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Note | Regular issue | Vol 65, No. 12, 2005, pp.2957-2964
Published online, 22nd September, 2005
DOI: 10.3987/COM-05-10532
Improvement of Synthetic Pathways to Thalidomide Ester Derivatives

Gaël Mansard, François Estour, Hervé Galons, and Olivier Lafont*

*Pharmacochemistry Laboratory, Department of pharmaceutical organic chemistry, Faculty of Medicine and Pharmacy, 22 Boulevard Gambetta, 76183 Rouen Cedex 1, France

Abstract

Three synthetic approaches to N-substituted Thalidomide prodrugs from (S)-phtaloylglutamic acid, (S)-Boc-glutamic acid or phtaloylglutamic anhydride are described and compared. The most efficient method is a one-pot synthesis which allowed to obtain an ester derivative of Thalidomide with 67 % yield.