Acetic Acid → (2R,3R,4S,5S,6R)-2-(3-bromo-5-(4-ethylbenzyl)-4-methylthiophen-2-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Reaction Steps

To a suspension of acetate (56) (200 mg, 0.320 mmol) in MeOH (5 mL) was added NaOMe (25 wt % in MeOH, 0.1 mL) at room temperature. The mixture was stirred at room temperature for 1 hr. Glacial AcOH was added to the mixture to acidify the mixture. The mixture was concentrated under reduced pressure. The residue was purified by prep HPLC (C18) to provide the title compound 58 (80 mg, 55%).

Provenance & Evidence