依帕列净的合成工艺研究  

Study on the synthesis of empagliflozin

作　　者：石克金[1,2] 陈林[2] 李江红[2] 刘嵬[2] 任凤英[2] 杨晨[2] 苟小军[2] 余洛汀[1] 丁小东[3] SHI Ke-jin CHEN Lin LI Jiang-hong LIU Wei REN Feng-ying YANG Chen GOU Xiao-jun YU Luo-ting DING Xiao-dong(State Key Laboratory of Biotherapy,Sichuan University,Chengdu 610041,China Key Laboratory of Medicinal and Edible Plants Resources Development of Sichuan Education Department,Sichuan Industrial Institute of Antibiotics,Chengdu University, Chengdu 610052 ,China Analytical＆Testing Center,Sichuan University,Chengdu 610064, China)

机构地区：[1]四川大学生物治疗国家重点实验室,四川成都610041 [2]药食同源植物资源开发四川省高校重点实验室,四川抗菌素工业研究所,成都大学,四川成都610052 [3]四川大学分析测试中心,四川成都610064

出　　处：《化学研究与应用》2016年第11期1617-1621,共5页Chemical Research and Application

基　　金：药食同源植物资源开发四川省高校重点实验室开放基金项目(10Y201610)资助

摘　　要：以5-溴-2-氯苯甲酸为原料,经酰氯化、傅克酰化反应、亲核取代、还原得中间体(S)-4-溴-1-氯-2-(4-四氢呋喃-3-基氧基-苄基)苯,该中间体与2,3,4,6-四-O-三甲基硅基-D-吡喃葡萄糖酸1,5-内酯经缩合、醚化、脱甲氧基得依帕列净,总收率29.8%,纯度99.13%,其结构经1HNMR及MS确证。（ S）-4-Bromo-1-chloro-2-（ 4-terahydro-furan-3-yl-oxy-benzyl） benzene was synthesized from 5-bromo-2-chlorobenzoic acid via chlorination,Friedel-Crafts acylation reaction,nucleophilic substitution and reduction,which was condensed with 2,3,4,6-tetra-O-trimethylsilyl-D-glucono-1,5-lactone,then etherification,removal of the methoxy to obtain empagliflozin. The overall yield was 29. 8%and the purity was 99. 13%. The target compound was characterized by^1 HNMR and MS.

关 键 词：依帕列净 合成 SGLT2 降糖药 

分 类 号：O629.11[理学—有机化学]