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

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...

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Veröffentlicht in:	Tetrahedron letters 2011-09, Vol.52 (39), p.5077-5080
Hauptverfasser:	El Bouakher, Abderrahman, Laborie, Hélène, Aadil, Mina, El Hakmaoui, Ahmed, Lazar, Said, Akssira, Mohamed, Viaud-Massuard, Marie-Claude
Format:	Artikel
Sprache:	eng
Schlagworte:	Azaisatoic anhydride Chemistry Condensing Derivatives Esters Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Heterocyclization Joining Organic chemistry Preparations and properties Pyrido[2,3-e][1,4]diazipine-2,5-diones Pyrido[3,2-e][1,4]diazepine-2,5-diones Sodium hydrides Synthesis (chemistry) Tetrahedrons Tetrahydrofuran
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Zusammenfassung:	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).
ISSN:	0040-4039 1873-3581
DOI:	10.1016/j.tetlet.2011.07.098