TRIPLY-CONVERGENT SYNTHESIS OF A HOMOCHIRAL 3,3-DIMETHYL, 15-CYCLOHEXYL PROSTACYCLIN ANALOG

被引：10

作者：

BERGLUND, RA ^{[1
]}

BRAISH, TF ^{[1
]}

JAKUBOWSKI, JA ^{[1
]}

FUCHS, PL ^{[1
]}

机构：

[1] ELI LILLY & CO,DEPT CARDIOVASC PHARMACOL,INDIANAPOLIS,IN 46285

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1991年 / 1卷 / 11期

关键词：

D O I：

10.1016/S0960-894X(01)81170-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Allylic bromocuprate reagent 13b undergoes synfacial SN2' addition to homochiral allyl ammonium salt 14 to provide vinyl sulfone 15 as a single stereoisomer. Addition of homochiral acetylenic anion 18 to vinyl sulfone 17 smoothly provides the bicyclic sulfone 19 which is further transformed to prostacyclin analog 22. Analog 22 was only a weak inhibitor of platelet aggregation having an IC50 of 0.48-mu-M.

引用

页码：649 / &

共 23 条

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