Pyridine → 3-[3-(2,4-Dichlorobenzyloxycarbonylamino)-4-methoxyphenyl]-2-isopropoxypropanoic acid

Participants

Reaction Steps

14 mg of Ethyl 3-(3-isocyanato-4-methoxyphenyl)-2-isopropoxypropanoate was dissolved in 1 ml of tetrahydrofuran, and 10 mg of 2,4-dichlorobenzyl alcohol and 5 μl of pyridine were added thereto, and the mixture was stirred at room temperature for 16 hours. The solvent was removed under a stream of nitrogen, and the residue was dissolved in 0.6 ml of ethanol, and 0.12 ml of 5N sodium hydroxide was added and stirred at room temperature for 1 hour. The reaction solution was diluted with 1 ml of water and 0.14 ml of 5N hydrochloric acid, and extracted with ethyl acetate. The organic layer was collected, and the solvent was removed under a stream of nitrogen. The residue was purified by HPLC using a reverse-phase column and a water-acetonitrile-trifluoroacetic acid elution solvent, to give 3.1 mg of the title compound.

Provenance & Evidence