Potassium Hydroxide → HCID 91243547, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(tert-butyl((1R)-1-benzyl-1-methyl-2-oxoethyl)carbamate (Intermediate XLIX, 1 g, 3.80 mmol) in acetonitrile (15 mL) was added 6 drops water, trimethylsulfonium iodide (775 mg, 3.80 mmol) and potassium hydroxide (511 mg, 9.11 mmol). The reaction was stirred at 60° C., sealed, for 1.5 h, additional trimethylsulfonium iodide (775 mg, 3.80 mmol) and potassium hydroxide (511 mg, 9.11 mmol) were added and the reaction was stirred at 60° C., sealed, for 3 h. the reaction mixture was diluted with EtOAc, washed with sat'd aq NaHCO3, brine, dried over sodium sulfate, and concentrated in vacuo to provide tert-butyl((1R)-1-methyl-1-oxiran-2-yl-2-phenylethyl)carbamate as an oil. MS (ES, M+H) 278.

Provenance & Evidence