Methyl 4-aminobenzoate → methyl 4-({4-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-(3-fluorophenyl)piperidin-1-yl]-4-oxobutanoyl}amino)benzoate

Participants

Reaction Steps

A mixed solution of 169 mg of 4-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-(3-fluorophenyl)piperidin-1-yl]-4-oxobutanoic acid, 54 mg of methyl 4-aminobenzoate, 61 mg of WSC/hydrochloride, 45 mg of HOBt, and 2.00 mL of DMF was stirred at room temperature for 2 hours, and a saturated aqueous sodium hydrogen carbonate solution was added thereto. It was extracted with ethyl acetate, and the organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to obtain 208 mg of methyl 4-({4-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-(3-fluorophenyl)piperidin-1-yl]-4-oxobutanoyl}amino)benzoate as a pale brown oily compound. ESI+: 696

Provenance & Evidence