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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1088618Generated: October 26, 2026

Triethylamine → N-(4-trifluoromethylphenylcarbamoyl)-L-phenylalanine benzyl ester

https://huagongshe.com/reaction/1088618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(Trifluoromethyl)phenyl isocyanateHCID 73768—
ReactantL-phenylalanine benzyl ester p-toluenesulfonateHCID 12636207—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-trifluoromethylphenylcarbamoyl)-L-phenylalanine benzyl esterHCID 5442819191.6%

Reaction Steps

To a solution of L-phenylalanine benzyl ester p-toluenesulfonic acid salt (1.71 g) and triethylamine (405 mg) in dry tetrahydrofuran (30 ml), which was cooled to 0° C., was added 4-trifluoromethylphenyl isocyanate (748 mg). The mixture was stirred at the same temperature for 30 minutes. After evaporation of the solvent, the residue was washed with 5% hydrochloric acid, saturated sodium bicarbonate solution and water successively, dried over magnesium sulfate and concentrated under reduced pressure to give N-(4-trifluoromethylphenylcarbamoyl)-L-phenylalanine benzyl ester (1.62 g) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04963530
Source datasetuspto-grants-1990_10
ORD IDord-9e07f584d54b421cb1172481ff142a7f
Source noteuspto-grants-1990_10