4(R)-(6-氨基-9-嘌呤基)-2(R)-(羟甲基)四氢呋喃-3(R)-醇的合成

Synthesis of 4(R)-(6-Amino-9H-Purine-9-yl)-2(R)- (Hydroxymethyl)Tetrahydrofuran-3(R)-ol

为寻找抗免疫缺陷病毒化合物 ,以D 核糖为原料 ,经甲基化、硅烷基化、还原裂解反应制得重要中间体 1 脱氧核糖 (5 ) ,再通过形成环状亚砜化合物 ,与NaN3 发生反应后 ,经过还原、缩合、环合、氨化、脱保护基反应制得异脱氧腺嘌呤核苷 (1) ,各步反应收率均超过 70 %。

Deoxyribose(5),prepared from D-ribose via methylation,silylation and reductive cleavage,was converted into cyclic sulfite(7).The reaction of 7 with NaN 3 resulted in azide(8),which was converted into the isomeric deoxyadenosine 4(R)-(6-amino-9H-purin-9-yl)-2(R)-(hydroxymethyl)tetrahydrofuran-3(R)-ol(1)by a sequence of five high-yield reactions.