A Concise Two-Step Synthesis of Thalidomide

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 ca...

Full description

Saved in:
Bibliographic Details
Published inOrganic process research & development Vol. 3; no. 2; pp. 139 - 140
Main Authors Muller, George W, Konnecke, William E, Smith, Alison M, Khetani, Vikram D
Format Journal Article
LanguageEnglish
Published American Chemical Society 01.03.1999
Online AccessGet full text

Cover

More Information
Summary: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.
ISSN:1083-6160
1520-586X
DOI:10.1021/op980201b