A Facile Route to 1 → 6 Linked Disaccharides: Syntheses of 6-<i>O</i>-β-<scp>D</scp>-Glucopyranosyl-<scp>D</scp>-glucose (Gentiobiose) and of 2-Acetamido-6-<i>O</i>-(2-Acetamido-2-deoxy-β-<scp>D</scp>-galactopyranosyl)-2-deoxy-<scp>D</scp>-galactose

Russell R. King; C. T. Bishop

doi:10.1139/v75-274

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A Facile Route to 1 → 6 Linked Disaccharides: Syntheses of 6-O-β-D-Glucopyranosyl-D-glucose (Gentiobiose) and of 2-Acetamido-6-O-(2-Acetamido-2-deoxy-β-D-galactopyranosyl)-2-deoxy-D-galactose

Russell R. King C. T. Bishop

Year: 1975 Journal: Canadian Journal of Chemistry Vol: 53 (13)Pages: 1970-1972 Publisher: NRC Research Press

DOI: 10.1139/v75-274

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Abstract

The condensation of acetohalogeno sugars with unblocked benzyl hexopyranosides gave the 1 → 6 linked disaccharides exclusively and in good yield. The utility of this "open" synthesis was demonstrated by preparation of 6-O-β-D-glucopyranosyl-D-glucose (gentiobiose) and of a new disaccharide, 2-acetamido-6-O-(2-acetamido-2-deoxy-β-D-galactopyranosyl)-2-deoxy-D-galactose.

Keywords:

Chemistry Disaccharide Yield (engineering) Galactose Stereochemistry Organic chemistry

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A Facile Route to 1 → 6 Linked Disaccharides: Syntheses of 6-O-β-D-Glucopyranosyl-D-glucose (Gentiobiose) and of 2-Acetamido-6-O-(2-Acetamido-2-deoxy-β-D-galactopyranosyl)-2-deoxy-D-galactose

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