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一种合成2-巯基腺苷的新方法    

New Synthesis of 2-Thioadenosine

文献类型:期刊文献

中文题名:一种合成2-巯基腺苷的新方法

英文题名:New Synthesis of 2-Thioadenosine

作者:夏然[1];杨邵华[2];孙莉萍[3];渠桂荣[4]

第一作者:夏然

机构:[1]新乡学院化学化工学院;[2]郑州大学材料科学与工程学院;[3]新乡学院生命科学与技术学院;[4]河南师范大学化学化工学院

第一机构:新乡学院化学化工学院

年份:2016

卷号:38

期号:1

起止页码:70-72

中文期刊名:化学试剂

外文期刊名:Chemical Reagents

收录:CSTPCD;;北大核心:【北大核心2014】;

基金:国家自然科学基金资助项目(21372066);新乡学院博士科研启动经费项目(1366020040)

语种:中文

中文关键词:2-巯基腺苷;2-氯腺苷;合成方法;硫代

外文关键词:2-thioadenosine;2-chlroadenosine;synthetic method;sulfuration

摘要:报道了一种合成重要的核苷药物中间体2-巯基腺苷的新方法。以2,6-二氯嘌呤和四乙酰核糖为原料,经过缩合、氨解得到2-氯腺苷,继而以DMF为溶剂,和商品化的固体Na2S在90℃反应10 h,以3步和77%的总收率得到标题化合物。考查反应溶剂、原料配比及反应规模对收率的影响。该方法避免了传统方法中需要新制Na2S的苛刻条件,原料廉价易得,且反应规模扩大至100 g时,收率没有降低。
A new method for the synthesis of 2-thioadenosine was developed. The key intermediate 2-chlroadenosine was obtained from 2,6-dichloropurine and beta-D-ribofuranose 1,2,3,5-tetraacetate via condensation and ammonolysis steps. The C2-Cl was substituted by commercially available Na2 S at 90 ℃ for 10 h in DMF,affording 2-thioadenosine in 77% total yield. The effects of solvents,substrate ratios and reaction scale on the yields were investigated. The presented method avoided the tedious reaction conditions and newly made Na2 S reported in literature. The starting substrates were all commercially available and not costly. Moreover,2-thioadenosine was afforded successfully in maintained yield even on a 100 g scale.

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