化学学报 ›› 1956, Vol. 22 ›› Issue (3): 205-209. 上一篇    下一篇

有机化学

貝母植物鹼研究 Ⅵ.西貝素的研究(Ⅲ) 西貝素的氧化及還原

朱子清, 陸仁榮, 黄文魁   

  1. 中国科学院有机化学研究所, 兰州大学化学系
  • 投稿日期:1956-02-07 发布日期:2013-06-04

A STUDY OF FRITILLARIA ALKALOIDS Ⅵ.THE OXIDATION AND REDUCTION OF SIPEIMINE

CHU TZE-TSIN(T. T. CHU), LOH JEN-YUNG, HWANG WEN-KUEI   

  1. lnrtitute of Organic Chemistry, Academia Sinica; Department of Chemistry, Lanchou University, Lanchou
  • Received:1956-02-07 Published:2013-06-04

1.西贝素經鉻酸氧化得两贝酮,C27H41O3N。證明西贝素所含一个羥基为仲醉。2.西貝素用鈉-丁醇還原及用Meerwein-Ponndorf-Verley法还原,均得到西贝醇,C27H45O3N。西貝酮用鈉-丁醇還原,亦得同一產物。3.西貝素用黃鳴龍法還原,得脫氧西貝素,C27H45O2N,熔點224°。

Uxidatien of sipeirnine, C27H41O3N, with chromic acid yielded the dike:one, sipeimone, C27H41O3N, siout colorless rhombic crystals, m.p, 226-228° (dec.), [a]D30-31.7° (abs. alcohol), [a]D31-18.0° (chloroform). It formed a thiocyanate, C27H41O3N·HCNS·2H2O,colorless plates, m.p. 176-179° (dec.), and a dioxime, colorless prisms, m.p. 270-272° (dee.). Therefore the hydroxyl group in sipeimine is secondary.