Intermediates for the preparation of 17-substituted-.DELTA..sup.4 -gonenes
US3980687A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jul 18, 1974 |
| Grant date | Sep 14, 1976 |
| Priority date | — |
| Expiry date | Jul 18, 1994 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07J75/00
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A process for the production of a .DELTA..sup.4 -gonenic steroid having the formula ##SPC1## Wherein R represents a member selected from the group consisting of hydrogen and the acyl of an organic carboxylic acid having from 1 to 18 carbon atoms, R' represents an alkyl having from 1 to 4 carbon atoms, R.sup.iv represents a member selected from the group consisting of lower alkyl, lower alkenyl or lower alkynyl, and B represents a member selected from the group consisting of two hydrogens in the 9.alpha. and 10.beta. position and a double bond which comprises the steps of reacting a 3-ketal-4,5-seco-gonane-5-one with a ketalizing agent, oxidizing the resultant 3,5-diketal-4,5-seco-gonane-17.beta.-ol, reacting the resultant 3,5-diketal-4,5-seco-gonane-17-one with an organometallic compound, hydrolyzing the resultant 3,5-diketal-17.alpha.-R.sup.iv -4,5-seco-gonane-17.beta.-ol, cyclizing the resultant 17.alpha.-R.sup.iv -4,5-seco-gonane-17.beta.-ol-3,5-dione and recovering said .DELTA..sup.4 -gonenic steroid. The novel intermediates are also part of the invention. The .DELTA..sup.4 -gonenic steroids are known compounds having steroidal properties.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.