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三种天然脱氧核苷的高效合成
引用本文:季奇,黄飞,李金亮,孟继本. 三种天然脱氧核苷的高效合成[J]. 高等学校化学学报, 2006, 27(4): 666-668
作者姓名:季奇  黄飞  李金亮  孟继本
作者单位:1. 南开大学化学系, 天津 300071; 2. 上海迪塞诺生物医药有限公司, 上海 201203)
摘    要:本文以1-氯-2-脱氧-α-3,5-二-O-(对氯苯甲酰基)呋喃核糖(1)(以下简称氯代糖)为原料, 开发出可以适用于大规模工业生产的简单、 高效的合成上述三种天然核苷路线.

关 键 词:核苷   合成   立体选择性,
文章编号:0251-0790(2006)04-0666-03
收稿时间:2005-03-10
修稿时间:2005-03-10

Highly Efficient Synthesis of Three Natural Deoxynucleosides
JI Qi,HUANG Fei,LI Jin-Liang,MENG Ji-Ben. Highly Efficient Synthesis of Three Natural Deoxynucleosides[J]. Chemical Research In Chinese Universities, 2006, 27(4): 666-668
Authors:JI Qi  HUANG Fei  LI Jin-Liang  MENG Ji-Ben
Affiliation:1. Department of Chemistry, Nankai University, Tianjin 300071, China;2. Shanghai Desano Biomedical Company, Shanghai 201203, China
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′-deoxy-β-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.
Keywords:Nucleoside  Synthesis  Stereoselectivity
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