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Purine nucleoside analogues. 8. N(2) - acetylation of guanine derivatives

Madre M., Zhuk R., Golankiewicz B.

Polish Journal of Chemistry

1998

Vol. 72, nr 10

2242-2246

A method for the acetylation of the exocyclic amino group of guanine derivatives has been developed. A series of N(2)-acetylguanines was synthesized by reacting of N-9(7)-alkoxyalkylguanines with an excess of acetic anhydride in the presence of 4-dimethylaminopyridine. The method has been used successfully also for N(2)-acetylation of guanosine and its 8-bromo derivative although in the latter case a partial substitution of bromine for a hydroxy group at the position 8 of the heterocycle occurred.