HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(4-trifluoromethylphenylcarbamoyl)-L-phenylalanine benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(Trifluoromethyl)phenyl isocyanate | HCID 73768 | — |
| Reactant | L-phenylalanine benzyl ester p-toluenesulfonate | HCID 12636207 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(4-trifluoromethylphenylcarbamoyl)-L-phenylalanine benzyl ester | HCID 54428191 | 91.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04963530 |
| Source dataset | uspto-grants-1990_10 |
| ORD ID | ord-9e07f584d54b421cb1172481ff142a7f |
| Source note | uspto-grants-1990_10 |