Imidazole → HCID 86685119, compound

Participants

Reaction Steps

To a solution of (2S,3R,4S,5S,6R)-2-[4-chloro-3-[ (4-ethoxy-2,3-difluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol 23g (9.02 g, 18.95 mmol) in dichloromethane (150 mL) were added tert-butyldimethylsilyl chloride (4.29 g, 28.43 mmol), imidazole (2.58 g, 37.9 mmol) and N,N-dimethylaminopyridine (0.23 g, 1.9 mmol) in turn at 0° C. The mixture was stirred at room temperature for 3 hours, and then washed with water (100 mL×3) and saturated aqueous sodium chloride (100 mL) in turn. The resulting mixture was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the title compound 23h as a yellow solid (12.0 g, 100%). This material was not further purified.

Provenance & Evidence