Imidazole → HCID 22951510, compound

Participants

Reaction Steps

To a solution of 10 (700 mg, 1.89 mmol), DMAP (58 mg, 0.48 mmol), and imidazole (192 mg, 2.82 mmol) in methylene chloride (11 mL) was added t-butyldiphenylsilyl chloride (670 mg, 2.45 mmol). After 4.5 h, saturated ammonium chloride (15 mL) was added, the phases were separated, the aqueous layer was extracted with methylene chloride (2×15 mL), the combined organic layers were dried (magnesium sulfate), filtered, concentrated, and chromatographed on a 22 cm tall×26 mm diameter silica gel column eluting with 40% ethyl acetate in hexane to afford 11 (951 mg, 83%).

Provenance & Evidence