Synthesis of 3-hydroxy-21-(1-imidazolyl)-3-methoxylmethyl-5-pregnan-20-one via lithium imidazole with17-acetylbromopregnanone

中國醫藥大學機構典藏 China Medical University Repository, Taiwan > 藥學院 > 藥物化學研究所 > 期刊論文 > Item 310903500/2218

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題名:	Synthesis of 3-hydroxy-21-(1-imidazolyl)-3-methoxylmethyl- 5-pregnan-20-one via lithium imidazole with 17-acetylbromopregnanone
作者:	翁豐富(Wong, Fung Fuh)*;翁豐富(Wong, Fung Fuh);(Chen, C.-Y.;);(Chen, T.-H.;);(Huang, J.-J.;);(Fang, H.-P.;);(Yeh M.-Y.)
貢獻者:	藥學院藥物化學研究所
關鍵詞:	Hydrogenation;Oxidation;Epoxidation;Ring opening;reaction;Bromination;1,3-Disubstituted imidazolium salt
日期:	2006-01
上傳時間:	2009-08-19 17:27:44 (UTC+8)
摘要:	The synthesis of biologically active 3-hydroxyl-21-(1-imidazolyl)-3-methoxymethyl-5- pregnan-20-one (11) was accomplished in six steps. The key steps were the improvement of stereoselectivity for acetyl isomers in C-17 and the introduction of imidazole into the core structure by use of lithium imidazole. This latter key step provided the desired product 11 in 82% yield without the formation of 1,3-disubstituted imidazolium salt as impurity, which is generally observed in traditional method. © 2005 Elsevier Inc. All rights reserved.
關聯:	STEROIDS 71(1):77~82
顯示於類別:	[藥物化學研究所] 期刊論文

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