16β-唑取代-3β-羟基-5α-雄甾-17-酮的绿色合成  

A Green Synthesis of 16β-Azole-substituted-3β-hydroxy-5α-androstan-17-one

作　　者：柯贤炳[1] 潘腾[1] 吴杰[1] 杨明利[1] 

机构地区：[1]武汉生物工程学院制药工程系,湖北武汉430415

出　　处：《合成化学》2012年第6期705-708,共4页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21102109);湖北省自然科学基金资助项目(2010CDB06501);武汉市青年科技晨光计划项目(201271031390);湖北省教育厅项目(B20104606);武汉市教育局项目(2009K103)

摘　　要：表雄酮经16-位溴化后与唑在无溶剂条件下经亲核取代反应合成了5个新型的16β-唑取代-3β-羟基-5α-雄甾-17-酮(3a～3e),其结构经1H NMR和13C NMR表征。3β-羟基-16β-咪唑-5α-雄甾-17-酮(3a)的绝对构型经X-射线单晶衍射证实其16β-构型。Five novel 16β-azole-substituted-3β-hydroxy-5α-androstan-17-one（3a～3e） were synthesized by the bromination of epiandresterone at 16-position,then by the nucleophilic reaction with azoles under solvent-free conditions.The structures were confirmed by 1H NMR and 13C NMR.The absolute configuration of 3β-hydroxy-16β-imidazole-5α-androstan-17-one（3a） was further determined by X-ray single crystal diffraction.The results indicated that 3a was 16β-configuration.

关 键 词：甾体唑 表雄酮 无溶剂反应 绿色合成 晶体结构 

分 类 号：O629.2[理学—有机化学]