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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366209Generated: October 28, 2026

Trifluoroacetic acid → 1,1-dimethyl-2-((2R)-2-methylamino-3-phenylpropionylamino)ethyl acetate

https://huagongshe.com/reaction/366209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-((2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-phenylpropionylamino)-1,1-dimethylethyl acetateHCID 53795194—
SolventDichloromethaneHCID 6344—
Product1,1-dimethyl-2-((2R)-2-methylamino-3-phenylpropionylamino)ethyl acetateHCID 5417768597%

Reaction Conditions

Temperature0 °C

Reaction Steps

2-((2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-phenylpropionylamino)-1,1-dimethylethyl acetate (426 mg, 1.1 mmol) was dissolved in dichloromethane (2 ml) and cooled to 0° C. Trifluoroacetic acid (2 ml) was added and the reaction mixture was stirred for 15 min at 0° C. The solvent was removed in vacuo at 20° C. The residue was dissolved in dichloromethane (50 ml) and the solvent was removed in vacuo. This latter procedure was repeated two times. The crude product was purified by flash chromatography on silica (45 g), using dichloromethane/methanol/25% aqueous ammonia (100:10:1) as eluent, to give 312 mg of 1,1-dimethyl-2-((2R)-2-methylamino-3-phenylpropionylamino)ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127391
Source datasetuspto-grants-2000_10
ORD IDord-f0dba97a43de46c595b996e228a56759
Source noteuspto-grants-2000_10