Research on antiviral agents. 4. Studies on the chemistry of 6-methyl-2-methoxy-4-O-acyloxy and 6-methyl-2,4-di-O-acyloxypyrimidine derivatives as new acylation reagents and inhibitors of uracil DNA glycosylases.
The synthesis of 6-methyl-2-methoxy-4-O-acyloxy and 6-methyl-2,4-di-O-acyloxypyrimidine derivatives 2 and 5 along with their properties as acylating agents of amines, alcohols, thiols and α-amino acids have been reported. Interestingly some of the title products revealed an inhibitory activity against the human and herpetic DNA glycosylases.
6-ALKYL- AND 5,6-DIALKYL-2-METHOXY-4(3H)-PYRIMIDINONES IN THE TRANSFORMATIONS OF PYRIMIDINES. REGIOSPECIFIC 1-N-ACYLATION OF PYRIMIDINES.
Transformation of 6- and 5,6-dialkyl-2-methoxy-4(3H)-pyrimidinones (1a and 1b) into 1-N-acylated-pyrimidine derivatives 3(a-f) under Friedel-Craft like conditions is presented.In different acylation conditions 4-O-acylated-pyrimidines (5a and 5b) are also obtained.Compounds (3c) and (3f) can be direcly converted into 1-N-acyl-protected-isouridine analogues (8a and 8b).
Botta, Maurizio,Angelis, Francesco De,Finizia, Gabriella,Nicoletti, Rosario
p. 3345 - 3348
(2007/10/02)
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