Conversion of Cellobiose into Lactose

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Benzyl 2, 3, 6-tri-O-acetyl-4-O-(2, 3-di-O-acetyl-4, 6-di-O-methylsulfonyl-β-D-glucopyrano-syl)-β-D-glucopyranoside (VI) was prepared from α-cellobiose octaacetate. Displacement of the sulfonyl esters of VI with acyloxy-groups in N, N-dimethyl formamide in the presence of sodium benzoate gave 4-0-β-D-galactopyranosyl-D-glucopyranose derivative (lactose derivative). Elimination of blocking groups of the derivative yielded lactose hydrate (IX), though the overall yield of lactose from cellobiose octaacetate was less than 2%.

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