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  • The design and synthesis of...
    Jakopin, Ziga

    Tetrahedron letters, 01/2015, Letnik: 56, Številka: 3
    Journal Article

    A straightforward route for preparing 1,2,4-oxadiazole mimetics of Ala-Glu/iGln is presented. Display omitted Heterocyclic Ala-Glu/i-Gln mimetics, in which one or both carboxylic acid functionalities are bioisosterically replaced by a 1,2,4-oxadiazole ring system, are designed and synthesized. A straightforward route for preparing orthogonally protected 1,2,4-oxadiazole-bearing dipeptide building blocks is presented. These compounds constitute a new series of non-natural dipeptides, capable of being integrated into biologically relevant peptides. The synthesis starts from d-glutamic acid, and mild reaction conditions are chosen to allow the formation of products.