Synthesis of steroids
US4219489A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Sep 5, 1978 |
| Grant date | Aug 26, 1980 |
| Priority date | — |
| Expiry date | Sep 5, 1998 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C2602/24
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Method and compounds are provided for use in the synthesis of steroids wherein a polyolefin is provided having an initiating group having a chalcogen atom in juxtaposition to a double bond, so as to be capable of bond formation to close to form a ring and having a terminating group involving pi unsaturation (a double or triple bond) conjugated to an aromatic ring. Upon acid catalysis, sigma bonds are formed through the interaction of a carbocation formed at the carbon atom bonded to the chalcogen atom and the double bond intermediate the initiating group and the terminating group, which close to form rings of a steroid nucleus, the carbocation interacting with the pi unsaturation conjugated with the aromatic group and being captured by a nucleophile present in the acidic reaction medium. The resulting steroid product may then be modified in known ways to produce known steroids.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.