Synthetic Studies on Phosphorylating Reagent. III. Selective Phosphorylation of Unprotected Nucleoside by Means of 2-(N, N-Dimethylamino)-4-nitrophenyl Phosphate

Abstract

Reaction of 2-(N, N-dimethylamino)-4-nitrophenyl phosphate (1), a new phosphorylating agent, with the alcohol involving primary and secondary hydroxyl groups led to selective phosphorylation of the primary hydroxyl group. Thus, 1, 2-propanediol and glycerol were phosphorylated to give exclusively the corresponding 1-phosphates. When unprotected nucleosides were treated with this reagent 1, nucleoside 5'-phosphates were obtained in satisfactory yield by simple work up.