Abstract Protected 6-substituted benzyl, phenyl and chloromethyl derivatives of 5- azacytidine 8-10 have been prepared by addition of phenylacetyl-(2), benzoyl-(3) or (chloroacetyl) guanidine (4) to 2, 3, 5-tri-O-benzoyl-β-D-ribosyl isocyanate (1) and subsequent silylation-mediated cyclization of the obtained acyl (carbamoyl) guanidines 5-7. 4-Amino-6-phenyl-1, 3, 5-triazin-2 (1H)-one (12) was obtained by condensation of ...