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A Concise Two-Step Synthesis of Thalidomide

1999; American Chemical Society; Volume: 3; Issue: 2 Linguagem: Inglês

10.1021/op980201b

1520-586X

George W. Muller, William E. Konnecke, Alison M. Smith, Vikram Khetani,

Cancer Treatment and Pharmacology

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.