Abstract
Isomaltose and isomatoltriose were synthesized unequivocally by condensation of 2-0-benzyl-3, 4, 6-tri-O-p-nitrobenzoyl-α-D-glucopyranosyl bromide (I) with 1, 2, 3, 4-tetra-Oacetyl-, β-D-glucopyranose (II) and with O-(2, 3, 4-tri-O-acetyl-α-D-glucopyranosyl)-(1→6)-1, 2, 3, 4-tetra-O-acetyl-β-n-glucopyrancse (V), respectively, in the presence of mercuric cyanide, followed by the conventional removal of the blocking groups. Concurrent formation of theβ-isomers was less than 30% of the corresponding a-linked oligosaccharides, and these concomitants were readily eliminated by column chromatography. The chromatographic behavior of these oligosaccharides are also described.
