Potassium Carbonate → HCID 118114363, compound

Participants

Reaction Steps

To a stirred solution of (S)-tert-butyl ((3-hydroxyphenyl)(phenyl)methyl)-carbamate (I8, 1 g, 3.34 mmol) in DMF (9.4 mL) at 0° C. under nitrogen was added K2CO3 (0.693 g, 5.01 mmol) followed by methyl 2-(chloromethyl)oxazole-4-carboxylate (0.586 g, 3.34 mmol). After 10 minutes at 0° C., the reaction was allowed to warm to room temperature and the stirring was maintained for 21 h. The reaction mixture was then partitioned between water (10 mL) and ethyl acetate (10 mL). The aqueous phase was extracted with ethyl acetate (2×20 mL) and the combined organic phases were dried over MgSO4, filtered then concentrated in vacuo to give the title compound (1.66 g) as an off-white solid. The residue was taken on to the next step without further purification. LCMS (Method 1): [MH+]=439 at 4.22 min.

Provenance & Evidence