Synthesis of 21-hydroxy-11,19-oxidopregn-4-ene-3,20-dione and 21-hydroxy-6,19-oxidopregn-4-ene-3,20-dione.

Abstract:

:The 21-hydroxy analogues of 11,19-oxidoprogesterone and 6,19-oxidoprogesterone have been synthesized from readily available materials. Hydroxylation at C-21 was effected with iodosobenzene (from phenyliodosodiacetate and methanolic potassium hydroxide) on a 20-ketopregnane. For the 11,19-oxido derivative, the hydroxylation was carried out on a precursor containing the oxido-bridge. This approach was not adequate for the 6,19-oxido steroid due to the very low yields encountered; hence in the latter case the order of introduction of the C-21 functionality and the oxido-bridge was reversed.

journal_name

Steroids

journal_title

Steroids

authors

Veleiro AS,Nevado MV,Monteserín MC,Burton G

doi

10.1016/0039-128x(94)00052-e

subject

Has Abstract

pub_date

1995-03-01 00:00:00

pages

268-71

issue

3

eissn

0039-128X

issn

1878-5867

pii

0039128X9400052E

journal_volume

60

pub_type

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