Boronic acid, B-[4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-3,5-difluorophenyl]- → 3,5-Difluoro-4-(hydroxymethyl)phenylboronic acid

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Reaction Conditions

Reaction Steps

[4-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-3,5-difluorophenyl]boronic acid (19.3 g, 63.9 mmol; crude material, prepared by the method of Hattori, Bioorg. Med. Chem. 2006, 14, 3258-3262) was dissolved in 400 mL aqueous acetic acid (66%) and stirred at 40° C. for 5 h. The solution was then evaporated under reduced pressure, and the residue was purified by flash chromatography over silica gel (gradient elution from 0% to 2% methanol in dichloromethane) to give 3.46 g (25% of th., LC-MS purity 87%) of the title compound.

Provenance & Evidence