Facile Synthesis of Thymidine Derivatives by Cross-Coupling of 5-Halogenouridine Derivatives with Trimethylaluminum
作者:Kosaku Hirota、Yukio Kitade、Yoshitake Kanbe、Yoshiaki Isobe、Yoshifumi Maki
DOI:10.1055/s-1993-25833
日期:——
An efficient method for the introduction of a methyl group in the 5-position of uridine derivatives is described. This method involves three steps: protection of 5-halogenouridines 4 and 5 with hexamethyldisilazane, a palladium-catalyzed cross-coupling of the pertrimethylsilylated nucleosides with trimethylaluminum, and subsequent deprotection to afford the corresponding thymidine derivatives 6 in high overall yields.
描述了一种在尿苷衍生物的5-位引入甲基的有效方法。该方法包括三个步骤:用六甲基二硅氮烷保护5-卤代尿苷4和5,接着通过钯催化的交叉偶联反应与全三甲基硅基化的核苷酸与三甲基铝反应,最后进行去保护,以高总收率得到相应的胸苷衍生物6。