We report a convenient and scalable synthetic approach for the synthesis of 3′-fluoro hexitol adenosine and guanosine nucleoside analogues and corresponding phosphoramidites in good yield. 1,5-Anhydro-4,6-O-benzylidene-d-glucitol was converted into 1,5-anhydro-4,6-O-benzylidene-3-deoxy-3-fluoro-2-O-trifluoromethanesulfonyl-d-altritol in a three-step process. Glycosylation using adenosine or 2-amino-6-iodopurine yielded the corresponding nucleoside analogues in excellent yield. Based on this strategy, a highly concise and scalable synthesis of 3′-fluoro hexitol purine nucleosides (1–2 g, 18–21% overall yield) was accomplished, which will enable the use of 3′-fluoro hexitol nucleic acids for genetic medicine development and diagnostic applications.

我们报告了一种方便且可扩展的合成方法，用于以良好的收率合成 3'-氟己糖醇腺苷和鸟苷核苷类似物以及相应的亚磷酰胺。1,5-脱水-4,6- O-亚苄基-d-葡萄糖醇转化为1,5-脱水-4,6- O-亚苄基-3-脱氧-3-氟-2- O-三氟甲磺酰基-d-三步过程中的阿糖醇。使用腺苷或 2-氨基-6-碘嘌呤进行糖基化，以优异的产率产生相应的核苷类似物。基于该策略，完成了3'-氟己糖醇嘌呤核苷的高度简洁和可扩展的合成（1-2 g，总产率18-21%），这将使3'-氟己糖醇核酸用于遗传研究成为可能。医学开发和诊断应用。