Abstract
2-Acetamido-2-deoxy-3, 4, 6-tri-O-acetyl-β-D-glucosylamine (IV) was prepared by the hydrogenation of 2-acetamido-2-deoxy-3, 4, 6-tri-O-acetyl-β-D-glucosyl azide (III) which was obtained by the treatment of acetochloroglucosamine with NaN3 in formamide at 85°.IV was characterized by the acetylation as N-acetyl-2-acetamido-2-deoxy-3, 4, 6-tri-O-acetyl-β-D-glucosylamine (VI). IV in tetrahydrofuran or pyridine was condensed in the presence of dicyclohexylcarbodiimide with p-nitrobenzoic acid, isonicotinic acid, aceturic acid, hippuric acid and N-benzyloxycarbonyl glycine to yield the corresponding amides, followed by the removal of the protecting groups. N-(ρ-Aminobenzoyl)2-acetamido-2-deoxy-3, 4, 6-tri-O-acetyl-β-D-glucosylamine was obtained by the hydrogenation of the corresponding p-nitrobenzamido derivative over Adams'catalyst.
