Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid | HCID 853605 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178453621 | HCID 178453621 | 145.7% |
Reaction Steps
To a mixture of 4-(t-butoxycarbonylaminomethyl)benzoic acid (3.77 g), L-phenylalamine amide hydrochloride (3.01 g), triethylamine (2.25 g) and dry dichloromethane (100 ml) 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (3.16 g) was added, under ice-cooling, and after cooling for 2 hours, the mixture was stirred under room temperature for 2 hours. The solvent was evaporated under a reduced pressure, water was added to the residue to effect powdering, and the powder was collected by filtration. The powder was washed with 10% aqueous citric acid, water, 5% aqueous sodium hydrogen carbonate, and then water, in this order, followed by drying, to give N-[4-(t-butoxycarbonylaminomethyl)benzoyl]-L-phenylalamine amide (I) (4.41 g). The structure was confirmed by NMR spectrum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04954512 |
|---|
| Source dataset | uspto-grants-1990_09 |
|---|
| ORD ID | ord-cad5ce444ef94dcca8029c54fd7dedeb |
|---|
| Source note | uspto-grants-1990_09 |
|---|