Mechanistic studies on oxidative condensation of a thymidine 3′-H-phosphonate derivative with 3′-O-acetylthymidine

Abstract

Oxidation-reduction condensation using triphenylphosphine an 2,2′-dipyridildisulfide was carried out for forming a phosphodiester bond between a mono-anionic thymidine 3′-H-phosphonate derivative and 3′-O-acetylthymidine. This reaction proceeded with simultaneous coupling and oxidation. The detailed NMR analysis of this reaction shows that an S-(2-pyridyl) phosphorothioate diester derivative was formed as an initial intermediate. © ARKAT USA, Inc.