GB1346691A - Stereospecific method for preparing estrane compounds of natural configuration - Google Patents

Stereospecific method for preparing estrane compounds of natural configuration

Info

Publication number
GB1346691A
GB1346691A GB649971*[A GB1346691DA GB1346691A GB 1346691 A GB1346691 A GB 1346691A GB 1346691D A GB1346691D A GB 1346691DA GB 1346691 A GB1346691 A GB 1346691A
Authority
GB
United Kingdom
Prior art keywords
group
compounds
oxo
preparing
proviso
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB649971*[A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
INST KHIM PRIRODNYKH SOEDINENY
Original Assignee
INST KHIM PRIRODNYKH SOEDINENY
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
Priority claimed from SU1437780A external-priority patent/SU322999A1/en
Priority claimed from SU1437779A external-priority patent/SU322049A1/en
Application filed by INST KHIM PRIRODNYKH SOEDINENY filed Critical INST KHIM PRIRODNYKH SOEDINENY
Publication of GB1346691A publication Critical patent/GB1346691A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J63/00Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
    • C07J63/008Expansion of ring D by one atom, e.g. D homo steroids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J75/00Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

1346691 1,3,5(10)-Estratriene synthesis INSTITUT KHIMII PRIRODNYKH SOEDINENY AKADEMII NAUK SSSR 10 March 1971 6499/71 Headings C2U and C2C The invention comprises the preparation of compounds of formula (wherein R is oxo or (H, #-OH); R 1 is CH 3 , C 2 H 5 or C 3 H 7 ; R 2 is H, CH 3 or COCH 3 ; and n is 1 or 2; with the proviso that when R 1 is CH 3 then R is (H, #-OH)) from #<SP>8(9)</SP>-compounds of formula (wherein R is oxo, (H, #-OH) or (H, #- OCOCH 3 ); R 1 , R 2 and n are as defined above, and the proviso does not apply) by reduction with a mixture of trifluoroacetic acid and tr - ethylsilane in an inert organic solvent. When the starting material contains a 17- or 17a-hydroxy or acetoxy group, or when R 1 is CH 3 , a 17- or 17a-oxo group, said group is concurrently converted to a trifluoroacetoxy group, and this must subsequently be converted to hydroxy, for instance by alkaline hydrolysis or NaBH 4 reduction.
GB649971*[A 1970-06-12 1971-03-10 Stereospecific method for preparing estrane compounds of natural configuration Expired GB1346691A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
SU1437780A SU322999A1 (en) 1970-06-12 1970-06-12 METHOD OF OBTAINING ESTRADIOL-17R 3-METHYL ETHER
SU1437779A SU322049A1 (en) 1970-06-12 1970-06-12 WAY OF OBTAINING 17a-ACETATE 3-METHYL ETHER
US11855071A 1971-02-24 1971-02-24
GB649971 1971-03-10

Publications (1)

Publication Number Publication Date
GB1346691A true GB1346691A (en) 1974-02-13

Family

ID=27447523

Family Applications (1)

Application Number Title Priority Date Filing Date
GB649971*[A Expired GB1346691A (en) 1970-06-12 1971-03-10 Stereospecific method for preparing estrane compounds of natural configuration

Country Status (1)

Country Link
GB (1) GB1346691A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1980949B (en) * 2004-07-02 2010-05-05 舍林股份公司 New 2-substituted d-homo-estra-1,3,5(10)-trienes as inhibitors of 17beta-hydroxy steroid dehydrogenase type 1

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1980949B (en) * 2004-07-02 2010-05-05 舍林股份公司 New 2-substituted d-homo-estra-1,3,5(10)-trienes as inhibitors of 17beta-hydroxy steroid dehydrogenase type 1

Also Published As

Publication number Publication date
DE2106753A1 (en) 1971-12-16
DE2106753B2 (en) 1976-11-11

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee