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

T Fujii, T Saito, T Nakasaka

文献索引:Fujii, Tozo; Saito, Tohru; Nakasaka, Tsuyoshi Journal of the Chemical Society, Chemical Communications, 1980 , # 16 p. 758 - 759

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被引用次数: 6

摘要

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.