ChemInform Abstract: Synthesis of a Novel 2′-Deoxyuridine Derivative Bearing a Cyanomethoxycarbonylmethyl Group at C-5 Position and Its Use for Versatile Post-Synthetic Functionalization of Oligodeoxyribonucleotides

A novel 2′-deoxyuridine derivative bearing a cyanomethoxycarbonylmethyl group at the C-5 position (1) was synthesized, and its use was examined as a convertible nucleoside for the versatile post-synthesis functionalization of oligodeoxyribonucleotides (ODNs). The ODNs containing 1 reacted with primary monoamines such as heptylamine, histamine, and tyramine as well as d- and polyamines under mild conditions, giving the corresponding derivatized ODNs.