Abstract: l-O-Aroyl-β-D-glucopyranose tetraacetates (Ⅰ-Ⅶ) were obtained by the condensation of tetra-O-acetyl-α-ZJ-glucopyranosyl bromide with aromatic acids in K₂CO₃-Me₂CO　at room temperature. Exclusive production of β-D-anomers was confirmed by measurement of their specific rotation and also by observing their 1R　and NMR　spectra. Reaction of α-acetobromoglucose with methyl o- or p-hydroxybenzoate in aq. KOH-Me₂CO　gives the corresponding β-D-glucopyranoside(Ⅶ-Ⅷ). Control of the stereochemistry in obtaining α-D-anomers (Ⅷ-Ⅸ) could also be satisfactorily achieved by employing penta-O-acetyl-D-glucopyranose and methyl o-or p-hydroxybenzoate in ZnG₂-AcOH-Ac₂O.

Key words: l-O-Aroyl-β-D-glucopyranose tetraacetate, Methyl salicylate-D-glucopyranoside, Methyl p-hydroxybenzoate-D-glucopyranoside