GB973892A - Process for the manufacture of d-homo-steroids and new d-homo-steroids - Google Patents

Process for the manufacture of d-homo-steroids and new d-homo-steroids

Info

Publication number
GB973892A
GB973892A GB1460261A GB1460261A GB973892A GB 973892 A GB973892 A GB 973892A GB 1460261 A GB1460261 A GB 1460261A GB 1460261 A GB1460261 A GB 1460261A GB 973892 A GB973892 A GB 973892A
Authority
GB
United Kingdom
Prior art keywords
homo
pregnadiene
steroids
above process
compound
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
GB1460261A
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.)
Bayer Pharma AG
Original Assignee
Schering AG
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 Schering AG filed Critical Schering AG
Publication of GB973892A publication Critical patent/GB973892A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
    • C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms

Landscapes

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

Abstract

The invention comprises D-homo-D 4,17(17a)-pregnadiene-3, 20-dione, D-homo-D 17(17a)-5a -pregnen-3b -ol-20-one, and D-homo-D 5,17(17a)-pregnadiene-3, 21-diol-20-one, and the preparation of D 17(17a)-unsaturated-D-homo-20 -ketopregnenes by treating the corresponding 16, 17a -methylene-20-keto-pregnanes with a carboxylic anhydride such as acetic anhydride, in the presence of a strong acid catalyst such as p-toluenesulphonic acid or perchloric acid, and hydrolysing the resulting 20-enol ester. The above process may be modified in that instead of using a 16, 17a -methylene-20-keto-steroid as the reactant the corresponding D 11-pyrazolino-41,51:16,17-compound is used. In the examples the following are prepared by the above process D-homo-D 5,17 (17a) - pregnadien - 3 BETA-ol-20-one. (This compound may then be acetylated to form the corresponding 3-acetoxy compound or oxidized to form D-homo-D 4,17(17a)-pregnadiene-3, 20-dione which may also be obtained by the above process), D-homo-D 17(17a)-5a -pregnen-3b -ol-20-one, and D-homo-D 5,17(17a)-pregnadiene-3, 21-diol-20-one. Specification 948,269 is referred to.
GB1460261A 1960-05-31 1961-04-21 Process for the manufacture of d-homo-steroids and new d-homo-steroids Expired GB973892A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DESCH27970A DE1135903B (en) 1960-05-31 1960-05-31 Process for the production of? (17ª ‡) -unsaturated D-homosteroids of the 20-ketopregnane series

Publications (1)

Publication Number Publication Date
GB973892A true GB973892A (en) 1964-10-28

Family

ID=7430968

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1460261A Expired GB973892A (en) 1960-05-31 1961-04-21 Process for the manufacture of d-homo-steroids and new d-homo-steroids

Country Status (2)

Country Link
DE (1) DE1135903B (en)
GB (1) GB973892A (en)

Also Published As

Publication number Publication date
DE1135903B (en) 1962-09-06

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