Patent · US Expired

Process for the preparation of 21-hydroxy-16-pregnen-20-one derivatives

US4089852A · kind A · utility

1Cited by
1References
9Claims
0Family size

Assignee

Inventor

Key dates

Filing dateMay 4, 1976
Grant dateMay 16, 1978
Priority date
Expiry dateMay 4, 1996

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07J17/00
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

.DELTA..sup.16 -21-HYDROXY-20-KETO STEROIDS OF THE PREGNANE SERIES HAVING AN OTHERWISE UNSUBSTITUTED D-ring and a 13-methyl or -ethyl group, and 21-ethers and -esters thereof, are produced by reaction of a corresponding D-ring saturated 17-keto steroid with a lithium compound of the formula ##STR1## thereby converting the 17-keto group to a 17.beta.-hydroxy-20.alpha.-enol ether in which the 17.alpha.-side chain has the formula ##STR2## wherein R.sub.3 and R.sub.4 have the values given above, and, in any desired sequence, splitting off R.sub.3 and/or R.sub.4 enol ether by hydrolysis; eliminating 17.beta.-hydroxy group, preferably after acylation, with formation of a .DELTA..sup.16 -double bond; and, if desired, splitting off any blocking group.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.