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  • 崔建国,何小玉,黄燕敏,曾陇梅.3-乙酰氧基胆甾-5-烯-19-羟基-24-酮的制备与表征[J].广西科学,2003,10(1):36-38.    [点击复制]
  • Cui Jianguo,He Xiaoyu,Huang Yanmin,Zeng Longmei.Preparation and Structural Elucidation of 3β-acetoxy-19-hydroxy Cholest-5-en -24-one[J].Guangxi Sciences,2003,10(1):36-38.   [点击复制]
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3-乙酰氧基胆甾-5-烯-19-羟基-24-酮的制备与表征
崔建国, 何小玉, 黄燕敏, 曾陇梅
0
(广西师范学院化学系, 南宁市明秀路 530001)
摘要:
通过3β-乙酰氧基-5-烯胆甾-24-酮(2)与N-溴代乙酰胺(NBA)反应得到3β-乙酰氧基-5α-溴-6β羟基胆甾-24-酮(3),(3)通过光环化反应后不经分离直接通过锌粉/乙酸水解得到52%产率的化合物3-乙酰氧基胆甾-5-烯-19羟基-24-酮(5)。缩短了合成天然多羟基甾醇24-亚甲基胆甾-5-烯-3β,7β,19-三醇(1)的时间并减少中间过程的物损耗,进一步提高了反应产率。
关键词:  甾醇  3-乙酰氧基胆甾-5-烯-19-羟基-24-酮  合成
DOI:
投稿时间:2002-05-20修订日期:2002-09-11
基金项目:国家自然科学基金(批准号:29932030);广西自然科学基金(桂科自0135002)。
Preparation and Structural Elucidation of 3β-acetoxy-19-hydroxy Cholest-5-en -24-one
Cui Jianguo, He Xiaoyu, Huang Yanmin, Zeng Longmei
(Department of Chemistry, Guangxi Teachers College, Mingxiulu, Nanning, Guangxi, 530001, China)
Abstract:
3β-acetoxy-19-hydroxy cholest-5-en-24-one (5) is an intermediate used for the synthesis of 24-methylenecholest-5-en-3β, 7β, 19-triol (1), a cytotoxic natural sterol from the marine organism. (5) was prepared in 52% yield by the photocyclization and hydrolysis of 3β-acetoxy-5α-bromo-6βb-hydroxycholestane-24-one (3) which was obtained by the reaction of 3β-acetoxycholest-5-en-24-one (2) with N-bromoacetamide (NBA).
Key words:  sterols  3β-acetoxy-19-hydroxy cholest-5-en-24-one  synthesis

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