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N-苯甲酰化尿苷和胸苷衍生物的合成新方法;一种便捷的N-脱苯甲酰化方法。

New methods for the synthesis of N-benzoylated uridine and thymidine derivatives; a convenient method for N-debenzoylation.

作者信息

Maguire Anita R, Hladezuk Isabelle, Ford Alan

机构信息

Department of Chemistry, University College Cork, Cork, Ireland.

出版信息

Carbohydr Res. 2002 Feb 18;337(4):369-72. doi: 10.1016/s0008-6215(01)00325-1.

Abstract

An improved procedure for the synthesis of N-benzoyl-2',3'-O-isopropylidene uridine via one-step selective N-benzoylation of 2',3' -O-isopropylidene uridine has been developed. An efficient synthetic route to N-benzoyl thymidine via initial tribenzoylation, followed by selective hydrolysis of the benzoates is also described. De-N-benzoylation of N-benzoylated thymidine and uridine derivatives can be conveniently effected under neutral conditions, by heating with benzyl alcohol.

摘要

已开发出一种通过对2',3'-O-异亚丙基尿苷进行一步选择性N-苯甲酰化来合成N-苯甲酰基-2',3'-O-异亚丙基尿苷的改进方法。还描述了一条经由最初的三苯甲酰化,随后进行苯甲酸酯的选择性水解来合成N-苯甲酰基胸苷的有效合成路线。N-苯甲酰化胸苷和尿苷衍生物的脱N-苯甲酰化可通过与苄醇加热在中性条件下方便地实现。

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