HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → n-[(1,3-Dimethylindole-2-carbonyl)valinyl]-3-amino-4-oxo-5-(2'6'-dichlorobenzyloxy)pentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | N-[(1,3-dimethylindole-2-carbonyl)valinyl]-3-amino-4-oxo-5-(2'6'-dichlorobenzyloxy)pentanoic Acid, T-Butyl Ester | HCID 86584003 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Anisole | HCID 7519 | — |
| Product | n-[(1,3-Dimethylindole-2-carbonyl)valinyl]-3-amino-4-oxo-5-(2'6'-dichlorobenzyloxy)pentanoic acid | HCID 22942386 | 76.1% |
Reaction Steps
A solution of N-[(1,3-Dimethylindole-2-carbonyl)valinyl]-3-amino-4-oxo-5-(2′,6′-dichloro-benzyloxy)pentanoic acid, t-butyl ester (49 mg) in anisole (0.2 mL) and methylene chloride (2 mL) was treated with TFA (1 ml) and stirred for 30 minutes under a nitrogen atmosphere at room temperature. The resultant solution was concentrated and chased with methylene chloride to give a white solid as the crude product. The crude product was triturated with ether to yield the title product as a white powder (34 mg). MS(EI) for C28H31Cl2N3O6; MH+=576/578; (MH)−=574/576.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610683B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-af5953de05b544e38884f9a406e6328d |
| Source note | uspto-grants-2003_08 |