HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Z-Phe-ONp
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyloxycarbonyl-L-phenylalanine | HCID 70878 | — |
| Reactant | 2-p-Nitrophenyloxycarbonyloxyimino-2-cyanoacetic acid amide | HCID 54359964 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Z-Phe-ONp | HCID 151025 | 59.3% |
Reaction Steps
To a solution of N-benzyloxycarbonyl-L-phenyl alanine (0.6 g) and triethylamine (0.28 ml) in dry tetrahydrofuran (12 ml), 2-p-nitrophenyloxycarbonyloxyimino-2-cyanoacetic acid amide (0.6 g) is added, and the resulting mixture is stirred at room temperature for 1.5 hours. The reaction mixture is admixed with water and extracted with ethyl acetate. The organic layer is washed with an aqueous solution of sodium chloride, dried and concentrated. The residue is recrystallized from an ethanol-petroleum ether mixture to give N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester (0.5 g) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03976635 |
| Source dataset | uspto-grants-1976_08 |
| ORD ID | ord-a8a5f0dd095d4edda4bdcca9c0cc71d2 |
| Source note | uspto-grants-1976_08 |