Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Z-Phe-ONp | HCID 151025 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | HCID 21308260 | HCID 21308260 | — |
Reaction Steps
2-Phenylethylamine (577 mg, 4.8 mmol) was added to an ethyl acetate solution (50 ml) of N-benzyloxycarbonyl-L-phenylalanine 4-nitrophenyl ester (2.0 g, 4.8 mmol). The mixture was stirred at room temperature for 9 hours. After completion of the reaction, the reaction mixture was washed with a dilute aqueous solution of sodium hydroxide until washings became free from coloring, and then washed with water and saturated brine, and was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1.9 g of a condensate. The thus-obtained condensate (1.65 g, 4.3 mmol) was dissolved in a mixed solvent (100:1) of methanol-chloroform, and 10% palladium on carbon (1.65 g) was added to the solution. The mixture was stirred at room temperature for 1 hour in a hydrogen atmosphere. After completion of the reaction, the catalyst was separated by filtration, and the filtrate was concentrated under reduced pressure to obtain 1.13 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06110967 |
|---|
| Source dataset | uspto-grants-2000_08 |
|---|
| ORD ID | ord-ca6f97eba761430d837239d7bf01fca0 |
|---|
| Source note | uspto-grants-2000_08 |
|---|