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三种天然脱氧核苷的高效合成

Highly Efficient Synthesis of Three Natural Deoxynucleosides

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【作者】 季奇黄飞李金亮孟继本

【Author】 JI Qi~(1),HUANG Fei~(1),LI Jin-Liang~(2),MENG Ji-Ben~(1*)(1.Department of Chemistry,Nankai University,Tianjin 300071,China;2.Shanghai Desano Biomedical Company,Shanghai 201203,China)

【机构】 南开大学化学系上海迪塞诺生物医药有限公司南开大学化学系 天津300071天津300071上海201203

【Abstract】 Three natural deoxynucleosides were synthesized with a high stereoselectivity and good or excellent yield.In the preparation of 2′-deoxy-β-D-adenosine, glycosidations between 1-chloro-2-deoxy-3,5-di-O-(p-chlorobenzyl)-α-D-erythro-pentofuranose and silylated adenine as well as adenine sodium salt were systematically studied.A simple synthesis route to prepare 2′-deoxy-β-D-adenosine without chromatography was developed,making 2-deoxy-β-D-adenosine readily accessible in an industrial scale.High efficient synthesis of 2′-deoxy-β-D-cytidine and 2′-deoxyβ-D-thymidine were also achieved without chromatography by glycosidations between 1-chloro-2-deoxy-3,5-di-O-(p-chlorobenzyl)-α-D-erythro-pentofuranose and silylated bases via the similar procedure.

【关键词】 核苷合成立体选择性
【Key words】 NucleosideSynthesisStereoselectivity
【基金】 国家自然科学基金(批准号:20490210,20372039)资助
  • 【文献出处】 高等学校化学学报 ,Chemical Journal of Chinese Universities , 编辑部邮箱 ,2006年04期
  • 【分类号】O629.7
  • 【被引频次】9
  • 【下载频次】263
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