Purines. LXIV. Syntheses of 9-Methyl-2-azaadenine 1-Oxide, Its O-Methyl Derivative, and 1-Substituted 5-Azidoimidazole-4-carboxamides

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概要

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• Diazotization of 5-amino-N'-methoxy-1-methylimidazole-4-carboxamidine (4a) with NaNO_2 in 1N aqueous HCl was found to give the 1-methoxy-2-azaadenine derivative 8a・HI, which produced 5-azido-1-methylimidazole-4-carbonitrile (5a) on treatment with aqueous Na_2CO_3. The ribosyl analogue 5b, obtained from the riboside 4b by similar diazotization, was utilized for the synthesis of 5-azido-1-β-D-ribofuranosylimidazole-4-carboxamide (9b), a novel AICA riboside analogue. On heating in HCONMe_2 at 70℃ for 10min, 8a・HI yielded the 1-N-oxide 7a. Several reactions to transform the functional groups in 5a were also investigated.

• 公益社団法人日本薬学会の論文
• 1994-11-15

著者

• 斎藤 徹

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 藤井 澄三

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 藤井 澄三

  金沢大学薬学部

• 朝日 弥生

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 中嶋 悟視

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 藤井 澄三

  Shinshu Univ. Nagano Jpn

• 中嶋 悟視

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 朝日 弥生

  Faculty Of Pharmaceutical Sciences Kanazawa University

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