Carbohydrate Research

Synthesis of thiolactose (4-S-β-d-galactopyranosyl-4-thio-d-glucopyranose)

LA Reed, L Goodman

Index: Reed, Lawrence A.; Goodman, Leon Carbohydrate Research, 1981 , vol. 94, p. 91 - 100

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Citation Number: 32

Abstract

Abstract The potential enzyme inducer, 4-S-β-d-galactopyranosyl-4-thio-d-glucopyranose, thiolactose (20), was synthesized via two routes. The intermediate, methyl 2, 3, 6-trio-O- benzoyl-4-S-cyano-4-thio-α-d-glucopyranoside (5), was obtained in high yield from methyl α- d-galactopyranoside. Reaction of the sodium salt of methyl 4-thio-α-d-glucopyranoside, derived from 5, with 2, 3, 4, 6-tetra-O-acetyl-α-d-galactopyranosyl bromide in ...