A general and high-yielding synthesis of nucleoside 5′-triphosphates (NTPs) and nucleoside 5′-diphosphates (NDPs) from protected nucleoside 5′-phosphoropiperidates promoted by 4,5-dicyanoimidazole (DCI) has been developed. ³¹P NMR tracing experiments showed that the sequential deprotection and coupling reactions were exceptionally clean. The phosphoropiperidate exhibited superior reactivity to the conventional phosphoromorpholidate toward DCI-promoted NTP/NDP synthesis. The experimental results suggested that the mechanism of DCI activation could be distinctive for NTP and NDP synthesis, depending on the different nucleophilicity of pyrophosphate and phosphate.

中文翻译：

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AP（V）–N活化核苷多磷酸盐合成的策略

已经开发了由4，5-二氰基咪唑（DCI）促进的受保护的核苷5'-磷酸哌啶酸酯合成核苷5'-三磷酸酯（NTPs）和核苷5'-二磷酸酯（NDP）的通用且高产率的方法。³¹ P NMR示踪实验表明，顺序的脱保护和偶联反应非常干净。磷酸哌啶酯对DCI促进的NTP / NDP合成显示出优于常规磷酸吗啉酸酯的反应性。实验结果表明，取决于焦磷酸盐和磷酸盐的不同亲核性，DCI激活的机制对于NTP和NDP合成可能是独特的。