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Synthesis of GlcN-alfa-(1-4) IdoA-alfa-(1-4)GlcN-1-alfa-OMe trisaccharide and its transformation into a glycosyl acceptor

The title compound was synthesized through a complex way, which was based on the preparation of a protected disaccharide intermediate containing the idose structure, obtained in 30 overall steps from commercial D-glucosamine and D-glucose. A second intermediate, a protected form of glucose, was added to obtain a trisaccharide, which was trasformed in the title compound in two steps. The obtained trisaccharide is an advanced precursor toward the synthesis of pentasaccharides putative substrates and/or inhibitors of the heparanase enzyme.

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