HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-[(3-Chloro-5-Fluoro-1-Methylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | N-[(3-chloro-5-fluoro-1-methylindole-2-carbonyl) valinyl]-3-amino-4-oxo-5-fluoropentanoic acid, t-butyl ester | HCID 86584006 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Anisole | HCID 7519 | — |
| Product | N-[(3-Chloro-5-Fluoro-1-Methylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic Acid | HCID 22942394 | 82.3% |
Reaction Steps
A solution of N-[(3-chloro-5-fluoro-1-methylindole-2-carbonyl)Valinyl]-3-amino-4-oxo-5-fluoropentanoic acid, t-butyl ester (682 mg) in anisole (1 mL) and methylene chloride (10 mL) was treated with TFA (5 mL), and the resultant reaction mixture was stirred for 45 minutes under a nitrogen atmosphere at room temperature. The reaction mixture was concentrated and chased with methylene chloride, then triturated with ether to afford the title product as a white powder (500 mg). MS (EI) for C20H22CIF2N3O5: MH+=458/460; (M−H)−=456/458.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610683B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-d9f171129456488c849635e4859ab136 |
| Source note | uspto-grants-2003_08 |