随着生命科学突飞猛进的发展和核苷类药物的不断涌现,对基础的核苷类原料需求越来越大,因此开发适应于工业生产的高效合成方法变得尤为重要.2'-脱氧-β-D-腺苷、2'-脱氧-β-D-胞苷和2'-脱氧-β-D-胸苷是非常重要的天然核苷,DNA的基本组成单元在生物技术及制药领域具有非常广泛的应用,需求量很大,但目前还缺少适合大规模生产的合成方法.尤其是2'-脱氧-β-D-腺苷的制备难度较大,已有的合成方法一般都存在立体选择性较差,产品分离困难等缺点.
Three natural deoxynucleosides were synthesized with a high stereoselectivity and good or excellent yield. In the preparation of 2'-deoxy-β-D-adenosine, glycosidations between 1-chloro-2-deoxy-3,5-di-O-(p-chlorobenzyl)-α-D-erythro-pentofuranose and silylated adenine as well as adenine sodium salt were systematically studied. A simple synthesis route to prepare 2'-deoxy-β-D-adenosine without chromatography was developed, making 2-deoxy-β-D-adenosine readily accessible in an industrial scale. High efficient synthesis of 2'-deoxy-β-D-cytidine and 2'-deoxy-β-D-thymidine were also achieved without chromatography by glycosidations between 1-chloro-2-deoxy-3,5-di-O-(p-chlorobenzyl)-α-D-erythro-pentofuranose and silylated bases via the similar procedure.