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化学学报
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化学学报 ›› 1966, Vol. 32 ›› Issue (1): 46-52. 上一篇    下一篇

论文

植物甾醇侧链的立体化学——合成24-异-β-麦胚甾醇的试探

黄维垣, 徐锦文, 孙诗澄   

  1. 中国科学院有机化学研究所
  • 投稿日期:1965-01-31 发布日期:2013-06-03

THE STEREOCHEMISTRY OF THE SIDE CHAIN OF PHYTOSTEROL——AN ATTEMPT AT SYNTHESIS OF 24-ISO-β-SITOSTEROL

HUANG Wei-Yuan, HSU Jin-Wen, SUN Shie-Cherng   

  1. Institute of Organic Chemistry, Academia Sinica
  • Received:1965-01-31 Published:2013-06-03

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本文以C20构型已知的猪去羟胆酸为原料,合成胆固醇的C24-乙基衍生物,企图获得C24异β-麦胚甾醇,以与γ-麦胚甾酵进行比较,从而确定后者的C20的构型.但结果只获得β-麦胚甾醇.

In order to determine the configuration at C20 of γ-sitosterol by the conventional chemical method of correlation of configuration,a synthesis of 24-ethyl cholesterol using hyodesoxycholic acid (Ⅳ) as the starting material has been carried out.The series of reactions involved is as follows:IV→Va→Vb→Vc→Vd →VIc→VIf→Ⅷ→VIg→VIh→VIi→24-ethyl cholesterol.However,the final product was found to be β-sitosterol instead of the expected 24-iso-β-sitosterol.