| 抗哮喘剂IPL576,092的改进合成 |
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| 引用本文： | 刘金,杨丽蓉,李红红,朱洪友,刘复初.抗哮喘剂IPL576,092的改进合成[J].云南大学学报(自然科学版),2009,31(2):183-186. |
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| 作者姓名： | 刘金 杨丽蓉 李红红 朱洪友 刘复初 |
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| 作者单位： | 云南大学, 化学科学与工程学院, 教育部化学自然资源药物化学重点实验室, 云南 昆明, 650091 |
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| 摘 要： | 由去氢表雄酮(DHEA)出发,采用包括NHPI(N-hydroxyphthalimide)/空气/Bz2O2-CuCl2体系进行选择性烯丙位氧化及用BF3·OEt2/NaBH4-NaBO3体系直接对3β-羟基-7-酮-Δ5-甾体进行还原、5硼氢化2个关键步骤,不用保护3-位羟基,共6步合成了IPL576,092,总收率达27%,操作比较简便.
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| 关 键 词： | IPL576 092 N-羟基邻苯二甲酰亚胺 烯丙位氧化 硼氢化 α β不饱和酮 多羟基甾体 |
| 收稿时间： | 2008-9-5 |
Improved synthesis of IPL576,092:a novel anti-asthma agent |
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| LIU Jin,YANG Li-rong,LI Hong-hong,ZHU Hong-you,LIU Fu-chu.Improved synthesis of IPL576,092:a novel anti-asthma agent[J].Journal of Yunnan University(Natural Sciences),2009,31(2):183-186. |
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| Authors: | LIU Jin YANG Li-rong LI Hong-hong ZHU Hong-you LIU Fu-chu |
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| Institution: | Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China |
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| Abstract: | An improved synthesis of IPL576,092 has been accomplished starting from the commercially availabbe DHEA(dehydroisoandrosterone) in six steps in 27% overall yields.The procedure involves the selective allyic oxidation of 5-androsten-3β-ol-17-one ethylene ketal by NHPI/O2/Bz2O2-CuCl2 system and the hydroboration of 5-androsten-7,17-dione-3β-ol 17-ethylene ketal by BF3·OEt2/NaBH4-NaBO3 system as key steps.Workup procedures were simplified. |
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