4-氨基乙基-1-(β-D-半乳糖基)-1,2,3-三唑的合成与表征  

Synthesis and characterization of 4-aminoethyl-1-(β-D-galactopyranosyl)-1,2,3-triazole

作　　者：周贤[1] 陈川[1] 靳佐雄 叶辉[1] 沈杰[2] 

机构地区：[1]黄冈师范学院化工学院催化材料制备及应用湖北省重点实验室,湖北黄冈438000 [2]南开大学药学院,天津300071

出　　处：《湖北大学学报（自然科学版）》2017年第2期161-165,共5页Journal of Hubei University：Natural Science

基　　金：湖北省科技支撑计划项目(2015CFC818);大学生创新创业训练计划项目(201510514030)资助

摘　　要：糖苷酶抑制剂因其独特的体内作用机制而广受关注.以1,2,3,4,6-五-O-乙酰基-α-D-半乳糖为原料,通过溴代、叠氮化,与3-丁烯-1-醇发生Click反应得到化合物4,再经叠氮化反应、水解反应、催化氢化反应,得到目标化合物4-氨基乙基-1-(β-D-半乳糖基)-1,2,3-三唑.采用核磁共振谱(1H NMR、13C NMR、DEPT 135)、高分辨质谱等对目标化合物进行了结构表征,确证了结构,为后续合成更多的新型糖苷酶抑制剂提供了重要前体.Glycosidase inhibitors have been attracted growing interests owing to their unique mechanism of action in vivo. By bromination, azido reaction with 1,2,3,4,6-penta-O-acetyl-α-D-galactopyranose and click reaction, compound 4 was obtained and furthered reacted with azide, hydrolysis reaction, and catalytic hydrogenation, the title compound 4-aminoethyl-1-（β-D-galactopyranosyl）-1, 2,3-triazole was synthesized. The structure of the title compound was characterized and confirmed by （1H, 13C）NMR, DEPT 135, HRMS. It provided a new precursor for synthesis of more neo-glycosidase inhibitors in the further sten.

关 键 词：半乳糖 三唑 糖苷酶抑制剂 合成 表征 

分 类 号：O629.1[理学—有机化学] O621.3[理学—化学]