Organic Process Research and Development, volume 3, issue 2, pages 139-140

A Concise Two-Step Synthesis of Thalidomide

George W. Muller 1
William E Konnecke 1
Alison M. SMITH 1
Vikram D Khetani 1
1
 
Celgene Corporation, 7 Powder Horn Drive, Warren, New Jersey 07059
Publication typeJournal Article
Publication date1999-03-01
scimago Q1
SJR0.900
CiteScore6.9
Impact factor3.1
ISSN10836160, 1520586X
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
A two-step synthesis of thalidomide is presented. The sequence requires no purifications. Treatment of l-glutamine with N-carbethoxyphthalimide produces N-phthaloyl-l-glutamine. Cyclization of N-phthaloyl-l-glutamine to afford thalidomide is accomplished by treatment with CDI in the presence of a catalytic amount of DMAP.
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