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化学学报
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化学学报 ›› 1980, Vol. 38 ›› Issue (5): 467-474. 上一篇    下一篇

论文

16-脱氢黄体酮用梨头霉的羟基化

周维善, 殷芝华   

  1. 中国科学院上海有机化学研究所
  • 投稿日期:1978-10-25 发布日期:2013-06-03

MICROBIOLOGICAL HYDROXYLATION OF 16-DEHYDROPROGESTERONE BY ABSIDIA ORCHIDIS

ZHOU WEI-SHAN, YIN ZHI-HUA   

  1. Shanghai Institute of Organic Chemistry, Academia Sinica
  • Received:1978-10-25 Published:2013-06-03

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用梨头霉(Absidia orchidis)加羟基于16-脱氢黄体酮(1)与用黑根霉(Rhizopus nigricans)转化的结果不同,即羟基不加入于C11而加入于C6、C7、C15或兼而有之,且⊿16-双键不被饱和.所得产物是2～4,化合物(3)是主要产物.2～4的结构经化学转化和光谱方法测定.

Microbiological hydroxylation of 16-dehydroprogesterono(1) with Absidia orchidis afforded 15β-hydroxy 16-dehydroprogesterone(2),7β,15β-dihydroxy-l6-dehydro- progestrone(S) and 6β,15β-dihydroxy 16-dehydroprogesterone(4).Compound(3) was the major product.The result was different from that of hydroxylation with Rhizopus nigricans which afforded only the 11a-hydroxy derivative with the saturation of C16 double bond to give the unnatural 17α-configuration.The structure of compounds 2-4 have been characterized through chemical trans-formations and spectroscopic evidences.