Imidazole → HCID 11121845, compound

Participants

Reaction Steps

Methyl (R)-(−)-3-hydroxy-2-methylpropionate (30.81 g; 260.8 mmol) (Aldrich) was dissolved in dichloromethane (300 mL, dried over molecular sieves). Imidazole (25.11 g; 365.1 mmol) (Aldrich) and tert-butyl-diphenylsilyl chloride (68.00 mL; 261.5 mmol) (Aldrich) were added and the mixture was stirred at room temperature for 6 hours. The reaction was diluted with additional dichloromethane (300 mL), washed with water (2×150 mL) and brine (1×150 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to yield methyl (R)-(−)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionate as an oil. (Yield 94.3 g).

Provenance & Evidence