Potassium Carbonate → HCID 86622359, compound

Participants

Reaction Steps

Step BF (7): To a suspension of benzyl (2S,3S)-4-bromo-1-(3,5-dichlorophenyl)-3-hydroxybutan-2-ylcarbamate (100 mg, 224 umol) in MeOH (2.4 mL) was added K2CO3 (12 mg). The reaction was stirred vigorously overnight. Solvents were removed in vacuo, and the residue partitioned between EtOAc and water three times. The combined organic layers were dried over MgSO4 and concentrated in vacuo to afford the solid benzyl (S)-2-(3,5-dichlorophenyl)-1-((S)-oxiran-2-yl)ethylcarbamate (78.9 mg, 97% yield). 1H NMR (DMSO-d6) δ 7.08-7.55 (m, 9H) 4.99 (d, J=12.8 Hz, 1H) 4.89 (d, J=12.8 Hz, 1H) 3.60-3.78 (m, 1H) 2.89-3.06 (m, 2H) 2.60-2.79 (m, 3H).

Provenance & Evidence