Optimization of microwave-assisted synthesis of N^1-ethoxymethyl-substituted cyclic inosine diphosphoribose and its analogues  

cIDPRE及其类似物的微波辅助合成优化(英文)

作　　者：刘剑[1] 杨振军[1] 张亮仁[1] 张礼和[1] 

机构地区：[1]北京大学医学部天然药物及仿生药物国家重点实验室,北京100191

出　　处：《Journal of Chinese Pharmaceutical Sciences》2011年第6期557-563,共7页中国药学（英文版）

基　　金：National Natural Science Foundation of China (Grant No.20910094) ;Ministry of Education of China(Grant No.200800010078)

摘　　要：An optimized approach for the synthesis of N^1-ethoxymethyl-substituted cyclic inosine diphosphoribose（cIDPRE）,an analogue of cyclic adenosine diphosphoribose（cADPR）,has been developed via microwave-assisted intramolecular cyclization. The target compound has been successfully obtained through N^1-substitution,phosphorylation,cyclization and deprotection.By using this method,8-amino and bromo-substituted cIDPRE analogues were successfully obtained in good yield.The new approach has greatly shortened the synthetic route and enhanced the overall efficiency.本文发展了采用一种微波辅助分子内环合制备环腺苷二磷酸核糖(cADPR)类似物—N^1-乙氧基甲基-环肌苷二磷酸核糖(cIDPRE)的新合成工艺。新合成路线以异亚丙基保护的肌苷为起始原料,经取代、磷酸化、微波辅助分子内环合及异亚丙基脱除得到目标化合物,改进后的合成工艺路线短,效率高。微波辅助分子内环合方法同时适合8-NH_2,8-Br取代的cIDPRE衍生物的合成。

关 键 词：CADPR cIDPRE Chemical synthesis Microwave-assisted synthesis 

分 类 号：R914[医药卫生—药物化学]