Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 14803011, compound

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Reaction Conditions

Reaction Steps

A mixture of tetrahydro-2H-pyran-2-yl 2,3,4,6-tetra-O-benzyl-5-thio-D-glucopyranose (3.30 g, 5.15 mmol), pyridinium p-toluenesulfonate (518 mg, 2.06 mmol) and ethanol (58 mL) was stirred at 80° C. for two hours. The reaction mixture was cooled to room temperature and the solvent was concentrated. The obtained residue was dissolved in ethyl acetate. After this solution was washed with a saturated sodium bicarbonate aqueous solution and brine, it was dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to obtain 2,3,4,6-tetra-O-benzyl-5-thio-D-glucopyranose (2.89 g, quant) as a colorless crystal.

Provenance & Evidence