chapter  3
8 Pages

Preparation of Methyl, Butyl, Hexyl, and Octyl 2,3,4-Tri-O- acetyl-d-glucopyranuronates Using Microwave Irradiation

Experimental Methods .............................................................................................20 General Methods .................................................................................................20 General Protocol.................................................................................................. 21

Methyl 2,3,4-Tri-O-acetyl-d-glucopyranuronate (2a) .................................... 21 Butyl 2,3,4-Tri-O-acetyl-d-glucopyranuronate (2b) ...................................... 21 Hexyl 2,3,4-Tri-O-acetyl-d-glucopyranuronate (2c) ...................................... 21 Octyl 2,3,4-Tri-O-acetyl-d-glucopyranuronate (2d) ......................................22

Acknowledgments ....................................................................................................22 References ................................................................................................................26

Uronic acids are carbohydrates present in relevant biologically active compounds as glycoconjugates and oligosaccharides. The uronic acid units can be linked through their ester linkage involving carboxylic acid function1 or their anomeric carbon atom in glycosidic bond. Alkyl 2,3,4-tri-O-acetyl-d-glucuronates are key intermediate compounds for the synthesis of glycosyl donors as glucuronyl trichloroacetimidates for the synthesis of the target molecules.2,3