Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748280Generated: October 30, 2026

Trifluoroacetic acid → HCID 67234992, compound

https://huagongshe.com/reaction/1748280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant1H-Indole-2,6-dicarboxylic acid, 1-[(1S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-methylpropyl]-, 2,6-diethyl esterHCID 67235550—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
ProductHCID 67234992HCID 6723499246%

Reaction Steps

To a solution of diethyl 1-{(2S)-4-[(tert-butoxycarbonyl)amino]butan-2-yl}-1H-indole-2,6-dicarboxylate (891 mg, 2.1 mmol) in CH2Cl2 (4 mL) is added TFA (3 mL). The mixture is stirred at room temperature for 1 h then the solvent is evaporated. To a solution of the residue in ethanol (10 mL) is added K2CO3 (854 mg, 6.2 mmol). The reaction mixture is refluxed for 4 h with vigorous stifling. EtOAc is added and the organic layer is washed with water, brine, dried (MgSO4) and concentrated to afford crude compound which is purified by flash column chromatography using EtOAc in hexanes then methanol in CH2Cl2 to afford the title compound (269 mg, 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150577B2
Source datasetuspto-grants-2015_10
ORD IDord-bac733a44370436a825fa64c10f3c4ff
Source noteuspto-grants-2015_10