Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 4-Amino-N-((1,1-dimethylethoxy)carbonyl)-L-phenylalanine methyl ester | HCID 11011855 | — |
| Reactant | Benzoic acid, 2-amino-5-(dimethylamino)-, methyl ester, hydrochloride (1:2) | HCID 66646350 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 86760630 | HCID 86760630 | 40.7% |
Reaction Steps
3 g of N-(t-butoxycarbonyl)-4-amino-L-phenylalanine methylester, 2.73 g of methyl 2-amino-5-(dimethylamino)benzoate dihydrochloride, 1.65 g of CDI (carbonyldiimidazole) and 50 mL of acetonitrile were stirred at room temperature. Then, 2.8 mL of triethylamine was added thereto and stirred at 60° C. overnight. After removing the solvent, the obtained residue was extracted with ethyl acetate, washed with water and saturated aqueous solution of sodium chloride and dried over magnesium sulfate. After removing the solvent, the obtained residue was purified with silica gel column chromatography to obtain 2 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07345049B2 |
|---|
| Source dataset | uspto-grants-2008_03 |
|---|
| ORD ID | ord-cb2cf685d27a4c709e667477bd48a996 |
|---|
| Source note | uspto-grants-2008_03 |
|---|
