The determinative influence of the O6-(diphenylcarbamoyl) group on the exocyclic nitrogen benzylation in 2-amino-6-oxopurine derivatives.

[摘要]：A series of novel 2-(benzylamino)-6-oxopurine derivs. was synthesized by arylalkylation of the corresponding 2-(acetylamino)-6-(diphenylcarbamoyloxy)purines. E.g., 2-(benzylamino)-6-oxopurines I [R = CH2Ph, CH2C6H4-2-F, -3-Cl, -2-Br, -3-Br, -3-NO2, -4-CO2Me, CH2C6H3-3,4-Cl, CH2OCH2Ph, CH2COPh] were prepd. in yields in the range of 29-78% by reacting I (R = H) with corresponding halides, RX [R = CH2Ph, CH2C6H4-2-F, -2-Br, -3-NO2, -4-CO2Me, CH2COPh, X = Br; R = CH2C6H4-3-Cl, -3-Br, CH2C6H3-3,4-Cl, CH2OCH2Ph, X = Cl], using K2CO3 or DIPEA in DMF. The decisive role of the temporary O6-(diphenylcarbamoyl) protection on the benzylation of the exocyclic amino group in 2-(acetylamino)-6-oxopurines was demonstrated.

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