2-脱氧-1,6-二-O-乙酰基-3,4-二-O-苄基-2-叠氮基-α-D-吡喃葡萄糖的合成  

Synthesis of 1,6-Di-O-acetyl-2-azido-3,4-di-benzyl-2-deoxy-α-D-glucopyranose

作　　者：王位[1] 范钰新 王建塔[1] 汤磊[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11期1115-1117,1124,共4页Chemical Reagents

基　　金：贵州省国际科技合作计划项目(黔科合外G字[2013-7025]);贵阳市2013创新人才计划项目(筑科合[2013]209-05);贵州省普通高等学校药物化学工程研究中心建设项目(黔教合KY字[2014]219)

摘　　要：以N-乙酰氨基葡萄糖为起始原料,依次通过甲苷化、叠氮化、苄基保护和乙酰酯交换4步反应得到构型单一的磺达肝癸钠中间体,即标题化合物,总收率为46.2%。目标产物结构通过IR、ESI-MS、1HNMR和13CNMR鉴定,纯度通过HPLC分析。该合成方法具有路线简短、原料和试剂价廉易得、安全性高且化合物构型易控制等优点,可为投入工业化生产提供方法参考。Starting from N-acetyl-D-glucosamine,intermediate compound for fondaparinux sodium was obtained in four steps including glycoside,azide,benzyl protection and acetyl ester-exchange. The total yield was 46. 2%. The structure of the target compound was confirmed by IR,ESI-MS,1HNMR and13 CNMR,and its purity was analysized by HPLC. This preparative method is simple,and the raw materials and reagents were cheap and safety. The configuration of the compound was easy to control. All these showed it might provide a methodological reference for industrial production.

关 键 词：磺达肝癸钠 中间体 合成 

分 类 号：R914.5[医药卫生—药物化学]