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16-亚甲基-17α-羟基孕甾-1,4,9(11)-三烯-3,20-二酮的合成及氢-1和碳-13核磁共振研究

Synthesis and 1H and 13C nuclear magnetic resonance of 16-methylene-17 alpha-hydroxypregna-1,4,9(11)-triene-3,20-dione.

作者信息

García-Martínez C, Reyes-López J, Joseph-Nathan P

机构信息

Departamento de Química Orgánica, Centro de Investigación, Científica de Yucatán A.C., México.

出版信息

Steroids. 1993 Sep;58(9):396-9. doi: 10.1016/0039-128x(93)90077-z.

DOI:10.1016/0039-128x(93)90077-z
PMID:8236323
Abstract

A three-step synthesis of 16-methylene-17 alpha-hydroxypregna-1,4,9(11)- triene-3,20-dione, which has been previously obtained by microbial transformation, was achieved from 3 beta-hydroxy-16 alpha, 17-epoxy-16 beta-methyl-5 alpha-pregn-9(11)-en-20-one in an overall yield of 35%. All compounds involved in the process were characterized spectroscopically and their 13C NMR shielding effects are briefly discussed.

摘要

16-亚甲基-17α-羟基孕甾-1,4,9(11)-三烯-3,20-二酮先前是通过微生物转化获得的,现在从3β-羟基-16α,17-环氧-16β-甲基-5α-孕甾-9(11)-烯-20-酮出发,经过三步合成得到了该产物,总产率为35%。对该过程中涉及的所有化合物进行了光谱表征,并简要讨论了它们的13C NMR屏蔽效应。

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