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新型17α-乙炔基-5-雄甾烯-3β,7β,17β-三醇(HE3286)衍生物的合成

Synthesis of Novel 17α-Eethynyl-5-androstene 3β,7β,17β-triol(HE3286) Derivatives
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摘要 以脱氢表雄酮为原料,经羟基乙酰化,羰基亚乙二氧基化,CrO3/3,5-二甲基吡啶氧化,硼氢化钠还原,脱17-位亚乙二氧基,脱3-位乙酰基,用叔丁基二甲基氯硅烷(TBDMSCl)保护3,7-OH,17-位环氧化,17-位开环,脱TBDMSCl保护等十步反应合成了四个新型的17α-乙炔基-5-雄甾烯-3β,7β,17β-三醇(HE3286)衍生物,其结构经1H NMR和MS表征。 Four novel 17α-ethynyl-5-androstene-3β,7β,17β-triol derivatives were synthesized from DHEA by the ten-step reaction of acetylation of 3-hydroxyl group,acetalization of 17-carbonyl group,oxidation of 7-methylene,reduction of 7-carbonyl group,deprotection of 17-ethylenedioxy group,deprotection of 3-acetyl group,protection of 3,7-hydroxyl group with TBDMSCl(tert-butyldimethylsilyl chloride),epoxidation of 17-carbonyl group,ring-opening of 17-carbonyl group,and deprotection 3,7-TBDMS group.The structures were characterized by 1HNMR and MS.
出处 《合成化学》 CAS CSCD 北大核心 2012年第2期200-203,共4页 Chinese Journal of Synthetic Chemistry
关键词 HE3286 脱氢表雄酮 甾醇 3 5-二甲基吡唑 合成 HE3286 DHEA sterol CrO3/3 5-dimethylpyrazole synthesis derivative
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