胸苷5′-位卤代修饰物的合成  

Synthesis of 5′-halo-thymidine analogs

作　　者：刘君[1] 张京君[2] 陈雁君[1] 温新民[1] 王惠云[1] 卢英华[1] 

机构地区：[1]济宁医学院化学教研室,山东济宁272013 [2]济宁医学院附属医院,山东济宁272019

出　　处：《中国药物化学杂志》2002年第1期50-51,共2页Chinese Journal of Medicinal Chemistry

摘　　要：以胸苷为原料 ,先在低温下 (<0℃ )与对甲苯磺酰氯反应 ,制得对甲苯磺酰化产物 2 ,再分别与NaCl,LiBr ,NaI反应制得相应的 5′ 位卤代修饰物 3a ,3b ,3c。产品经显微熔点测定、一维核磁共振谱、质谱及元素分析表征确认结构。结果表明 :用此法合成步骤简便且有较高的收率。From thymidine,5′-o-tosylthymidine was prepared with tosylsulfonyl chloride,which in treatment with NaCl (or LiBr,NaI)gave 5′-halo-thymidine.The compounds of 5′-halo-thymidine were characterized by 1H-NMR,FAB-MS and EA.By the less electronegativity of Cl→Br→I,the electron cloud density of 4′-H and 5′-H was increased gradually and the chemical shifts of protons were moved to the upfield.

关 键 词：核苷类似物 抗病毒 合成 实验 

分 类 号：R914.5[医药卫生—药物化学]