HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 3-t-Butoxycarbonylamino-2-(RS)-[1-(4-cyanobenzyl)-1H-imidazol-5-yl]acetylamino-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-hydroxy-1,2,3-benzotriazin-4(3H)-one | HCID 73026 | — |
| Reactant | Methyl 2-amino-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate | HCID 3442239 | — |
| Reactant | 1-(4-Cyanobenzyl)imidazole-5-acetic acid | HCID 18433630 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-t-Butoxycarbonylamino-2-(RS)-[1-(4-cyanobenzyl)-1H-imidazol-5-yl]acetylamino-propionic acid methyl ester | HCID 67571752 | — |
Reaction Steps
To a solution of [1-(4-cyanobenzyl)-1H-imidazol-5-yl]acetic acid (607 mg, 1.64 mmol), 3-t-Butoxycarbonylamino-2(RS)-aminopropionic acid methyl ester (352 mg, 1.61 mmol), HOOBT (319 mg, 1.96 mmol), and triethylamine (0.54 ml, 3.87 mmol) in DMF (13 ml) at 0° C., was added EDC (2.67 g, 13.9 mmol). The reaction was stirred at room temperature for 18 hrs, diluted with EtOAc and the organic layer washed with sat. aq NaHCO3, brine, dried (Na2SO4). and the solvent evaporated in vacuo to afford the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05972984 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-5fb96b5ba6bb42ae81b72661a79b73d0 |
| Source note | uspto-grants-1999_10 |