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■ Nucleotides, XIII: Phosphorylations of Adenosine and 2’-Deoxyadenosine by Phosphorochloridates

Ramamurthy Charubala and Wolfgang Pfleiderer*

*Fakultät für Chemie, Universität Konstanz, Posttach 5560, D-7750 Konstantz, Germany

Abstract

Phosphorylations of adenosine and 2’-deoxyadenosine by various phosphorylating agents such as diphenylphosphorochloridate have been achieved at positions 3’, 5’ and N⁶ using appropriate starting materials for unambiguous synthesis. There is a gradual reactivity of the different functions in these molecules with a preference of the 5’-OH-group followed by the 6-amino group and the 3’-OH-function in the third place. The various phosphotriesters and phosphoramidate diesters have been characterized by physical means and their properties are discussed.