Ethyl chloroformate → HCID 69585130, compound

Participants

Reaction Conditions

Reaction Steps

To an ice cold reaction mixture containing compound 103 (0.358 g, 0.9 mmol) and TEA (0.224 mL, 1.8 mmol) in dichloromethane (5 mL) was added ethyl chloroformate (0.18 mL, 1.8 mmol). The mixture was stirred at 0° C. for 30 min and then at room temperature for 1 h. After removal of solvent, 10% citric acid was added and the organic phase was separated and dried over MgSO4. After removing the solvent under reduced pressure, the resulting residue was treated with 50% trifluoroacetic acid in dichloromethane at room temperature for 30 min. After removing the solvent under reduced pressure, the resulting residue was purified by reverse phase preparative HPLC to afford 208 mg of the title compound. 1H NMR (CD3OD, 400 MHz): 1.35 (t, 6H), 1.45 (s, 3H), 3.08 (dd, 2H), 3.80 (s, 3H), 4.28 (q, 4H), 5.83 (dd, 2H), 7.12–7.24 (m, 3H). MS (ESI) m/z 443.28 (M+H+).

Provenance & Evidence