1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Ethyl 1-(3-(2-(5,5-bis(2-methoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazol-3-yl)-4-hydroxyphenyl)propanoyl)piperidine-4-carboxylate

Participants

Reaction Steps

A mixture of 3-(2-(5,5-bis(2-methoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazol-3-yl)-4-hydroxyphenyl)propanoic acid (820 mg), ethyl piperidine-4-carboxylate (0.366 mL), WSC (497 mg), HOBt (350 mg), triethylamine (0.362 mL), and DMF (8 mL) was stirred overnight at room temperature. To the reaction mixture, water was added, followed by extraction with ethyl acetate. The extract was washed with brine and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (760 mg).

Provenance & Evidence