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A convenient synthesis of new pyrido[3,2-e][1,4]diazepine-2,5-diones and pyrido[2,3-e][1,4]diazepine-2,5-diones
Authors:Abderrahman El Bouakher,Hé    ne LaborieMina Aadil,Ahmed El HakmaouiSaid Lazar,Mohamed Akssira,Marie-Claude Viaud-Massuard
Affiliation:a Laboratoire de Chimie Bioorganique & Analytique, URAC 22, Université Hassan II Mohammedia-Casablanca, BP 146, 20800 Mohammedia, Morocco
b Laboratoire de Synthèse Organique et Thérapeutique, UMR CNRS 6239 Génétique-Immunothérapie-Chimie et Cancer, UFR des Sciences Pharmaceutiques, Université de Tours, 37200 Tours, France
c Laboratoire de Biochimie, Environnement & Agroalimentaire, URAC 36, Université Hassan II Mohammedia-Casablanca, BP 146, 20800 Mohammedia, Morocco
Abstract:A convenient synthesis of a series of pyrido[3,2-e][1,4]-diazepine-2,5-diones 8 and pyrido[2,3-e][1,4]diazepine-2,5-diones 9, is reported using the condensation of α-amino acid methyl ester derivatives with 1H-pyrido[3,2-d][1,3]oxazine-2,4-dione and 1H-pyrido[2,3-d][1,3]oxazine-2,4-dione. Compounds 8 and 9 were also synthesized by peptide coupling of α-amino acid methyl ester derivatives with β-amino acids (2 or 3) followed by the cyclisation in tetrahydrofuran with sodium hydride (NaH).
Keywords:Azaisatoic anhydride   Heterocyclization   Pyrido[3,2-e][1,4]diazepine-2,5-diones   Pyrido[2,3-e][1,4]diazipine-2,5-diones
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