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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495805Generated: October 30, 2026

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

https://huagongshe.com/reaction/495805

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 dichloromethanelmethanol/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 numberUS06939880B2
Source datasetuspto-grants-2005_09
ORD IDord-44f41580167a430f8261f1ea0bbd8e86
Source noteuspto-grants-2005_09