Abstract
Methyl 2, 5-di-O-p-nitrobenzoyl-β-D-ribofuranoside was prepared via methyl 2, 3-O-ethoxyethylidene-β-D-ribofuranoside from D-ribose. It was condensed with 3, 4, 6-tri-O-acetyl-2-deoxy-2-(2', 4'-dinitroanilino)-α-D-glucopyranosyl bromide and 3, 4-di-O-acetyl-2, 6-dideoxy-2-(2', 4'-dinitroanilino)-6-phthalimido-α-D-glucopyranosyl bromide by a modified Königs-Knorr reaction to give neobiosamine analogs. The condensation reaction gave α-glucosides as the minor product, and the corresponding β-glucoside as the major product.
