SYNTHETIC APPROACHES TOWARD TOTAL SYNTHESIS OF 12-BETA-METHYL-19-NORPREGNANES AND 12-METHYLENE-19-NORPREGNANES

被引：8

作者：

BROESS, AIA ^{[1
]}

VANVLIET, NP ^{[1
]}

GROEN, MB ^{[1
]}

HAMERSMA, H ^{[1
]}

机构：

[1] ORGANON INT BV,SCI DEV GRP,OSS,NETHERLANDS

来源：

STEROIDS | 1992年 / 57卷 / 11期

关键词：

STEROIDS; TOTAL SYNTHESIS; 12-METHYLPREGNANES; 12-METHYLENEPREGNANES; PROGESTAGENS;

D O I：

10.1016/0039-128X(92)90020-A

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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 17beta-hydroxy-12beta-methyl-18a-homo-19-nor-17alpha-pregn-4-en-20-yn-3-one (37) and 17beta-hydroxy-12-methylene-18a-homo-19-nor-17alpha-pregn-4-en-20-yn-3-one (38) were obtained in racemic form by total synthesis; they were shown to lack progestagenic activity.

引用

页码：514 / 521

页数：8

共 25 条

[1] 11BETA-METHYL-19-NORSTEROIDS - NOVEL PROGESTATIONAL HORMONES [J].