Abstract
A facile synthesis of lactosan hexaacetate (2) was described. 6-Acetamido-6-deoxylactose (9) was synthesized starting from 2 via hepta-O-acetyl-6-O-methylsulfonyl-β-lactose (3), benzyl hexa-O-acetyl-6-O-methylsulfonyl-fl-lactoside (4), and benzyl hexa-O-acetyl-6-azido-6-deoxy-il-lactoside (6), followed by catalytic reduction of compound (6), successive acetylation and deacetylation. Compound (9) did not show antibacterial activity against twenty microorganisms.
Methyl 6-acetamido-6-deoxy-β-lactoside (14) was also synthesized using the analogous synthetic route. Syntheses and properties of seven new lactose or lactoside derivatives were also described.
