Purines. LIX. An Alternative Synthesis of 7-Alkyl-1-methyladenines by Regioselective Alkylation, Fission, and Reclosure of the Adenine Ring

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概要

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• 7-Alkyl-1-methyladenines (12a, b) have been synthesized from 1-alkyl-4-aminomidazole-5-carboxamides (5a, b) in two steps [hence from adenine (1) in six steps]. The synthesis started with dehydration (using POCl_3-HCONMe_2) of 5a, b, readily obtainable from 1 in four steps according to previously reported procedures, and proceeded through cyclization between the resulting 4-(dimethylaminomethyleneamino)imidazole-5-carbonitrile derivatives (8a, b) and MeNH_2. Similar cyclization between 1-benzyl-4-(ethoxymethyleneamino)imidazole-5-carbonitrile (11c) and MeNH_2 yielded 7-benzyl-1-methyladenine (12c).

• 公益社団法人日本薬学会の論文
• 1994-01-15

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

• SUZUKI Tomoko

  Faculty of Pharmaceutical Sciences, Kanazawa University

• [クヌギ] まゆり

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 藤井 澄三

  Shinshu Univ. Nagano Jpn

• Suzuki Tomoko

  Faculty Of Pharmaceutical Sciences Kanazawa University

• Suzuki Tomoko

  Faculty Of Agriculture Okayama University

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