HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-[(1-Phenylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | N-[(1-Phenylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic Acid, t-Butyl Ester | HCID 86584008 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Anisole | HCID 7519 | — |
| Product | N-[(1-Phenylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic Acid | HCID 22942392 | 72.7% |
Reaction Steps
A solution of N-[(1-phenylindole-2-carbonyl)valinyl]-3-amino-4-oxo-5-fluoropentanoic acid, t-butyl ester (154 mg) in anisole (0.2 mL) and methylene chloride (2 mL) was treat d with TFA (1 mL), and the resultant reaction mixture was stirred for one hour under nitrogen atmosphere at room temperature. The reaction mixture was concentrated and chased with methylene chloride, then triturated with ether to yield the title product as white powder (100 mg). TLC (methylene chloride/methanol/acetic acid, 20:1:1): Rf=0.38, MS for C25H26FN3O5: MH+=468; (M−H)+=466.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06489353B2 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-25d58355060f460f94b56480706a7f9a |
| Source note | uspto-grants-2002_12 |