Diphosgene → HCID 58615498, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-{(S)-2-[2-amino-2-(3-fluoro-4-methoxy-phenyl)-acetylamino]-3-phenyl-propionylamino}-thiazole-4-carboxylic acid methyl ester (0.335 g, 0.688 mmol) and diisopropylethylamine (0.48 mL, 2.75 mmol) in tetrahydrofuran (10 mL) was added to a solution of diphosgene (0.057 mL, 0.48 mmol) in a mixture of toluene (10 mL) and tetrahydrofuran (10 mL) over 10 minute at 0° C. The mixture was stirred at 0° C. for 15 minutes and then diluted with ethyl acetate. The mixture was washed with water, brine and dried over sodium sulfate. Evaporation of the solvents and purification of the residue by chromatography over silica gel eluted with 3:97 methanol/dichloromethane gave 2-{(S)-2-[4-(3-fluoro-4-methoxy-phenyl)-2,5-dioxo-imidazolidin-1-yl]-3-phenyl-propionylamino}-thiazole-4-carboxylic acid methyl ester (0.28 g, 79%).

Provenance & Evidence