Synthetic approaches toward total synthesis of 12 beta-methyl- and 12-methylene-19-norpregnanes.

Abstract:

:The effect of a substituent in the 12-position of progestagens was studied. To this end, various approaches toward the preparation of 12 beta-alkyl- and 12-alkylidenenorpregnanes were investigated. Eventually, the desired compounds 17 beta-hydroxy-12 beta-methyl-18a-homo-19-nor-17 alpha-pregn-4-en-20-yn-3-one (37) and 17 beta-hydroxy-12-methylene-18a-homo-19-nor-17 alpha-pregn-4-en-20-yn- 3-one (38) were obtained in racemic form by total synthesis; they were shown to lack progestagenic activity.

journal_name

Steroids

journal_title

Steroids

authors

Broess AI,van Vliet NP,Groen MB,Hamersma H

doi

10.1016/0039-128x(92)90020-a

subject

Has Abstract

pub_date

1992-11-01 00:00:00

pages

514-21

issue

11

eissn

0039-128X

issn

1878-5867

pii

0039-128X(92)90020-A

journal_volume

57

pub_type

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