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
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Publication type: Journal Article
Publication date: 1999-03-01
scimago Q1
SJR: 0.900
CiteScore: 6.9
Impact factor: 3.1
ISSN: 10836160, 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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