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Nucleic Acids Research, 1975, Vol. 2, No. 7 1223-1234
© 1975

Articles

Nucleoside 5'-phosphordiamidates, synthesis and some properties

A. Simoncsits and J. Tomasz

Institute of Biophysics, Biological Research Center, Hungarian Academy of Sciences H-6701, Szeged, Hungary

Received June 11, 1975. A simple way of preparing nucleoside 5'-phosphordiamidate is described. The procedure is based on the ammonolysis of nucleoside 5'-phosphordichloridates by dilute aqueous ammonium hydroxide. The behaviour of nucleoside phosphordiamidates under acidic and alkaline conditions is also reported. Alkaline hydrolysis results in the formation of the parent nucleoside, whereas one amide group can be removed selectively by mild acid hydrolysis. This property of nucleoside phosphordiamidates served as a basis for the elaboration of a simple synthesis of nucleoside phosphoramidates starting from nucleosides.


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