n-type liquid crystal, which is composed of compounds represented by the following general formulas (C1) to (C3).

[Chemical 51]

In the above formula, R ^d and R ^e each independently represent an alkyl group having 1 to 12 carbon atoms, which may be linear or may have a methyl or ethyl branch, 3 to 6
It may have a ring structure of a member ring, and any -CH _2- present in the group is -O-, -CH = CH-, -CH = CF-, -CF = CH-, -CF = CF-
Or, it may be replaced by -C≡C-, and any hydrogen atom present in the group may be substituted by a fluorine atom or a trifluoromethoxy group, but a straight chain having 1 to 7 carbon atoms Alkyl group, straight-chain 1-alkenyl group having 2 to 7 carbon atoms, straight-chain 3-alkenyl group having 4 to 7 carbon atoms, straight-chain alkoxyl group having 1 to 3 carbon atoms or the terminal is a carbon atom. number
A linear alkyl group having 1 to 5 carbon atoms substituted with 1 to 3 alkoxyl groups is preferable, and at least one is a linear alkyl group having 1 to 7 carbon atoms, and a linear chain having 2 to 7 carbon atoms. It is particularly preferred to represent a straight-chain 1-alkenyl group or a straight-chain 3-alkenyl group having 4 to 7 carbon atoms.

Ring G, ring H, ring I and ring J are each independently a trans-1,4-cyclohexylene group, a trans decahydronaphthalene-trans-2,6-diyl group, and 1 to 2 fluorine atoms. May be substituted by atoms or methyl groups
1,4-phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-optionally substituted by 1 to 2 fluorine atoms Diyl group, optionally substituted by 1 to 2 fluorine atoms, 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or Represents a pyridine-2,5-diyl group, but in each compound, transdecahydronaphthalene-trans-2,6-
Diyl group, naphthalene optionally substituted by one or more fluorine atoms-2,6-diyl group, tetrahydronaphthalene optionally substituted by 1-2 fluorine atoms-
2,6-diyl group, optionally substituted by fluorine atom
1,4-cyclohexenylene group, 1,3-dioxane-trans-
2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-
The number of 2,5-diyl groups is preferably 1 or less, and the other ring may be substituted with a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms or a methyl group 1,
It preferably represents a 4-phenylene group.

L ^g , L ^h and L ⁱ are linking groups, each independently being a single bond, an ethylene group (-CH ₂ CH _2- ), a 1,2-propylene group (-CH (CH ₃ ) CH ₂ -and -CH ₂ CH (CH ₃ )-), 1,4-butylene group, -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = CH-, -CH = CF
-, -CF = CH-, -CF = CF-, -C≡C- or -CH = NN = CH-, but a single bond, ethylene group, 1,4-butylene group, -COO-, -OC
O-, -OCF _2- , -CF ₂ O-, -CF = CF-, -C≡C- or -CH = NN = CH-
Is preferred, and in (C2), at least one of them is (C
In 3), it is preferable that at least two of them represent a single bond.

A more preferable form of (C1) can be represented by the following general formulas (C1a) to (C1h).

[Chemical 52]

In each of the above formulas, R ^f and R ^g are each independently a straight chain alkyl group having 1 to 7 carbon atoms, a straight chain 1-alkenyl group having 2 to 7 carbon atoms, or 4 carbon atoms. ~ 7 straight chain 3-alkenyl group, straight chain alkoxyl group having 1 to 3 carbon atoms or straight chain alkyl group having 1 to 5 carbon atoms substituted at the end with an alkoxyl group having 1 to 3 carbon atoms Represents a group, at least one of which is a linear alkyl group having 1 to 7 carbon atoms, a linear 1-alkenyl group having 2 to 7 carbon atoms or a linear 3-alkenyl group having 4 to 7 carbon atoms Represents However, when Ring G1 to Ring G8 are aromatic rings, the corresponding R ^f is 1-alkenyl group and alkoxyl group, and when Ring H1 to Ring H8 is aromatic ring, the corresponding R ^g
Excludes 1-alkenyl and alkoxyl groups.

Ring G1 and ring H1 are each independently a trans
-1,4-cyclohexylene group, transdecahydronaphthalene-trans-2,6-diyl group, 1,4-phenylene group optionally substituted by 1 to 2 fluorine atoms or methyl group, 1 or more A naphthalene-2,6-diyl group optionally substituted by a fluorine atom, tetrahydronaphthalene-2,6-optionally substituted by 1 to 2 fluorine atoms
Diyl group, optionally substituted by 1 to 2 fluorine atoms, 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or Represents a pyridine-2,5-diyl group, but in each compound, transdecahydronaphthalene-trans-2,6-diyl group, 1
Naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by 1-2 fluorine atoms, substituted by a fluorine atom 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2,5-diyl group may be 1 or less. Preferably, the other ring in that case may be substituted by a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms or a methyl group.
Represents a 1,4-phenylene group. Ring G2 and ring H2 may be independently substituted with a trans-1,4-cyclohexylene group, transdecahydronaphthalene-trans-2,6-diyl group, 1 to 2 fluorine atoms or a methyl group. Good
1,4-phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-optionally substituted by 1 to 2 fluorine atoms Represents a diyl group, in each compound, trans decahydronaphthalene-trans-2,6-diyl group,
Naphthalene-2,6-diyl group which may be substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group which may be substituted by 1 to 2 fluorine atoms are within 1 It is preferable that the other ring in this case be substituted by a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms or a methyl group.
Represents a 1,4-phenylene group. Ring G3 and ring H3 are each independently a 1,4-phenylene group optionally substituted with 1 to 2 fluorine atoms or a methyl group, and naphthalene-2 optionally substituted with one or more fluorine atoms. Represents a 6,6-diyl group, a tetrahydronaphthalene-2,6-diyl group which may be substituted by 1 to 2 fluorine atoms, and naphthalene which may be substituted by one or more fluorine atoms in each compound -2,6-diyl group, tetrahydronaphthalene optionally substituted by 1 to 2 fluorine atoms-
The number of 2,6-diyl groups is preferably 1 or less.

A more preferable form of (C2) can be represented by the following general formulas (C2a) to (C2m).

[Chemical 53]

In the above formula, ring G1, ring G2, ring G3, ring H1, ring H2 and ring H3 have the above-mentioned meanings, ring I1 is ring G1 and ring I2 is ring G2.
And ring I3 have the same meanings as ring G3. In each of the above compounds, transdecahydronaphthalene-
Trans-2,6-diyl group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2 optionally substituted by 1 to 2 fluorine atoms, 6-diyl group, 1,4-cyclohexenylene group optionally substituted by a fluorine atom, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2 1,5-diyl group is preferably 1 or less, in which case the other ring may be substituted with a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms or a methyl group 1 Represents a 4-phenylene group.

Next, a more preferable form of (C3) can be represented by the following general formulas (C3a) to (C3f).

[Chemical 54]

In the above formula, ring G1, ring G2, ring H1, ring H2, ring I1 and ring I2 have the above-mentioned meanings, ring J1 is ring G1 and ring J2 is ring G2.
And have the same meaning. Further, in each of the above compounds, trans decahydronaphthalene-trans-2,6-diyl group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, 1-2 fluorine atoms Tetrahydronaphthalene-2,6 optionally substituted by
-Diyl group, optionally substituted with a fluorine atom 1,4
-Cyclohexenylene group, 1,3-dioxane-trans-2,5
-Diyl group, pyrimidine-2,5-diyl group or pyridine-2,5
-Diyl group is preferably 1 or less, in which case the other ring is trans-1,4-cyclohexylene group or 1
Represents a 1,4-phenylene group optionally substituted by 2 fluorine atoms or a methyl group.

As will be apparent from the examples described below, the compound of the present invention has excellent response and is suitable as a liquid crystal material for a high speed display liquid crystal display. The same applies to the liquid crystal composition of the present invention, and the display element of the present invention exhibits an excellent property of responding at high speed. Further, the compound of the present invention has excellent liquid crystallinity and excellent compatibility with liquid crystal compounds and liquid crystal compositions which are currently widely used. Also,
It can be seen that it has a superior effect to the conventional compound in preparing a liquid crystal composition having a wide temperature range showing a liquid crystal phase, a low threshold voltage and capable of high speed response. It has a large effect of reducing the threshold voltage and is extremely excellent as a liquid crystal material that can be driven at a low voltage.

Therefore, the compound of the general formula (1) can be mixed with other nematic liquid crystal compounds in the TN type or ST type.
It can be suitably used as a liquid crystal material having a wide temperature range and capable of being driven at a low voltage particularly for N-type field effect display cells. In addition, among the compounds of (1), those that do not have a strong polar group in the molecule can easily obtain a large specific resistance and a high voltage holding ratio, and should be used as a constituent component of a liquid crystal material for active matrix driving. Is also possible. The present invention is thus a compound represented by the general formula (1),
And a liquid crystal composition containing at least one of them as a constituent.

[0094]

The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

Example 1 5-Fluoro-2-propyl-1,4-
Synthesis of dihydronaphthalene

[Chemical 55] (1-a) 5-Fluoro-1,2,3,4-tetrahydronaphthalene-2-
Synthesis of ONE 100 g of 3-fluorophenylacetic acid and 120 g of thionyl chloride
A catalytic amount of pyridine was added to 200 mL of 2-dichloroethane solution, and the mixture was heated under reflux for 5 hours in a nitrogen atmosphere, and then 1,2-dichloroethane and excess thionyl chloride were distilled off. The obtained residue is added dropwise to 800 mL of dichloromethane and 156 g of aluminum chloride under cooling at -20 ° C. After stirring for 30 minutes, blow ethylene gas, stir for another 5 hours, then add dilute hydrochloric acid,
After separating the organic layer, the aqueous layer was extracted with toluene. The organic layers were combined, washed successively with water, saturated aqueous sodium hydrogen carbonate, water and saturated brine, dried over anhydrous sodium sulfate, evaporated to remove the solvent, and distilled under reduced pressure to give 5-fluoro-1,2,3, A mixture of 4-tetrahydronaphthalen-2-one and 7-fluoro-1,2,3,4-tetrahydronaphthalen-2-one was obtained. Then, it is rectified under reduced pressure and recrystallized from hexane to give 5-fluoro-1,2
3,4-tetrahydronaphthalen-2-one was obtained.

(1-b) Synthesis of 5-fluoro-2-propyl-1,4-dihydronaphthalene To 50 mL of tetrahydrofuran (THF) 5-fluoro obtained in (1-a)
1,2,3,4-tetrahydronaphthalen-2-one (10.0 g) is dissolved, zinc powder (4.9 g) is added, and the mixture is suspended with stirring.
At room temperature, after adding 0.1 mL of trimethylsilyl chloride,
9.0 g of allyl bromide was added dropwise over 30 minutes (at this time, the system temperature had reached 50 ° C.), and the mixture was further stirred for 1 hour. After adding 20 mL of 10% hydrochloric acid, the mixture was extracted with toluene, washed with water and saturated saline in this order, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off to obtain 11.1 g of 5-fluoro-2- (2-propenyl) -1,2,3,4-tetrahydronaphthalen-2-ol crude product.

The crude product was dissolved in 48 mL of ethyl acetate,
After stirring for 2 hours under a hydrogen atmosphere of 0.5 MPa with 0.6 g of 5% palladium carbon, filtration and concentration were carried out to obtain a crude product of 5-fluoro-2-propyl-1,2,3,4-tetrahydronaphthalen-2-ol. I got 11g. This crude product was added to p-
After heating under reflux with 0.6 g of toluenesulfonic acid monohydrate for 2 hours, cooling to room temperature, washing with water and saturated saline in this order,
Dry over anhydrous magnesium sulfate, concentrate and concentrate with 5-fluoro-2-
A mixture of propyl-3,4-dihydronaphthalene and 5-fluoro-2-propyl-1,4-dihydronaphthalene was obtained. Then, it was purified by vacuum distillation and column chromatography,
Fluoro-2-propyl-1,4-dihydronaphthalene was obtained.
It was a liquid at room temperature. Similarly, the following compound was obtained. 5-chloro-2-propyl-1,4-dihydronaphthalene 5,6-difluoro-2-propyl-1,4-dihydronaphthalene 5-fluoro-6-chloro-2-propyl-1,4-dihydronaphthalene 5- Fluoro-6-bromo-2-propyl-1,4-dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2-propyl-1,4-
Dihydronaphthalene 5-chloro-6-trifluoromethoxy-2-propyl-1,4-dihydronaphthalene

Example 2 Synthesis of 2-propyl-6-iodo-5-fluoro-1,4-dihydronaphthalene

[Chemical 56] 5-fluoro-2-propyl-1,4-dihydronaphthalene (10.0 g) obtained in Example 1 was dissolved in THF (50 mL) and cooled to -70 ° C for sec.
44 mL of 1.3-butyllithium-1.3M cyclohexane solution was added dropwise to prepare 5-fluoro-6-lithio-2-propyl-1,4-dihydronaphthalene. Next, 12.2 g of iodine dissolved in 42 mL of THF was added dropwise, and after stirring for 2 hours, 20 mL of water was added to stop the reaction. After returning to room temperature, the organic layer was washed with an aqueous sodium hydrogen sulfite solution and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by column chromatography, 2-propyl-6-iodo-5-fluoro-1,4
16 g of dihydronaphthalene were obtained.

Example 3 5-Fluoro-2-propyl-6- (3,
Synthesis of 4,5-trifluorophenyl) -1,4-dihydronaphthalene

[Chemical 57]

3,4,5-Trifluorophenyl boric acid obtained from the reaction of a Grignard reagent prepared from 3,4,5-trifluorobromobenzene and magnesium with trimethyl borate and obtained in Example 2. 2-propyl-6-iodo-5-fluoro-1,4-dihydronaphthalene, in the presence of tetrakis (triphenylphosphine) palladium (0), toluene and
After refluxing for 10 hours in a 2M aqueous solution of potassium carbonate and returning to room temperature, the organic layer was washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off, the residue was purified by column chromatography, and recrystallized from ethanol to give 2-propyl-6- (3,4,5-trifluorophenyl) -5-fluoro-3-
Dihydronaphthalene was obtained. Similarly, the following compound was obtained. 5-fluoro-2-propyl-6- (4-fluorophenyl) -1,4-
Dihydronaphthalene 5-fluoro-2-propyl-6- (3,4-difluorophenyl)-
1,4-dihydronaphthalene 5-fluoro-2-propyl-6- (2,3-difluoro-4-methoxyphenyl) -1,4-dihydronaphthalene 5-fluoro-2-propyl-6- (2,3- Difluoro-4-ethylphenyl) -1,4-dihydronaphthalene 5-fluoro-2-propyl-6- {4- (trifluoromethoxy)
Phenyl} -1,4-dihydronaphthalene 5-fluoro-2-propyl-6- {4- (trifluoromethoxy)-
3-Fluorophenyl} -1,4-dihydronaphthalene 5-fluoro-2-propyl-6- {4- (trifluoromethoxy)-
3,5-Difluorophenyl} -1,4-dihydronaphthalene

Example 4 Synthesis of 2-propyl-6- {2- (3,4,5-trifluorophenyl) ethynyl} -5-fluoro-1,4-dihydronaphthalene

[Chemical 58] 2-propyl-6-iodo-5-fluoro-1,4-dihydronaphthalene and (3,4,5-trifluorophenyl) acetylene obtained in Example 2 were treated with dimethylformamide (DMF) and triethylamine in a catalytic amount. In the presence of copper iodide and tetrakis (triphenylphosphine) palladium (0), the mixture was stirred at 90 ° C for 8 hours, returned to room temperature, added to water, and extracted with hexane. The organic layer was washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off, the residue was purified by column chromatography, and recrystallized from ethanol to give 2-propyl-6- {2- (3,4,5-trifluorophenyl) ethynyl} -5-fluoro-1,4-dihydro. I got naphthalene. Similarly, the following compound was obtained. 2-Propyl-6- {2- (4-fluorophenyl) ethynyl} -5-
Fluoro-1,4-dihydronaphthalene 2-propyl-6- {2- (3,4-difluorophenyl) ethynyl} -5-fluoro-1,4-dihydronaphthalene 2-propyl-6- {2- {4- (Trifluoromethoxy) phenyl} ethynyl} -5-fluoro-1,4-dihydronaphthalene 2-propyl-6- {2- {4- (trifluoromethoxy) -3-fluorophenyl} ethynyl} -5-fluoro- 1,4-Dihydronaphthalene 2-propyl-6- {2- {4- (trifluoromethoxy) -3,5-difluorophenyl} ethynyl} -5-fluoro-1,4-dihydronaphthalene 2-propyl-6- {2- (4-Methoxy-2,3-difluorophenyl) ethynyl} -5-fluoro-1,4-dihydronaphthalene 2-propyl-6- {2- (4-ethyl-2,3-difluorophenyl)
Ethynyl} -5-fluoro-1,4-dihydronaphthalene

Example 5 2-Propyl-5-fluoro-1,4-
Synthesis of 3,4,5-trifluorophenyl dihydronaphthalene 6-carboxylic acid

[Chemical 59] 5-Fluoro-6-lithio-2-propyl-1, prepared in Example 2
Carbon dioxide (dry ice) from 4-dihydronaphthalene
5-fluoro-6-carboxyl-2-propyl by reaction with
-1,4-dihydronaphthalene was obtained. Then with it 3,4,5
After stirring trifluorophenol and 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride in methylene chloride at room temperature for 8 hours, the organic layer was washed with saturated saline,
It was dried over anhydrous magnesium sulfate. The solvent was distilled off, the residue was purified by column chromatography, and recrystallized from ethanol to give 2-propyl-5-fluoro-1,4-dihydronaphthalene 6-
Obtained 3,4,5-trifluorophenyl carboxylic acid. Similarly, the following compound was obtained. 2-Propyl-5-fluoro-1,4-dihydronaphthalene-6-carboxylic acid 4-fluorophenyl 2-propyl-5-fluoro-1,4-dihydronaphthalene-6-carboxylic acid 3,4-difluorophenyl2- Propyl-5-fluoro-1,4-dihydronaphthalene-6-carboxylic acid 4- (trifluoromethoxy) phenyl 2-propyl-5-fluoro-1,4-dihydronaphthalene-6-carboxylic acid 3-fluoro-4- Trifluoromethoxyphenyl 2-propyl-5-fluoro-1,4-dihydronaphthalene-6-carboxylic acid 3,5-difluoro-4-trifluoromethoxyphenyl 2-propyl-5-fluoro-1,4-dihydronaphthalene- 6-carboxylic acid 4-cyanophenyl 2-propyl-5-fluoro-1,4-dihydronaphthalene-6-carboxylic acid 3-fluoro-4-cyanophenyl 2-propyl-5-fluoro-1,4-dihydronaphthalene- 6-carboxylic acid 3,5-difluoro-4-cyanophenyl

Example 6 Synthesis of 2-propyl-6- (trans-4-propylcyclohexyl) -5-fluoro-1,4-dihydronaphthalene

[Chemical 60] To shaving magnesium, 2-propyl-6-iodo-5-fluoro-1,4-dihydronaphthalene obtained in Example 2 was dissolved in THF and added dropwise at a rate such that it was refluxed to prepare a Grignard reaction agent. . After returning to room temperature, 4-propylcyclohexanone was dissolved in THF and added dropwise. 10% hydrochloric acid was added, extracted with toluene, the organic layers were combined, washed with water and saturated saline in this order,
It was dried over anhydrous magnesium sulfate. The solvent was distilled off, and 2-propyl-6- (4-propyl-1-hydroxycyclohexyl) -5
A crude product of -fluoro-1,4-dihydronaphthalene was obtained.
This is dissolved in methylene chloride, pyridine is added, and methanesulfonic acid chloride is added dropwise under ice cooling. After stirring for 1 hour, water was added, the organic layer was separated, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a crude product. This was dissolved in THF and added dropwise to a THF suspension of lithium aluminum hydride. 10% under ice cooling
Hydrochloric acid was added, the mixture was extracted with toluene, the organic layers were combined, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a crude product. This was dissolved in DMF, potassium t-butoxide was added, and the mixture was stirred at 90 ° C. for 6 hours.
The mixture was poured into water, extracted with hexane, the organic layers were combined, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a crude product. After column chromatography, recrystallize from ethanol to give 2-propyl
-6- (trans-4-propylcyclohexyl) -5-fluoro-
1,4-dihydronaphthalene was obtained. Similarly, the following compound was obtained. 2-Propyl-6- (trans-4-butylcyclohexyl) -5-
Fluoro-1,4-dihydronaphthalene 2-propyl-6- (trans-4-pentylcyclohexyl) -5
-Fluoro-1,4-dihydronaphthalene 2-propyl-6- (trans-4-vinylcyclohexyl) -5-
Fluoro-1,4-dihydronaphthalene 2-propyl-6- {trans-4- (3-butenyl) cyclohexyl} -5-fluoro-1,4-dihydronaphthalene 2-propyl-6- {trans-4- (3 -Pentenyl) cyclohexyl} -5-fluoro-1,4-dihydronaphthalene 2-propyl-6- (trans, trans-4'-propylbicyclohexyl) -5-fluoro-1,4-dihydronaphthalene 2-propyl-6 -(Trans, trans-4'-butylbicyclohexyl) -5-fluoro-1,4-dihydronaphthalene 2-propyl-6- (trans, trans-4'-pentylbicyclohexyl) -5-fluoro-1,4 -Dihydronaphthalene 2-propyl-6- (trans, trans-4'-vinylbicyclohexyl) -5-fluoro-1,4-dihydronaphthalene 2-propyl-6- {trans, trans-4 '-(3-butenyl ) Bicyclohexyl} -5-fluoro-1,4-dihydronaphthalene 2-propyl-6- {trans, trans-4 '-(3-penteny )
Bicyclohexyl} -5-fluoro-1,4-dihydronaphthalene

Example 7 5-Fluoro-2-pentyl-1,4-
Synthesis of dihydronaphthalene

[Chemical formula 61] 1.4M THF / toluene (25/75) solution of methylmagnesium bromide in a mixture of 60 mL of toluene and 15.0 g of 1-pentyne 6
After adding 9.0 mL and refluxing for 2.5 hours, the mixture was cooled to 25 ° C.
To this, 5-fluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 1 was dissolved in 24 mL of toluene and added dropwise over 10 minutes. The mixture was further stirred for 1 hour, 10% hydrochloric acid (60 mL) was added, the mixture was extracted with toluene, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off and 10 g of 5-fluoro-2- (1-pentynyl) -1,2,3,4-
A crude product of tetrahydronaphthalen-2-ol was obtained. Then, in the same manner as in Example 1, 5-fluoro-2-pentyl-
1,4-dihydronaphthalene was obtained. Similarly, the following compound was obtained. 5-fluoro-2-butyl-1,4-dihydronaphthalene 5-fluoro-2-hexyl-1,4-dihydronaphthalene 5-fluoro-2-heptyl-1,4-dihydronaphthalene 5-chloro-2-butyl- 1,4-dihydronaphthalene 5-chloro-2-pentyl-1,4-dihydronaphthalene 5-chloro-2-hexyl-1,4-dihydronaphthalene 5-chloro-2-heptyl-1,4-dihydronaphthalene 5, 6-difluoro-2-butyl-1,4-dihydronaphthalene 5,6-difluoro-2-pentyl-1,4-dihydronaphthalene 5,6-difluoro-2-hexyl-1,4-dihydronaphthalene 5,6- Difluoro-2-heptyl-1,4-dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2-butyl-1,4-dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2-pentyl-1,4-
Dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2-hexyl-1,4-
Dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2-heptyl-1,4-
Dihydronaphthalene

Example 8 Synthesis of 2-Pentyl-6- (3,4,5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 5-Fluoro-2 obtained in Example 7 From 2-pentyl-1,4-dihydronaphthalene, in the same manner as in Example 3, 2-pentyl-6-
(3,4,5-Trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene was obtained. Similarly, the following compound was obtained. 2-Butyl-6- (3,4,5-trifluorophenyl) -5-fluoro
-1,4-dihydronaphthalene 2-hexyl-6- (3,4,5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2-heptyl-6- (3,4,5-trifluoro Phenyl) -5-fluoro-1,4-dihydronaphthalene 2-butyl-6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2-pentyl-6- (4-fluorophenyl) -5 -Fluoro-1,4-
Dihydronaphthalene 2-hexyl-6- (4-fluorophenyl) -5-fluoro-1,4-
Dihydronaphthalene 2-heptyl-6- (4-fluorophenyl) -5-fluoro-1,4-
Dihydronaphthalene 2-butyl-6- (4,5-difluorophenyl) -5-fluoro-1,4
-Dihydronaphthalene 2-pentyl-6- (4,5-difluorophenyl) -5-fluoro-
1,4-dihydronaphthalene 2-hexyl-6- (4,5-difluorophenyl) -5-fluoro-
1,4-dihydronaphthalene 2-butyl-6- (2,3-difluorophenyl) -5-fluoro-1,4
-Dihydronaphthalene 2-pentyl-6- (2,3-difluorophenyl) -5-fluoro-
1,4-dihydronaphthalene 2-hexyl-6- (2,3-difluorophenyl) -5-fluoro-
1,4-dihydronaphthalene 2-heptyl-6- (2,3-difluorophenyl) -5-fluoro-
1,4-dihydronaphthalene 2-butyl-6- (2,3-difluoro-4-methoxyphenyl) -5-
Fluoro-1,4-dihydronaphthalene 2-pentyl-6- (2,3-difluoro-4-methoxyphenyl) -5
-Fluoro-1,4-dihydronaphthalene 2-hexyl-6- (2,3-difluoro-4-methoxyphenyl) -5
-Fluoro-1,4-dihydronaphthalene 2-heptyl-6- (2,3-difluoro-4-methoxyphenyl) -5
-Fluoro-1,4-dihydronaphthalene 2-butyl-6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-1,4-dihydronaphthalene 2-pentyl-6- (2,3-difluoro -4-ethylphenyl) -5-
Fluoro-1,4-dihydronaphthalene 2-hexyl-6- (2,3-difluoro-4-ethylphenyl) -5-
Fluoro-1,4-dihydronaphthalene 2-heptyl-6- (2,3-difluoro-4-ethylphenyl) -5-
Fluoro-1,4-dihydronaphthalene 2-butyl-6- (4-trifluoromethoxyphenyl) -5-fluoro-1,4-dihydronaphthalene 2-pentyl-6- (4-trifluoromethoxyphenyl) -5- Fluoro-1,4-dihydronaphthalene 2-hexyl-6- (4-trifluoromethoxyphenyl) -5-fluoro-1,4-dihydronaphthalene 2-heptyl-6- (4-trifluoromethoxyphenyl) -5- Fluoro-1,4-dihydronaphthalene 2-butyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2-pentyl-6- (4-trifluoromethoxy- 3-Fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2-hexyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2-heptyl-6 -(4-Trifluoromethoxy-3-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2-butyl-6- (4-to Fluoromethoxy-3,5-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2-pentyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5-fluoro-1,4- Dihydronaphthalene 2-hexyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2-heptyl-6- (4-trifluoromethoxy-3,5- Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene

Example 9 5-Fluoro-2- {2- (trans-4
-Propylcyclohexyl) ethyl} -1,4-dihydronaphthalene

[Chemical formula 62] From 5-fluoro-1,2,3,4-tetrahydronaphthalen-2-one and (trans-4-propylcyclohexyl) acetylene obtained in Example 1, 5-fluoro-2- in the same manner as in Example 7. {2
-(Trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene was obtained. Similarly, the following compound was obtained. 5-fluoro-2- {2- (trans-4-ethylcyclohexyl)
Ethyl} -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-butylcyclohexyl)
Ethyl} -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-heptyl Cyclohexyl) ethyl} -1,4-dihydronaphthalene 5,6-difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5,6-difluoro-2- {2- (Trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5,6-difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5,6-difluoro -2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5,6-difluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydro Naphthalene 5-fluoro-6-trifluoromethoxy-2- {2- (trans-4
-Ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2- {2- (trans-4
-Propylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2- {2- (trans-4
-Butylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2- {2- (trans-4
-Pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2- {2- (trans-4
-Heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-2- { 2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4 -Dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'- Heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene 5,6-difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene 5,6-difluoro -2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene 5,6-difluoro -2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene 5,6-difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) Ethyl} -1,4-dihydronaphthalene 5,6-difluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-6-trifluoromethoxy -2- {2- (transformer,
Trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2- {2- (trans,
Trans-4'-propylbicyclohexyl) ethyl} -1,4-
Dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2- {2- (trans,
Trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2- {2- (trans,
Trans-4'-pentylbicyclohexyl) ethyl} -1,4-
Dihydronaphthalene 5-fluoro-6-trifluoromethoxy-2- {2- (trans,
Trans-4'-heptylbicyclohexyl) ethyl} -1,4-
Dihydronaphthalene

Example 10 5-Fluoro-2- {2- (trans-
4-Propylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene

[Chemical formula 63] From 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene obtained in Example 9, in the same manner as in Example 3, 5-fluoro-2- {2 -(Trance
-4-Propylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene was obtained. Similarly, the following compound was obtained. 5-fluoro-2- {2- (trans-4-ethylcyclohexyl)
Ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-butylcyclohexyl)
Ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (3,4, 5-trifluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4 -Dihydronaphthalene 5-fluoro-2- {2- (trans-4-ethylcyclohexyl)
Ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4 -Dihydronaphthalene 5-fluoro-2- {2- (trans-4-butylcyclohexyl)
Ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4 -Dihydronaphthalene 5-fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans- 4-ethylcyclohexyl)
Ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-butylcyclohexyl)
Ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-ethylcyclohexyl)
Ethyl} -6- (2,3-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (2,3-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-butylcyclohexyl)
Ethyl} -6- (2,3-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (2,3-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (2,3-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-ethylcyclohexyl)
Ethyl} -6- (2,3-difluoro-4-methoxyphenyl) -1,4-
Dihydronaphthalene 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (2,3-difluoro-4-methoxyphenyl)-
1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-butylcyclohexyl)
Ethyl} -6- (2,3-difluoro-4-methoxyphenyl) -1,4-
Dihydronaphthalene 5-fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (2,3-difluoro-4-methoxyphenyl)-
1,4-Dihydronaphthalene 5-fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (2,3-difluoro-4-methoxyphenyl)-
1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-ethylcyclohexyl)
Ethyl} -6- (2,3-difluoro-4-ethylphenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (2,3 -Difluoro-4-ethylphenyl) -1,4
-Dihydronaphthalene 5-fluoro-2- {2- (trans-4-butylcyclohexyl)
Ethyl} -6- (2,3-difluoro-4-ethylphenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (2,3 -Difluoro-4-ethylphenyl) -1,4
-Dihydronaphthalene 5-fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (2,3-difluoro-4-ethylphenyl) -1,4
-Dihydronaphthalene 5-fluoro-2- {2- (trans-4-ethylcyclohexyl)
Ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-
Dihydronaphthalene 5-fluoro-2- {2- (trans-4-butylcyclohexyl)
Ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-
Dihydronaphthalene 5-fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-
Dihydronaphthalene 5-fluoro-2- {2- (trans-4-ethylcyclohexyl)
Ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-tri Fluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-butylcyclohexyl)
Ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-tri Fluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl)- 1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-ethylcyclohexyl)
Ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4 -Trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-butylcyclohexyl)
Ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4 -Trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3, 5-difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl)-
1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene 5-Fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl)-
1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene 5-Fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'- Propylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4′-butylbicyclohexyl) ethyl} -6- (4 -Fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphtha 5-fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- ( Trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-
Dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,
4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-
Dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,
4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,
4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene 5-fluoro-2 -{2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans- 4'-Butylbicyclohexyl) ethyl-6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-Trifluoromethoxyphenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy Phenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) eth Tyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4′-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-
Fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1 , 4-Dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-
Fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-
Fluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-
Difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5
-Difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-
Difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5
-Difluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5
-Difluorophenyl) -1,4-dihydronaphthalene

Example 11 5,6-Difluoro-2-propyl-
Synthesis of 1,4-dihydronaphthalene (11-a) Synthesis of 5,6-difluoro-1,2,3,4-tetrahydronaphthalen-2-one From 3,4-difluorophenylacetic acid, as in Example 1. 5,6-difluoro-1,2,3,4-tetrahydronaphthalene-2-
Got on. (11-b) Synthesis of 5,6-difluoro-2-propyl-1,4-dihydronaphthalene 5,6-difluoro-1,2,3,4-tetrahydronaphthalene-2 obtained in (11-a) above 5,6-Difluoro-2-propyl-1,4-dihydronaphthalene was obtained from -one in the same manner as in Example 1.

Example 12 Synthesis of 5,6-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene 5,6-difluoro-obtained in Example 11 From 1,2,3,4-tetrahydronaphthalen-2-one, 5,6-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydro was prepared in the same manner as in Example 9. I got naphthalene.

Example 13 Synthesis of 5-fluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene

[Chemical 64] 2.5g of magnesium was suspended in 5mL of THF and THF60m under reflux.
20 g of 4-propylbromobenzene dissolved in L was added dropwise. After stirring for another 1 hour, cool to 25 ° C and add 60 m of toluene.
L was added. Then, under reduced pressure with an aspirator, 60 mL of solvent
Was distilled off so that most of the solvent in the system consisted of toluene. The temperature in the system was set to 25 ° C., and 5-fluoro-1, obtained in Example 1, was used.
12.8 g of 2,3,4-tetrahydronaphthalen-2-one was dissolved in 50 mL of toluene and added dropwise. After stirring for another hour, 10%
Hydrochloric acid was added. The mixture was extracted with ethyl acetate, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off to obtain 13 g of 5-fluoro-2- (4-propylphenyl) -1,2,3,4-tetrahydronaphthalen-2-ol crude product. Then, in the same manner as in Example 1, 5-fluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene was obtained.

Similarly, the following compounds were obtained. 2- (4-Ethylphenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butylphenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentylphenyl) -5-fluoro -1,4-dihydronaphthalene 2- (4-ethylphenyl) -5,6-difluoro-1,4-dihydronaphthalene 2- (4-propylphenyl) -5,6-difluoro-1,4-dihydronaphthalene 2 -(4-Butylphenyl) -5,6-difluoro-1,4-dihydronaphthalene 2- (4-pentylphenyl) -5,6-difluoro-1,4-dihydronaphthalene 2- (4-ethylphenyl)- 5-Fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- (4-propylphenyl) -5-fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- (4-butylphenyl)- 5-Fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- (4-pentylphenyl) -5-fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- (4-ethylphenyl) Yl) -5-fluoro-6-methoxy-1,4-dihydronaphthalene 2- (4-propylphenyl) -5-fluoro-6-methoxy-1,4
Dihydronaphthalene 2- (4-butylphenyl) -5-fluoro-6-methoxy-1,4-dihydronaphthalene 2- (4-pentylphenyl) -5-fluoro-6-methoxy-1,4-
Dihydronaphthalene 2- (4-ethylphenyl) -5-fluoro-6-ethyl-1,4-dihydronaphthalene 2- (4-propylphenyl) -5-fluoro-6-ethyl-1,4-dihydronaphthalene 2- (4-Butylphenyl) -5-fluoro-6-ethyl-1,4-dihydronaphthalene 2- (4-pentylphenyl) -5-fluoro-6-ethyl-1,4-dihydronaphthalene 2- (4-ethyl -2-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-propyl-2-fluorophenyl) -5-fluoro-1,4-
Dihydronaphthalene 2- (4-butyl-2-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -5-fluoro-1,4-
Dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -5,6-difluoro-1,4
-Dihydronaphthalene 2- (4-propyl-2-fluorophenyl) -5,6-difluoro-
1,4-dihydronaphthalene 2- (4-butyl-2-fluorophenyl) -5,6-difluoro-1,4-dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -5,6-difluoro-
1,4-dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -5-fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- (4-propyl-2-fluorophenyl) -5- Fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- (4-butyl-2-fluorophenyl) -5-fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- (4-pentyl- 2-Fluorophenyl) -5-fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -5-fluoro-6-methoxy-1,4-dihydronaphthalene 2 -(4-Propyl-2-fluorophenyl) -5-fluoro-6-methoxy-1,4-dihydronaphthalene 2- (4-butyl-2-fluorophenyl) -5-fluoro-6-methoxy-1,4 -Dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -5-fluoro-6-methoxy-1,4-dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -5-fur -6-ethyl-1,4-dihydronaphthalene 2- (4-propyl-2-fluorophenyl) -5-fluoro-6-ethyl-1,4-dihydronaphthalene 2- (4-butyl-2-fluorophenyl) ) -5-Fluoro-6-ethyl-1,4-dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -5-fluoro-6-ethyl-1,4-dihydronaphthalene 2- (4-ethyl- 2,6-difluorophenyl) -5-fluoro-1,4
-Dihydronaphthalene 2- (4-propyl-2,6-difluorophenyl) -5-fluoro-
1,4-dihydronaphthalene 2- (4-butyl-2,6-difluorophenyl) -5-fluoro-1,4
-Dihydronaphthalene 2- (4-pentyl-2,6-difluorophenyl) -5-fluoro-
1,4-dihydronaphthalene 2- (4-ethyl-2,6-difluorophenyl) -5,6-difluoro
-1,4-dihydronaphthalene 2- (4-propyl-2,6-difluorophenyl) -5,6-difluoro-1,4-dihydronaphthalene 2- (4-butyl-2,6-difluorophenyl) -5 , 6-difluoro
-1,4-dihydronaphthalene 2- (4-pentyl-2,6-difluorophenyl) -5,6-difluoro-1,4-dihydronaphthalene 2- (4-ethyl-2,6-difluorophenyl) -5 -Fluoro-6-
Trifluoromethoxy-1,4-dihydronaphthalene 2- (4-propyl-2,6-difluorophenyl) -5-fluoro-6
-Trifluoromethoxy-1,4-dihydronaphthalene 2- (4-butyl-2,6-difluorophenyl) -5-fluoro-6-
Trifluoromethoxy-1,4-dihydronaphthalene 2- (4-pentyl-2,6-difluorophenyl) -5-fluoro-6
-Trifluoromethoxy-1,4-dihydronaphthalene 2- (4-ethyl-2,3-difluorophenyl) -5-fluoro-1,4
-Dihydronaphthalene 2- (4-propyl-2,3-difluorophenyl) -5-fluoro-
1,4-dihydronaphthalene 2- (4-butyl-2,3-difluorophenyl) -5-fluoro-1,4
-Dihydronaphthalene 2- (4-pentyl-2,3-difluorophenyl) -5-fluoro-
1,4-dihydronaphthalene 2- (4-ethyl-2,3-difluorophenyl) -5-fluoro-6-
Methoxy-1,4-dihydronaphthalene 2- (4-propyl-2,3-difluorophenyl) -5-fluoro-6
-Methoxy-1,4-dihydronaphthalene 2- (4-butyl-2,3-difluorophenyl) -5-fluoro-6-
Methoxy-1,4-dihydronaphthalene 2- (4-pentyl-2,3-difluorophenyl) -5-fluoro-6
-Methoxy-1,4-dihydronaphthalene 2- (4-ethyl-2,3-difluorophenyl) -5-fluoro-6-
Ethyl-1,4-dihydronaphthalene 2- (4-propyl-2,3-difluorophenyl) -5-fluoro-6
-Ethyl-1,4-dihydronaphthalene 2- (4-butyl-2,3-difluorophenyl) -5-fluoro-6-
Ethyl-1,4-dihydronaphthalene 2- (4-pentyl-2,3-difluorophenyl) -5-fluoro-6
-Ethyl-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) phenyl} -5-
Fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) phenyl}-
5-Fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) phenyl} -5-
Fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) phenyl}-
5-fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) phenyl} -5,
6-difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) phenyl}-
5,6-difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) phenyl} -5,
6-Difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) phenyl}-
5,6-Difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) phenyl} -5-
Fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) phenyl}-
5-Fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) phenyl} -5-
Fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) phenyl}-
5-Fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) phenyl} -5-
Fluoro-6-methoxy-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) phenyl}-
5-Fluoro-6-methoxy-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) phenyl} -5-
Fluoro-6-methoxy-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) phenyl}-
5-Fluoro-6-methoxy-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) phenyl} -5-
Fluoro-6-ethyl-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) phenyl}-
5-Fluoro-6-ethyl-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) phenyl} -5-
Fluoro-6-ethyl-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) phenyl}-
5-Fluoro-6-ethyl-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- {4- ( Trans-4-propylcyclohexyl) -2-fluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) -2-fluorophenyl} -5-fluoro-1, 4-Dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) -2-fluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) -2- Fluorophenyl} -5,6-difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) -2-fluorophenyl} -5,6-difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) -2-fluorophenyl} -5,6-difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-pen Cyclohexyl) -2-fluorophenyl} -5,6-difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-trifluoro Methoxy-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-trifluoromethoxy-1,4-
Dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl ) -2-Fluorophenyl} -5-fluoro-6-trifluoromethoxy-1,4-
Dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-methoxy-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl)- 2-Fluorophenyl} -5-fluoro-6-methoxy-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-methoxy-1, 4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-methoxy-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl ) -2-Fluorophenyl} -5-fluoro-6-ethyl-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-ethyl- 1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-ethyl-1,4-dihi Dronaphthalene 2- {4- (trans-4-pentylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-ethyl-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl)- 2,6-Difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) -2,6- Difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) -2,6-difluorophenyl} -5,6-difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) -2,6-difluorophenyl} -5,6-difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-bu L-cyclohexyl) -2,6-difluorophenyl} -5,6-difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) -2,6-difluorophenyl} -5,6- Difluoro-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-trifluoromethoxy-1,
4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-trifluoromethoxy-
1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-trifluoromethoxy-1,
4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-trifluoromethoxy-
1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) ) -2,3-Difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-1,4- Dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) -2, 3-Difluorophenyl} -5-fluoro-6-methoxy-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-methoxy- 1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-methoxy-1,4-dihydronaphth Tarene 2- {4- (trans-4-pentylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-methoxy-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) -2,3-Difluorophenyl} -5-fluoro-6-ethyl-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6 -Ethyl-1,4-dihydronaphthalene 2- {4- (trans-4-butylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-ethyl-1,4-dihydronaphthalene 2- {4- (Trans-4-pentylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-ethyl-1,4-dihydronaphthalene

(Example 14) Synthesis of 5-fluoro-2- (4-propylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene 5 obtained in Example 13 -Fluoro-2- (4-propylphenyl) -1,
5-Fluoro-2- (4-propylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene was obtained from 4-dihydronaphthalene in the same manner as in Example 3. Similarly, the following compound was obtained. 2- (4-Ethylphenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butylphenyl) -6- (3,4,5 -Trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentylphenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2 -(4-Ethylphenyl) -6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-propylphenyl) -6- (4-fluorophenyl) -5-fluoro-1 , 4-Dihydronaphthalene 2- (4-butylphenyl) -6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentylphenyl) -6- (4-fluorophenyl) -5-Fluoro-1,4-dihydronaphthalene 2- (4-ethylphenyl) -6- (4,5-difluorophenyl) -5-
Fluoro-1,4-dihydronaphthalene 2- (4-propylphenyl) -6- (4,5-difluorophenyl)-
5-fluoro-1,4-dihydronaphthalene 2- (4-butylphenyl) -6- (4,5-difluorophenyl) -5-
Fluoro-1,4-dihydronaphthalene 2- (4-pentylphenyl) -6- (4,5-difluorophenyl)-
5-Fluoro-1,4-dihydronaphthalene 2- (4-ethylphenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-propylphenyl) -6- {4- (trifluoromethoxy)
Phenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-butylphenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4- Pentylphenyl) -6- {4- (trifluoromethoxy)
Phenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-ethylphenyl) -6- {4- (trifluoromethoxy) -3
-Fluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-propylphenyl) -6- {4- (trifluoromethoxy)
-3-Fluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-butylphenyl) -6- {4- (trifluoromethoxy) -3
-Fluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-pentylphenyl) -6- {4- (trifluoromethoxy)
-3-Fluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-ethylphenyl) -6- {4- (trifluoromethoxy)-
3,5-Difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-propylphenyl) -6- {4- (trifluoromethoxy)
-3,5-difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-butylphenyl) -6- {4- (trifluoromethoxy)-
3,5-Difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-pentylphenyl) -6- {4- (trifluoromethoxy)
-3,5-difluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-ethylphenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-1,4 -Dihydronaphthalene 2- (4-propylphenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butylphenyl) -6- (4 -Methoxy-2,3-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentylphenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-1 , 4-Dihydronaphthalene 2- (4-ethylphenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-propylphenyl) -6- (4-Ethyl-2,3-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butylphenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro -1,4-dihydronaphthalene 2- (4-pentylphenyl) -6- (4-ethyl -2,3-Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro- 1,4-dihydronaphthalene 2- (4-propyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butyl- 2-Fluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -6- (3,4, 5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2 -(4-Propyl-2-fluorophenyl) -6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butyl-2-fluorophenyl) -6- (4-fluoro Phenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2-fluor Phenyl) -6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro- 1,4-dihydronaphthalene 2- (4-propyl-2-fluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butyl-2-fluoro) Phenyl) -6- (4,5-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -6- (4,5-difluorophenyl) -5- Fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-propyl -2-Fluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-butyl-2-fluorophenyl) -6- {4- (tri (Fluoromethoxy) phenyl} -5-fluoro-1,4-dihi Dronaphthalene 2- (4-pentyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-propyl-2-fluorophenyl) -6- {4- (trifluoromethoxy ) -3-Fluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-butyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5- Fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-Ethyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-1,4-
Dihydronaphthalene 2- (4-propyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-1,4
-Dihydronaphthalene 2- (4-butyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-1,4-
Dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-1,4
-Dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -6- (4-methoxy-2,3-
Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-propyl-2-fluorophenyl) -6- (4-methoxy-2,
3-Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butyl-2-fluorophenyl) -6- (4-methoxy-2,3-
Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -6- (4-methoxy-2,
3-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-1, 4-dihydronaphthalene 2- (4-propyl-2-fluorophenyl) -6- (4-ethyl-2,3-
Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butyl-2-fluorophenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-1,4- Dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -6- (4-ethyl-2,3-
Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2,6-difluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-1,4 -Dihydronaphthalene 2- (4-propyl-2,6-difluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butyl-2) , 6-Difluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2,6-difluorophenyl) -6- (3 , 4,5-Trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -5-fluoro-1, 4-dihydronaphthalene 2- (4-propyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butyl-2,6-difluoro) Phenyl) -6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2 -(4-Pentyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2,6-difluorophenyl) -6- (4,5-Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-propyl-2,6-difluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-1 , 4-Dihydronaphthalene 2- (4-butyl-2,6-difluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2, 6-difluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2,6-difluorophenyl) -6- {4- (trifluoro Methoxy) phenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-propyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-1,4 -Dihydronaphthalene 2- (4-butyl-2,6-difluorophenyl) -6- {4- ( Trifluoromethoxy) phenyl} -5-fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-1 , 4-Dihydronaphthalene 2- (4-ethyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-1,4-
Dihydronaphthalene 2- (4-propyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-1,4
-Dihydronaphthalene 2- (4-butyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-1,4-
Dihydronaphthalene 2- (4-pentyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-1,4
-Dihydronaphthalene 2- (4-ethyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-
1,4-dihydronaphthalene 2- (4-propyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro
-1,4-dihydronaphthalene 2- (4-butyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-
1,4-dihydronaphthalene 2- (4-pentyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro
-1,4-dihydronaphthalene 2- (4-ethyl-2,3-difluorophenyl) -6- (4-methoxy-
2,3-Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-propyl-2,3-difluorophenyl) -6- (4-methoxy-2,3-difluorophenyl) -5- Fluoro-1,4-dihydronaphthalene 2- (4-butyl-2,3-difluorophenyl) -6- (4-methoxy-
2,3-Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2,3-difluorophenyl) -6- (4-methoxy-2,3-difluorophenyl) -5- Fluoro-1,4-dihydronaphthalene 2- (4-ethyl-2,3-difluorophenyl) -6- (4-ethyl-2,
3-Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-propyl-2,3-difluorophenyl) -6- (4-ethyl-
2,3-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-butyl-2,3-difluorophenyl) -6- (4-ethyl-2,
3-Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (4-pentyl-2,3-difluorophenyl) -6- (4-ethyl-
2,3-Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene

Example 15 5-Fluoro-2- (trans-4-
Synthesis of propylcyclohexyl) -1,4-dihydronaphthalene 5-fluoro-2- (trans- was prepared in the same manner as in Example 13 using trans-4-propyl-1-bromocyclohexane instead of 4-propylbromobenzene. 4-Propylcyclohexyl) -1,4-dihydronaphthalene was obtained. Similarly, the following compound was obtained. 2- (trans-4-ethylcyclohexyl) -5-fluoro-1,4
-Dihydronaphthalene 2- (trans-4-pentylcyclohexyl) -5-fluoro-
1,4-dihydronaphthalene 2- (trans, trans-4'-ethylbicyclohexyl) -5-
Fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-propylbicyclohexyl)-
5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-pentylbicyclohexyl)-
5-fluoro-1,4-dihydronaphthalene 2- (trans-4-ethylcyclohexyl) -5,6-difluoro
-1,4-dihydronaphthalene 2- (trans-4-propylcyclohexyl) -5,6-difluoro-1,4-dihydronaphthalene 2- (trans-4-pentylcyclohexyl) -5,6-difluoro-1,4 -Dihydronaphthalene 2- (trans, trans-4'-ethylbicyclohexyl) -5,
6-difluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-propylbicyclohexyl)-
5,6-Difluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-pentylbicyclohexyl)-
5,6-Difluoro-1,4-dihydronaphthalene 2- (trans-4-ethylcyclohexyl) -5-fluoro-6-
Trifluoromethoxy-1,4-dihydronaphthalene 2- (trans-4-propylcyclohexyl) -5-fluoro-6
-Trifluoromethoxy-1,4-dihydronaphthalene 2- (trans-4-pentylcyclohexyl) -5-fluoro-6
-Trifluoromethoxy-1,4-dihydronaphthalene 2- (trans, trans-4'-ethylbicyclohexyl) -5-
Fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- (trans, trans-4'-propylbicyclohexyl)-
5-Fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene 2- (trans, trans-4'-pentylbicyclohexyl)-
5-fluoro-6-trifluoromethoxy-1,4-dihydronaphthalene

Example 16 5-Fluoro-2- (trans-4-
Propylcyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene 5-fluoro-2- (trans-4-propylcyclohexyl) -1,4 obtained in Example 15 From dihydronaphthalene, Example 3
Similarly to, 5-fluoro-2- (trans-4-propylcyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene was obtained.

Similarly, the following compounds were obtained. 2- (trans-4-ethylcyclohexyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans-4-pentylcyclohexyl) -6- (3 , 4,5-Trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-ethylbicyclohexyl) -6-
(3,4,5-Trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-propylbicyclohexyl)-
6- (3,4,5-trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-pentylbicyclohexyl)-
6- (3,4,5-Trifluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans-4-ethylcyclohexyl) -6- (4-fluorophenyl) -5-fluoro-1, 4-Dihydronaphthalene 2- (trans-4-propylcyclohexyl) -6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans-4-pentylcyclohexyl) -6- (4- Fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-ethylbicyclohexyl) -6-
(4-Fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-propylbicyclohexyl)-
6- (4-fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-pentylbicyclohexyl)-
6- (4-Fluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans-4-ethylcyclohexyl) -6- (3,4-difluorophenyl) -5-fluoro-1,4-dihydro Naphthalene 2- (trans-4-propylcyclohexyl) -6- (3,4-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans-4-pentylcyclohexyl) -6- (3,4 -Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-ethylbicyclohexyl) -6-
(3,4-Difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-propylbicyclohexyl)-
6- (3,4-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-pentylbicyclohexyl)-
6- (3,4-difluorophenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans-4-ethylcyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro -1,4-dihydronaphthalene 2- (trans-4-propylcyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans-4- Pentylcyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-ethylbicyclohexyl) -6-
(2,3-difluoro-4-methoxyphenyl) -5-fluoro-1,4
-Dihydronaphthalene 2- (trans, trans-4'-propylbicyclohexyl)-
6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-
1,4-dihydronaphthalene 2- (trans, trans-4'-pentylbicyclohexyl)-
6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-
1,4-Dihydronaphthalene 2- (trans-4-ethylcyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans-4-propyl Cyclohexyl) -6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans-4-pentylcyclohexyl) -6- (2,3-difluoro-4- Ethylphenyl) -5-fluoro-1,4-dihydronaphthalene 2- (trans, trans-4'-ethylbicyclohexyl) -6-
(2,3-difluoro-4-ethylphenyl) -5-fluoro-1,4-
Dihydronaphthalene 2- (trans, trans-4'-propylbicyclohexyl)-
6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-1,4
-Dihydronaphthalene 2- (trans, trans-4'-pentylbicyclohexyl)-
6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-1,4
-Dihydronaphthalene

Example 17 5-Fluoro-6-cyano-2- (4-
Synthesis of propylphenyl) -1,4-dihydronaphthalene 5-fluoro-2- (4-propylphenyl) -1, obtained in Example 13
After obtaining 5-fluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene 6-carboxylic acid from 4-dihydronaphthalene in the same manner as in Example 5, 5-fluoro -6-Cyano-2- (4-propylphenyl) -1,4-dihydronaphthalene was obtained.

[Chemical 65] Similarly, the following compound was obtained. 2- (4-Ethylphenyl) -5-fluoro-6-cyano-1,4-dihydronaphthalene 2- (4-pentylphenyl) -5-fluoro-6-cyano-1,4-dihydronaphthalene 2- {4 -(Trans-4-ethylcyclohexyl) phenyl} -5-
Fluoro-6-cyano-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) phenyl}-
5-Fluoro-6-cyano-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) phenyl}-
5-Fluoro-6-cyano-1,4-dihydronaphthalene 2- (4-ethyl-2-fluorophenyl) -5-fluoro-6-cyano-1,4-dihydronaphthalene 2- (4-propyl-2- Fluorophenyl) -5-fluoro-6-cyano-1,4-dihydronaphthalene 2- (4-pentyl-2-fluorophenyl) -5-fluoro-6-cyano-1,4-dihydronaphthalene 2- {4- (Trans-4-ethylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-cyano-1,4-dihydronaphthalene 2- {4- (trans-4-propylcyclohexyl) -2-fluorophenyl} -5 -Fluoro-6-cyano-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-cyano-1,4-dihydronaphthalene 2- ( 4-Ethyl-2,6-difluorophenyl) -5-fluoro-6-
Cyano-1,4-dihydronaphthalene 2- (4-propyl-2,6-difluorophenyl) -5-fluoro-6
-Cyano-1,4-dihydronaphthalene 2- (4-pentyl-2,6-difluorophenyl) -5-fluoro-6
-Cyano-1,4-dihydronaphthalene 2- {4- (trans-4-ethylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-cyano-1,4-dihydronaphthalene 2- {4- (Trans-4-propylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-cyano-1,4-dihydronaphthalene 2- {4- (trans-4-pentylcyclohexyl) -2,6-difluoro Phenyl} -5-fluoro-6-cyano-1,4-dihydronaphthalene 2- (trans-4-ethylcyclohexyl) -5-fluoro-6-
Cyano-1,4-dihydronaphthalene 2- (trans-4-propylcyclohexyl) -5-fluoro-6
-Cyano-1,4-dihydronaphthalene 2- (trans-4-pentylcyclohexyl) -5-fluoro-6
-Cyano-1,4-dihydronaphthalene 2- (trans, trans-4'-ethylbicyclohexyl) -5-
Fluoro-6-cyano-1,4-dihydronaphthalene 2- (trans, trans-4'-propylbicyclohexyl)-
5-Fluoro-6-cyano-1,4-dihydronaphthalene 2- (trans, trans-4'-pentylbicyclohexyl)-
5-fluoro-6-cyano-1,4-dihydronaphthalene

Example 18 Preparation of Liquid Crystal Composition General-purpose host liquid crystal (H)

[Chemical formula 66] Was prepared. This (H) shows a nematic phase below 116.7 ° C, and its melting point is + 11 ° C. Physical properties of this composition and TN cell (cell thickness 6 μm) prepared using this composition at 20 ° C.
The measured values of the electro-optical characteristics in Table 1 were as follows. Threshold voltage (Vth): 2.14V Dielectric anisotropy (Δε): 4.8 Response (τr = τd): 25.3msec Refractive index anisotropy (Δn): 0.090 where the response is the rise time (τr) It is a measured value when a voltage is applied so that the fall time (τd) becomes equal.

Next, 80% of this host liquid crystal (H) and the following 5-fluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-obtained in Example 3 were obtained. Dihydronaphthalene

[Chemical formula 67] When a liquid crystal composition (M-1) containing 20% was prepared, the maximum temperature of the nematic phase (T _NI ) was 82.4 ° C. Then, (M-
1) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal device, and its electro-optical characteristics were measured.

Threshold voltage (Vth): 1.39V Dielectric anisotropy (Δε): 6.5 Response (τr = τd): 37.8 ms Refractive index anisotropy (Δn): 0.097 Therefore, 5-fluoro-2-propyl By adding 20% of -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene, while suppressing the response to increase of 12.5 msec,
It was possible to increase the dielectric anisotropy and reduce the threshold voltage (Vth) by 0.75V.

Comparative Example 1 In Example 18, 5-fluoro-
2-Propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene was replaced with 5-fluoro-6- (3,4,5-
Trifluorophenyl) -2-propyl-1,2,3,4-tetrahydronaphthalene

[Chemical 68] Was added to (H) in the same amount (20%) to prepare a liquid crystal composition (M-2). The maximum temperature of the nematic phase (TN-I) was 81.2 ° C. Next, (M-2) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and its electro-optical characteristics were measured. Threshold voltage (Vth): 1.46V Dielectric constant anisotropy (Δε): 6.3 Response (τr = τd): 38.9 ms Refractive index anisotropy (Δn): 0.092 Compared to the compound shown in Example 18, the response was Poor, the dielectric anisotropy is small, and the effect of reducing the threshold voltage is also small. Furthermore, it is understood that the maximum temperature of the nematic phase is low and the liquid crystallinity is poor.

Example 19 Preparation of Liquid Crystal Composition Host liquid crystal composition (H ') having the following composition

[Chemical 69]

Was prepared. Here, the physical property values of (H ') are as follows. Maximum temperature of nematic phase (TN-I) 75.0 ℃ Solid phase or smectic phase-nematic phase transition temperature (T →
N) -70 ° C Threshold voltage (Vth) 1.49V Dielectric anisotropy (Δε) 10.3 Refractive index anisotropy (Δn) 0.142 90% of this host liquid crystal (H ') and 5-fluoro obtained in Example 3 -
A liquid crystal composition (M-3) consisting of 10% of 2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene was prepared. The physical properties of this composition are as follows. Maximum temperature of nematic phase (TN-I) 72.3 ℃ Solid phase or smectic phase-nematic phase transition temperature (T →
N) -70 ℃ Threshold voltage (Vth) 1.39V Dielectric anisotropy (Δε) 10.9 Refractive index anisotropy (Δn) 0.141

[0123]

INDUSTRIAL APPLICABILITY When the dihydronaphthalene compound of the present invention is used as a constituent material of a liquid crystal composition, the liquid crystal phase temperature range of the liquid crystal composition is expanded to improve or worsen the response of a liquid crystal display device using this composition. It has the effect of lowering the threshold voltage without causing it. Therefore, this liquid crystal material
Very practical as STN and AM-LCD.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁷ Identification symbol FI theme coat (reference) G02F 1/13 500 G02F 1/13 500 F term (reference) 4H006 AA01 AA03 AB64 BJ50 BM30 BM71 EA39 EA41 EA42 EA43 4H027 BA01 BB04 BC04 BD02 BD05 BD07 BD08 BD09 CB01 CB02 CC04 CD04 CL01 CL04 CM01 CM04 CN01 CN04 CP04 CQ01 CQ04 CR04 CT02 CT04 CW01 CW02 DE04 DM04

Claims (17)

[Claims] 1. The general formula (1) [Chemical 1] (Wherein, R is an alkyl group having 1 to 20 carbon atoms, 1 carbon atom
~ 20 alkoxyl groups, alkenyl with 2-20 carbon atoms
Represents a group or an alkenyloxy group having 2 to 20 carbon atoms.
These are alkoxyl groups having 1 to 7 carbon atoms or 1 to 7
It may be substituted by a rogen atom, m, n, q and
And t independently represent 0 or 1, and A, B, C and D are
Independently, trans-1,4-cyclohexylene group and tra
Trans, trans-bicyclohexane-4,4'-diyl group, bis
Chloro [2.2.2] octane-1,4-diyl group, 1-cyclohexene
-1,4-diyl group, 3-cyclohexene-1,4-diyl group, 1
1,4-phenyl which may be substituted by the above halogen atoms
Phenylene group, substituted by one or more halogen atoms
Optional pyridine-2,5-diyl group, one or more halogen
Pyrimidine-2,5-di, optionally substituted by atoms
Group, even if substituted by one or more halogen atoms
Good pyrazine-2,5-diyl group, with one or more halogen atoms
More optionally substituted pyridazine-3,6-diyl group,
Trans-1,3-dioxane-2,5-diyl group, transdeca
Hydronaphthalene-2,6-diyl group, one or more halogen source
Tetrahydronaphthalene optionally substituted by a child
Substituted by -2,6-diyl group or one or more halogen atoms
Optionally represents naphthalene-2,6-diyl group, L,
M, Q and T are independently -CH₂CH₂-, -CH₂CH₂CH₂CH
₂-, -CH = CH-, -CH = CHCH₂CH₂-, -CH₂CH₂CH = CH-, -CH (C
H₃) CH₂-, -CH₂CH (CH₃)-, -CF = CF-, -CH ₂O-, -OCH₂-, -C
F₂O-, -OCF₂-, -COO-, -OCO-, -C≡C- or represents a single bond
X represents a chlorine atom or a fluorine atom, and Z is a hydrogen atom.
Child, halogen atom, cyano group, -OCN, -SCN, -NCS, or
Charcoal optionally substituted by one or more fluorine atoms
Alkyl, alkoxyl, and alkene groups with 1 to 20 elementary atoms
It represents a nyl group or an alkenyloxy group. )
Dronaphthalene derivative. 2. The compound according to claim 1, wherein in the general formula (1), X represents a fluorine atom. 3. In the general formula (1), A and / or D are trans-1,4-cyclohexylene group, trans, trans-
The compound according to claim 1, which represents a bicyclohexane-4,4′-diyl group or a 1,4-phenylene group optionally substituted by one or more halogen atoms. 4. In the general formula (1), A and / or D are trans-1,4-cyclohexylene group, trans, trans-
The compound according to claim 1, which represents a bicyclohexane-4,4′-diyl group or a 1,4-phenylene group which may be substituted with one or more fluorine atoms. 5. The compound according to any one of claims 1 to 4, wherein in the general formula (1), D represents a 1,4-phenylene group optionally substituted by one or more halogen atoms. 6. The compound according to any one of claims 1 to 4, wherein in the general formula (1), D represents a 1,4-phenylene group optionally substituted by one or more fluorine atoms. 7. In the general formula (1), A is trans-1,4-
7. The compound according to claim 1, which represents a cyclohexylene group. 8. In the general formula (1), A represents a trans, trans-bicyclohexane-4,4′-diyl group.
7. The compound according to any one of 6. 9. In the general formula (1), Z is a fluorine atom, a cyano group, a linear alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms.
A linear alkoxy group having 1 to 5 carbon atoms, a linear alkenyl group having 2 to 5 carbon atoms, a linear alkenyloxy group having 2 to 5 carbon atoms,
1 carbon atom substituted by one or more fluorine atoms
~ 5 straight chain alkyl group, a linear alkoxy group having 1 to 5 carbon atoms substituted by one or more fluorine atoms, a linear alkenyl group having 2 to 5 carbon atoms substituted by one or more fluorine atoms, or The compound according to any one of claims 1 to 8, which represents a linear alkenyloxy group having 2 to 5 carbon atoms, which is substituted with one or more fluorine atoms. 10. In the general formula (1), Z is a fluorine atom,
A cyano group, a methyl group, an ethyl group, a methoxy group, an ethoxy group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a fluoromethyl group, a difluoromethyl group or a trifluoromethyl group. The compound according to. 11. In the general formula (1), R is 1 carbon atom.
To a linear alkyl group having from 7 to 7, a linear alkoxyl group having from 1 to 7 carbon atoms, a linear alkenyl group having from 2 to 7 carbon atoms or a linear alkenyloxy group having from 2 to 7 carbon atoms. Ten
The compound according to any one of 1. 12. In the general formula (1), T is —CH ₂ CH ₂ —, —C.
_{F = CF -, - CF 2} O -, - OCF 2 -, - C≡C- or a compound according to any one of claims 1 to 11, represents a single bond. 13. In the general formula (1), L is —CH ₂ CH ₂ —, —C.
_{F = CF -, - CF 2} O -, - OCF 2 -, - C≡C- or a compound according to any one of claims 1 to 12, represents a single bond. 14. The general formula according to any one of claims 1 to 13.
A liquid crystal composition containing the compound represented by (1). 15. The liquid crystal composition according to claim 14, which is used for driving an active matrix. 16. A liquid crystal display device comprising the liquid crystal composition according to claim 14 as a constituent element. 17. An active matrix drive liquid crystal display device using the liquid crystal composition according to claim 15. TECHNICAL FIELD The present invention relates to a novel liquid crystalline compound which is a dihydronaphthalene derivative useful as an electro-optical liquid crystal display material, a liquid crystal composition containing the same, and a liquid crystal display device using the same.