Acta Chimica Sinica ›› 1956, Vol. 22 ›› Issue (1): 24-32. Previous Articles     Next Articles

制备氯微素的有用中间体的合成及若干有关的缩合

高怡生, 潘百川, 陆顺兴, 徐修容, 陈志豪   

  1. 中国科学院药物研究所, 上海
  • 投稿日期:1955-09-15 发布日期:2013-06-04

SYNTHESIS OF A USEFUL INTERMEDIATE FOR THE PREPARATION OF CHLORAMPHENICOL AND SOME RELATED CONDENSATIONS

KAO YEE-SHENG, PAN PEI-CHUAN, LOH SHUEN-HSING, HSU HSIU-YONG, CHEN CHI-HAO   

  1. Institute of Materia Medica, Academia Sinica
  • Received:1955-09-15 Published:2013-06-04

The synthesis of dl-threo-3-chloro-3-phenyl-2-aminopropanol hydrochloride (Ⅳ), a useful intermediate for the preparation of racemic chloramphenicol[4], has been achieved by treating 1-phenyl-2-amino-3-ethoxypropanol hydrochloride (Ⅴ), m.p. 119-120°, with concentrated hydrochloric acid in sealed tube; the ethoxy group being converted to hydroxyl, and the replacement of secondary hydroxyl by chlorine having also taken place. The compound Ⅴ was in turn prepared by a 3-step synthesis starting with ethyl α-benzoyl-β-ethoxyacrylate (Ⅵ).