Simoncsits A, Tomasz J
Nucleic Acids Res. 1975 Jul;2(7):1223-33. doi: 10.1093/nar/2.7.1223.
A simple way of preparing nucleoside 5'-phosphordiamidate is described. The procedure is based on the ammonolysis of nucleoside 5'-phosphordichloridates by dilute aqueous ammonium hydroxide. The behaviour of nucleoside phosphordiamidates under acidic and alkaline conditions is also reported. Alkaline hydrolysis results in the formation of the parent nucleoside, whereas one amide group can be removed selectively by mild acid hydrolysis. This property of nucleoside phosphordiamidates served as a basis for the elaboration of a simple synthesis of nucleoside phosphoramidates starting from nucleosides.
描述了一种制备核苷5'-磷二酰胺酸酯的简单方法。该方法基于用稀氢氧化铵水溶液对核苷5'-磷二氯代酸酯进行氨解。还报道了核苷磷二酰胺酸酯在酸性和碱性条件下的行为。碱性水解导致母体核苷的形成,而一个酰胺基团可通过温和的酸水解选择性地除去。核苷磷二酰胺酸酯的这一性质为从核苷开始精心设计核苷磷酰胺酸酯的简单合成提供了基础。