1-乙酰基-3,5-二对氯苯甲酰基-2-脱氧-α,β-D-呋喃核糖苷的合成  

Synthesis of 1-O-Acetyl-3,5-di-o-(p-chlorobenzoyl)-2-deoxyα,β-D-ribofuranoside

作　　者：李烽俊[1] 杨郭明[1] 吴天星[1] 商志才[1] 

机构地区：[1]浙江大学化学系,浙江杭州310027

出　　处：《化学世界》2006年第4期235-237,256,共4页Chemical World

摘　　要：1-乙酰基-3,5-二对氯苯甲酰基-2-脱氧-α,-βD-呋喃核糖苷是重要的医药中间体。以2-脱氧-D-核糖为原料,经柱色谱柱分离出α体和β体。优化条件为:从甲基-3,5-二对氯苯甲酰基-2-脱氧-α,-βD-呋喃核糖苷合成1-乙酰基-3,5-二对氯苯甲酰基-2-脱氧-α,-βD-呋喃核糖苷的过程中,n(甲基-3,5-二对氯苯甲酰基-2-脱氧-α,-βD-呋喃核糖苷):n(乙酐)为1∶4.4,反应中浓硫酸加入量为2mL,滴加浓硫酸时溶液温度为-2°C,水解温度为6°C,产率可达84.14%。然后运用1H NMR和熔点测定两种方法对分离出的α体和β体进行了表征。A convenient, high-yield synthesis of 1- O-acetyl-3,5-di-o-（p-chlorobenzoyl）-2-deoxy-α,β-D-ribofuranoside from 2-deoxy-D-ribose was reported. The product was a very important medical intermediate. Its anomers were separated by column chromatography. The optimum conditions were as follows： methyl-3,5-di-o- （p-chlorobenzoyl）-2-deoxy-α,β-D-ribofuranoside ： acetic anhydride, 1 ： 4.4 ; 2 mL cone. sulfuric acid ; temperature of solution when adding cone. sulfuric acid, -2℃; hydrolysis temperature, 6℃. The yield was above 84. 14%. The separated α and β anomers were characterized by ^1 H NMR aud melting point.

关 键 词：1-乙酰基-3 5-二对氯苯甲酰基-2-脱氧-α β-D-呋喃核糖苷 甲基-2-脱氧-α β-D-呋喃核糖 苷甲基-3 5-二对氯苯甲酰基-2-脱氧-α β-D-呋喃核糖苷 

分 类 号：O626[理学—有机化学]