1092379-86-6Relevant articles and documents
Chemoenzymatic total synthesis and determination of the absolute configuration of (S)-nebracetam
Yamashita, Sho,Mase, Nobuyuki,Takabe, Kunihiko
scheme or table, p. 2115 - 2118 (2009/04/11)
We have developed an asymmetric total synthesis of nebracetam 3 by a chemoenzymatic strategy. Diastereoselective Michael addition of nitromethane to the chiral lactam (S)-9d (>99% ee), which was prepared by lipase-catalyzed kinetic resolution, afforded the Michael product 10d in 99% yield with 86% de. Chemical transformations of 10d including recrystallization furnished the chiral nebracetam 3 and its derivative. The absolute configuration of the chiral (-)-nebracetam was determined to be an (S)-configuration.