Process for synthesis of steroidal allylic tert. alcohols
US5449795A · kind A · utility
1Cited by
2References
10Claims
0Family size
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Key dates
| Filing date | Feb 14, 1994 |
| Grant date | Sep 12, 1995 |
| Priority date | — |
| Expiry date | Feb 14, 2014 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07J17/00
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A method for the preparation of a steroidal allylic tertiary alcohol is disclosed which involves the deprotonation of a sulfoxide with a strong base which is capable of deprotonating the methine proton which is .alpha. to the sulfoxide, in an inert solvent to give the anion; reaction of the anion with a steroidal spiro-2'-oxirane to give a steroidal .gamma.-hydroxysulfoxide; and thermolysis in the presence of a base other than calcium carbonate to give the steroidal allylic tertiary alcohol.
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