1,2-糖原酸酯的一锅法合成  

One-pot Synthesis of Sugar 1,2-Orthoesters

作　　者：罗春[1] 王聪[1] 汤磊[1] 徐黔江[1] 

机构地区：[1]贵州医科大学药学院,贵州贵阳550004

出　　处：《化学试剂》2016年第2期186-188,192,共4页Chemical Reagents

基　　金：贵州省国际科技合作项目(黔科合外G字[2013]7025);贵州省科技厅社发攻关项目(黔科合SY[2015]3030)

摘　　要：以未保护的还原吡喃糖为原料,在甲基磺酸的催化下,与醋酐反应生成全乙酰化吡喃糖,随后经33%HBr/冰醋酸溶液溴代反应为溴代糖,最后与醇反应,一锅法得到目标化合物。整个过程无需分离对光、热不稳定的溴代糖中间体,为高效经济合成目标化合物提供了一种新方法。A one-pot procedure for the preparation of sugar 1,2-orthoesters was developed,which started from the synthesis of per-O acetyl sugars catalyzed by methanesulfonic acid in the presence of Ac2 O. The obtained acetylated sugars were then treated with 33% HBr / Ac OH,followed by reaction with Na2CO3 and alcoholsto to obtain the desired orthoesters. The whole process avoided the isolation of light and heat sensitive glcosyl bromides,thus offered a high efficient and economical method to construct sugar 1,2-orthoesters.

关 键 词：一锅法合成 糖原酸酯 甲基磺酸 溴代糖 

分 类 号：O629.1[理学—有机化学]