HCID 67504646, compound → HCID 66894526, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-[(S)-3-(t-butyl-dimethyl-silanyloxy)-1-methoxycarbonyl-propylamino]-3-(2-chloro-phenoxy)-but-2-enoic acid ethyl ester (495 mg, 1.02 mmol) in acetonitrile (4 mL) was placed in a sealed microwave reaction tube and heated in a microwave reactor at 140° C. for 3 h. After this time, the mixture was cooled to room temperature and concentrated in vacuo with silica gel (2 g). Purification by Biotage flash chromatography (Aspire 40 g column, 16% ethyl acetate/hexanes to 50% ethyl acetate/hexanes) afforded (S)-4-(t-butyl-dimethyl-silanyloxy)-2-[4-(2-chloro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-butyric acid methyl ester (255 mg, 49% over two steps) as a golden oil: HR-ES-MS m/z calculated for C21H30NO5ClSi [M+Na]+ 462.1474, observed 462.1473.

Provenance & Evidence