Synthesis of Thiaprostaglandin E1 Derivatives

Abstract

A series of new thiaprostaglandins, 4-thia-, 5-thia-, 6-thia- and 7-thiaprostaglandin E1methyl esters (3b, 4b, 5b, and 6b), was synthesized by a three-component coupling process using a chiral common synthon, (R)-4-tert-butyldimethylsilyloxy-2-cyclopentenone (1). Among these thiaprosta-glandins, 7-thiaprostaglandin E1methyl ester showed the most potent platelet aggregation-inhibiting activity. © 1985, The Pharmaceutical Society of Japan. All rights reserved.