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Racemic 4-(substituted-1H-1,2,3-triazol-1-yl), 4-aryl and 4-(arylmethyl)tetrazolyl-pyroglutamic and proline derivatives were synthesized from dimethyl-2,4-dibromoglutaryle 1 in good yield using mild reaction conditions. The key step for the preparation of the triazole substituted molecule was the 1,3-dipolar cycloaddition of an acetylenic compound with an azido derivative. The tetrazole derivatives were prepared by the selective N2-alkylation of 5-substituted tetrazoles with 1.
Laboratoire des Aminoacides, Peptides et Protéines (LAPP), UMR 5810 CNRS-Universités Montpellier 1 et 2, Place Eugène Bataillon, 34095 Montpellier Cedex 5, France
Laboratoire des Aminoacides, Peptides et Protéines (LAPP), UMR 5810 CNRS-Universités Montpellier 1 et 2, Place Eugène Bataillon, 34095 Montpellier Cedex 5, France
Laboratoire des Aminoacides, Peptides et Protéines (LAPP), UMR 5810 CNRS-Universités Montpellier 1 et 2, Place Eugène Bataillon, 34095 Montpellier Cedex 5, France