HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-(t-butoxycarbonyl)-L-homophenylalaninamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (2S)-2-(((tert-butoxy)carbonyl)amino)-4-phenylbutanoic acid | HCID 7018726 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(t-butoxycarbonyl)-L-homophenylalaninamide | HCID 21339350 | 78% |
Reaction Steps
NH4OH (4 mL) was added to a premixed (15 min) solution of N-(t-butoxycarbonyl)-L-homophenylalanine (4.00 g, 14.3 mmol), EDC (3.24 g, 17.2 mmol), and HOBT (2.32 g, 17.2 mmol) in DMF (20 mL) at room temperature. After 16 h the reaction mixture was diluted with CH2Cl2 and filtered, washed sequentially with 10% aqueous HCI, satd. NaHCO3, H2O (×3), brine, dried over Na2SO4, and concentrated giving N-(t-butoxycarbonyl)-L-homophenylalaninamide (3.10 g, 78%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06608057B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-2af8ac02096b49868fb99442e48401a3 |
| Source note | uspto-grants-2003_08 |