一步法制备烯丙基糖苷研究Study on the one-step preparation of allyl glycosides
刘文清
摘要(Abstract)：
为了解决烯丙基糖苷现有制备方法步骤较长、后处理繁琐等问题，对烯丙基糖苷合成方法进行了研究。基于糖端羟基pKa值小于结构中其他羟基的pKa值，设计了一步烷基化反应的制备方法。利用糖分子易溶于水的特性，以烯丙基溴为烯丙基试剂，在氢氧化钠碱性条件下，经端位烷基化反应得到目标化合物，并对合成方法进行条件优化。结果表明，烷基化反应中，以水为溶剂，n(糖)∶n(烯丙基溴)∶n(氢氧化钠)=1∶2∶1.25,室温反应8 h,后处理经乙酸乙酯萃取、减压浓缩和重结晶或柱层析分离纯化，得到以β异构体为主的烯丙基糖苷目标化合物，最终收率为72%～90%。所设计的一步制备方法条件温和，反应高效，后处理简单，可为快速构建新型糖缀合物提供理论依据。
关键词(KeyWords)： 糖化学;烯丙基糖苷;烷基化;水相;一步法
基金项目(Foundation): 河北省教育厅青年拔尖人才项目(BJ2018005)
作者(Author): 刘文清
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