3'-叠氮D/L-核苷的合成
Synthesis of 3'-Azido-DIL-nucleosides
任行 1陶京朝 2安浩云3
作者信息
- 1. 郑州大学化学与分子工程学院 郑州450001;郑州格然林医药科技有限公司 郑州450016
- 2. 郑州大学化学与分子工程学院 郑州450001
- 3. 郑州格然林医药科技有限公司 郑州450016
- 折叠
摘要
报道了两种正交保护的3'-叠氮-3'-脱氧-D/L-核糖关键中间体的合成,此二关键中间体与各种嘧啶、吡啶、嘌呤相关的杂环碱基进行糖苷化,得到了相应的3'-叠氮-3'-脱氧D核苷衍生物以及3'-叠氮-3'-脱氧L核苷衍生物.合成了药物相关的3'-叠氮-3'-脱氧-6-氮杂尿苷、4-脱氧尿苷、2-硫代尿苷、3-去氮尿苷、硝基吡啶核苷、异胞苷衍生物.31个最终产品中的14个是新化合物,其结构均得以确证.所有最终产品都是用本文描述的平行法从相应的新关键中间体合成而得.此二关键中间体可以用于合成含有任何不同碱基的新型核苷衍生物.
Abstract
Two orthorganally protected 3'-azido-3'-deoxy-D/L-ribosides were synthesized and successfully glycosylated with various pyrimidine,pyridine and purine related heterocyclic bases.3'-Azido-3'-deoxy-D-pyrimidine nucleosides,purine nucleosides as well as 3'-azido-3'-deoxy-L-nucleosides were synthesized.3'-Azido-3'-deoxy-6-azauridine,4-deoxyuridine,2-thiouridine,3-deazauridine,nitropyridinone and isocytidine derivatives were also synthesized as the drug analogues to explore their biological properties.14 final products are novel and well characterized,while all of the 31 final products were synthesized by the new strategy from the corresponding novel key intermediates.The two key intermediates can be utilized to make all kinds of novel nucleoside derivatives by glycosylating with various heterocyclic bases.
关键词
叠氮核苷/L-核苷/D-核苷/合成/糖苷化Key words
azido-nucleoside/L-nucleoside/D-nucleoside/synthesis/glycosylation引用本文复制引用
基金项目
国务院重点华侨华人创业团队经费资助项目()
出版年
2018
NETL
NSTL
维普
万方数据