IE35905L - Substituted indanes - Google Patents

Substituted indanes

Info

Publication number
IE35905L
IE35905L IE711600A IE160071A IE35905L IE 35905 L IE35905 L IE 35905L IE 711600 A IE711600 A IE 711600A IE 160071 A IE160071 A IE 160071A IE 35905 L IE35905 L IE 35905L
Authority
IE
Ireland
Prior art keywords
compound
group
give
hydrogen
carbon
Prior art date
Application number
IE711600A
Other versions
IE35905B1 (en
Original Assignee
Hoffmann La Roche
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of IE35905L publication Critical patent/IE35905L/en
Publication of IE35905B1 publication Critical patent/IE35905B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/76—Unsaturated compounds containing keto groups
    • C07C59/90—Unsaturated compounds containing keto groups containing singly bound oxygen-containing groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Steroid Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1317090 Tetrahydroindane ketones F HOFFMAXN-LA ROCHE & CO AG 20 Dec 1971 [21 Dec 1970] 59018/71 Headings C2C and C2U The invention comprises compounds having the general formula wherein R<SP>1</SP> is a primary alkyl group having 1 to 5 carbon atoms, R<SP>2</SP> and R<SP>4</SP> each represent a hydrogen atom or together represent a carboncarbon bond, R<SP>3</SP> is a primary alkyl group having 1 to 8 carbon atoms or a cycloalkyl group having 3 to 8 carbon atoms, R<SP>5</SP> is a hydrogen atom or, when R<SP>2</SP> and R<SP>4</SP> together are a carbon-carbon bond, R<SP>6</SP> and R<SP>9</SP> together form a carbon-carbon bond, R<SP>9</SP> is the group OR<SP>6</SP> or, when R<SP>2</SP> and R<SP>4</SP> are a carbon-carbon bond, R<SP>5</SP> and R<SP>9</SP> together are a carbon-carbon bond, R<SP>6</SP> is hydrogen or an acyl or aroyl group, Z is a >C=O group or a group, R<SP>7</SP> is hydrogen or an acyl, alkyl, aralkyl or tetrahydropyran-2-yl group, R<SP>8</SP> is hydrogen or an aliphatic hydrocarbyl group and m is 1 or 2. They may be prepared by reacting a compound having the formula where R<SP>12</SP> is a chlorine, bromine or iodine atom or a hydroxy, alkoxy, hydrocarbylamino or dihydrocarbylamino group with a compound of the general formula and, if desired, converting the carbonyl group adjacent to R<SP>1</SP> in the reaction product of the formula into a group of the formula and/or, if desired, esterifying the hydroxy group of the compound to form a compound of the general formula where R<SP>6 1</SP> is an acyl or aroyl group, and/or, if desired, treating a compound of the general formula with strong acid to give a compound of the general formula and, if desired, catalytically hydrogenating the compound (1a<SP>1</SP>) with one mole equivalent of hydrogen to give a compound of the formula The compound (Ib) may be catalytically hydrogenated to give The compound (Ia<SP>1</SP>) may be further catalytically hydrogenated with two mole equivalents of hydrogen to give The compound (Ib) may be further catalytically hydrogenated with two mole equivalents of hydrogen to give (XI). The compound (Ic<SP>1</SP>) may be reacted with a strong acid to give a steroid having the general formula such as dl-equilenin methyl ether. Also, in one example racemic 4-[2-(3-methoxyphenyl) - ethyl] - 7α# - methyl - perhydroindane- 1,5-dione is cyclized to give a mixture of racemic 9(11)-dehydroestrone methyl ether and racemic 14#-8(9) - dehydroestrone methyl ether. In another example d-(+)-3-methoxy-estra- 1,3,5(10),9(11) - tetraen - 17 - one is prepared similarly from optically active starting material. [GB1317090A]
IE1600/71A 1970-12-21 1971-12-17 Bicyclic compounds and the manufacture thereof IE35905B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US10037270A 1970-12-21 1970-12-21

Publications (2)

Publication Number Publication Date
IE35905L true IE35905L (en) 1972-06-21
IE35905B1 IE35905B1 (en) 1976-06-23

Family

ID=22279405

Family Applications (2)

Application Number Title Priority Date Filing Date
IE1599/71A IE35904B1 (en) 1970-12-21 1971-12-17 Phenolic compounds
IE1600/71A IE35905B1 (en) 1970-12-21 1971-12-17 Bicyclic compounds and the manufacture thereof

Family Applications Before (1)

Application Number Title Priority Date Filing Date
IE1599/71A IE35904B1 (en) 1970-12-21 1971-12-17 Phenolic compounds

Country Status (16)

Country Link
AR (2) AR194088A1 (en)
AT (2) AT316520B (en)
AU (2) AU3713171A (en)
BE (2) BE776940A (en)
CA (1) CA1000716A (en)
CH (3) CH586662A5 (en)
DE (3) DE2162801A1 (en)
ES (2) ES398130A1 (en)
FR (3) FR2120818A5 (en)
GB (3) GB1319010A (en)
HU (2) HU164759B (en)
IE (2) IE35904B1 (en)
IL (3) IL38281A (en)
NL (2) NL7117469A (en)
PH (1) PH9548A (en)
ZA (2) ZA718281B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2050825A1 (en) * 1990-09-24 1992-03-25 Pamela M. Simpson Method of making optically active alcohols

Also Published As

Publication number Publication date
HU164613B (en) 1974-03-28
DE2162800A1 (en) 1972-07-06
IL38391A (en) 1975-02-10
AU456833B2 (en) 1975-01-16
IE35905B1 (en) 1976-06-23
PH9548A (en) 1976-01-16
IL38391A0 (en) 1972-02-29
FR2118979A1 (en) 1972-08-04
NL7117495A (en) 1972-06-23
AT316519B (en) 1974-07-10
BE776940A (en) 1972-06-20
CH584706A5 (en) 1977-02-15
GB1319010A (en) 1973-05-31
GB1337790A (en) 1973-11-21
IL38281A (en) 1974-10-22
IL38392A0 (en) 1972-02-29
FR2120817A5 (en) 1972-08-18
AT316520B (en) 1974-07-10
IL38281A0 (en) 1972-02-29
ZA718281B (en) 1972-09-27
IE35904B1 (en) 1976-06-23
FR2118979B1 (en) 1974-08-23
ZA718280B (en) 1972-09-27
AR194088A1 (en) 1973-06-22
AU3713171A (en) 1973-06-28
DE2162801A1 (en) 1972-07-06
IE35904L (en) 1972-06-21
NL7117469A (en) 1972-06-23
IL38392A (en) 1975-02-10
BE776939A (en) 1972-06-20
CA1000716A (en) 1976-11-30
CH586662A5 (en) 1977-04-15
DE2162803A1 (en) 1972-07-06
HU164759B (en) 1974-04-11
AR192603A1 (en) 1973-02-28
ES398130A1 (en) 1975-03-16
CH584705A5 (en) 1977-02-15
AU3713271A (en) 1973-06-28
ES398131A1 (en) 1974-07-16
FR2120818A5 (en) 1972-08-18
GB1317090A (en) 1973-05-16

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