5′-脱氧肌苷的合成

Synthesis of 5′-Deoxyinosine

以肌苷为原料,经丙酮叉保护得到2′,3′-O-异亚丙基肌苷(3);3经溴化得到5′-脱氧-5′-溴代-2′,3′-O-异亚丙基肌苷(4);4经Pd/C催化氢化得到5′-脱氧-2′,3′-O-异亚丙基肌苷(5);5在甲酸存在下水解制得5′-脱氧肌苷,总收率25.1%。其结构经1H NMR和MS确证。

5＇-Deoxyinosine （5） in an overall yield of 25.1% was synthesized from inosine by a fourreaction that inosine was isopropylidenated with acetone to get 2＇ ,3＇-O-isopropylidene inosine（3） ; 3 was brominated with Ph3 P/Br2 to give 5＇-deoxy-5＇-bremo-2＇, 3 ＇-O-isopropylidene inosine （4） ; 4 was reduced using Pd/C as a catalyst to obtain 5 ; 5 was hydrolyzed in the presence of formic acid to prepare 1. The structures were confirmed by ^1H NMR and MS.