New and One Pot Chemoselective Synthesis of Nucleoside 5′-H-Phosphonate Diesters

Abstract

Arbuzov reaction of phenyl phosphorodichloridite with two equiv of alcohol, or mixture of one equiv of alcohol and one equiv of tert-butyl alcohol, led to the corresponding aryl H-phosphonate diesters. Following displacement of the H-phosphonate diesters with unprotected nucleosides chemoselectively produced nucleoside 5′-H-phosphonate diesters in good yields, respectively.

Keywords:

• H-Phosphonate Diester
• Nucleoside
• Chemoselective
• Arbuzov Reaction

The program is supported from the Excellent Dissertation Foundations by the Chinese Ministry of Education (No. 200222), the Excellent Young Teacher Program of MOE, P. R. China, and the National Natural Science Foundation of China (Grand No. 20472042).