• Title/Summary/Keyword: hydantoin ring opening

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Synthesis of N-Aryl Phenylglycine Ο-Alkyl Esters Using Hydrolysis of 1,5-Diphenylhydantoins (1,5-Diphenylhydantoins의 가수분해에 의한 N-Aryl Phenylglycine Ο-Alkyl Esters의 합성)

  • 박해선;최희전;권순경;박명숙
    • YAKHAK HOEJI
    • /
    • v.47 no.3
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    • pp.130-134
    • /
    • 2003
  • For the development of new synthetic method for unnatural amino acid esters, N-aryl phenylglycine Ο-alkyl esters 4a∼i were synthesized through base-catalyzed hydrolysis of 1,5-diphenylhydantoins 1a∼b and Ο-alkylation in 16∼87% yield. An efficient and practical route for final 4a∼i was that the starting materials 1a∼b were heated in dil-methanol for 30 minute using sodium hydroxide or potassium hydroxide and evaporated. In addition, reaction mixture were refluxed for 1 h in DMF. All synthetic process from hydantoin to N-aryl phenylglycine Ο-alkyl esters 4a∼i could be carried out in one-pot without isolation of intermediates.