Author:

Keywords:

glycosyl azides, 1,2,3-triazoles, 2(1h)-pyrazinone, click chemistry, 1,3-dipolar cycloaddition, preferred conformation, terminal alkynes, c-glycosides, amino-acids, azides, cycloaddition, Science & Technology, Life Sciences & Biomedicine, Physical Sciences, Technology, Chemistry, Medicinal, Chemistry, Multidisciplinary, Computer Science, Interdisciplinary Applications, Pharmacology & Pharmacy, Chemistry, Computer Science, 2(1H)-pyrazinone, PREFERRED CONFORMATION, C-GLYCOSIDES, AMINO-ACIDS, CYCLOADDITION, ALKYNES, AZIDES, 0304 Medicinal and Biomolecular Chemistry, 0307 Theoretical and Computational Chemistry, 0601 Biochemistry and Cell Biology, Medicinal & Biomolecular Chemistry, 3401 Analytical chemistry, 3404 Medicinal and biomolecular chemistry, 3407 Theoretical and computational chemistry

Abstract:

The indirect coupling via a 1,2,3-triazole ring system, of the 2(1H)-pyrazinone scaffold with various saccharides is described. A microwave-enhanced Cu(I)-catalyzed Huisgen [2 + 3] dipolar cycloaddition reaction is applied. This opens the way for the generation of an interesting new class of glycopeptidomimetics.