Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055438Generated: October 31, 2026

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

https://huagongshe.com/reaction/1055438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-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)carbamateHCID 72713381—
SolventDichloromethaneHCID 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 trifluoroacetateHCID 7271277069%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394263B2
Source datasetuspto-grants-2016_07
ORD IDord-f4e83542d9c14a4aa5defa7c01b09c15
Source noteuspto-grants-2016_07