Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (10): 1264-1267. Previous Articles     Next Articles

Original Articles

(S)-N-Boc-α-氨基庚(辛)二酸单酯和双酯的制备

缪伟,徐卫良,张治柳,马汝建*,陈曙辉,李革   

  1. (药明康德新药开发有限公司 上海 200131)
  • 收稿日期:2007-01-22 修回日期:2007-03-08 发布日期:2007-09-28
  • 通讯作者: 马汝建

Synthesis of (S)-N-Boc-α-aminopimelic and (S)-N-Boc-α-aminosuberic Monoester and Diester

MIAO Wei,XU Wei-Liang,ZHANG Zhi-Liu
MA Ru-Jian*,CHEN Shu-Hui,LI Ge   

  1. (WuXi PharmaTech Co., Ltd., Shanghai 200131)
  • Received:2007-01-22 Revised:2007-03-08 Published:2007-09-28
  • Contact: MA Ru-Jian

A practical synthesis of (S)-N-Boc-α-aminopimelate starting from (S)-N-Boc-pyroglutamate in three steps including a reduction, a Wittig reaction and a hydrogenation with the overall yields of 85.1% (diester) and 86.1% (monoester) was developed. Meanwhile, a practical synthesis of (S)-N-Boc-α-aminosuberate starting from (S)-N-Boc-piperidine-2-carboxylic acid in five steps including an esterification, an oxygena-tion, a reduction, a Wittig reaction and a hydrogenation with the overall yields of 72.5% (diester) and 72.4% (monoester) was also developed.

Key words: (S)-N-Boc-α-aminosuberate, (S)-N-Boc-pyroglutamate, synthesis, (S)-N-Boc-α-aminopimelate