11-Substituted steroids and intermediates
US4032579A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Apr 28, 1975 |
| Grant date | Jun 28, 1977 |
| Priority date | — |
| Expiry date | Apr 28, 1995 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07J7/002
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Precursor compounds are provided for use in the synthesis of 11-chalcogensubstituted steroids and nor-steroids, particularly 18-, 19- and A-nor-steroids. The compounds are acyclic or substituted polyenine with the olefinic groups having the proper geometry to provide the natural ring fusions upon cyclization. To initiate cyclization, a chalcogen atom is positioned in relation to a double bond, so that on protonation of the chalcogen atom, the resulting carbocation will interact with the double bond to form a pi bond if the cyclization initiator is carbocyclic and a sigma bond if the cyclization initiator is acyclic. Upon cyclization, it is found that the substituent at C-11 of the resulting steroid is in the alpha position. Various methods are provided for producing the cyclization precursor.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.