ChemInform Abstract: SYNTHESIS, RING OPENING, AND GLYCOSIDIC BOND CLEAVAGE OF 3-METHYL-2′-DEOXYADENOSINE

Methylation of N′-benzyloxy-1-(2-deoxy-β-D-ribofuranosyl)-5-formamidoimidazole-4-carboxamidine (2a) followed by hydrogenolysis of the N′-benzyloxy-group and cyclization produced the hitherto unknown 3-methyl-2′-deoxyadenosine (5a), which was readily hydrolysed to 3-methyladenine (6) in H2)O at pH ⩽7·0 and to (6) and the imidazole-(2-deoxy)riboside (4a) at pH 8·98.