A P(V)-N activation method based on nucleoside phosphoropiperidate/DCI system has been developed for improved synthesis of diverse UDP-furanoses. The reaction conditions including temperature, amount of activator, and reaction time were optimized to alleviate the degradation of UDP-furanoses to cyclic phosphates. In addition, an efficient and facile phosphoramidite route was employed for the preparation of furanosyl-1-phosphates.
Keywords: 4,5-dicyanoimidazole; NDP-sugar; P(V)-N activation; furanosyl-1-phosphate; nucleoside phosphoropiperidate.