Issue 16, 1980

Synthesis, ring opening, and glycosidic bond cleavage of 3-methyl-2′-deoxyadenosine

Abstract

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.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1980, 758-759

Synthesis, ring opening, and glycosidic bond cleavage of 3-methyl-2′-deoxyadenosine

T. Fujii, T. Saito and T. Nakasaka, J. Chem. Soc., Chem. Commun., 1980, 758 DOI: 10.1039/C39800000758

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