HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (S)-N-[(S)-9-(6-Bromo-2-methoxy-naphthalen-1-ylmethyl)-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-2-methylamino-propionamide trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl (S)-1-((S)-5-((6-bromo-2-methoxynaphthalen-1-yl)methyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylamino)-1-oxopropan-2-yl(methyl)carbamate | HCID 72713381 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-N-[(S)-9-(6-Bromo-2-methoxy-naphthalen-1-ylmethyl)-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-2-methylamino-propionamide trifluoroacetate | HCID 72712770 | 69% |
Reaction Steps
TFA (1.48 g, 1 mL, 13.0 mmol, Eq: 153) was added to a solution of tert-butyl (S)-1-((S)-5-((6-bromo-2-methoxynaphthalen-1-yl)methyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylamino)-1-oxopropan-2-yl(methyl)carbamate (52 mg, 84.9 μmol, Eq: 1.00) in DCM and at 0° C. After 1 h the mixture was concentrated and the residue was triturated with Et2O to afford the title compound (30 mg, 58.5 μmol, 69.0%) as a light brown solid. MS m/z (MH+) 363.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394263B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-f4e83542d9c14a4aa5defa7c01b09c15 |
| Source note | uspto-grants-2016_07 |