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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268613Generated: October 29, 2026

Trifluoroacetic acid → N-((2R)-2-methylamino-3-phenylpropyl)methansulfonamide

https://huagongshe.com/reaction/1268613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-((1R)-1-Benzyl-2-((methylsulfonyl)amino)ethyl)-N-methylcarbamic acid tert-butylesterHCID 54199950—
SolventDichloromethaneHCID 6344—
ProductN-((2R)-2-methylamino-3-phenylpropyl)methansulfonamideHCID 54473398101.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

At 0° C., trifluoroacetic acid (5 ml) was added to a solution of N-((1R)-1-benzyl-2-((methylsulfonyl)amino)ethyl)-N-methylcarbamic acid tert-butylester (913 mg, 2.67 mmol) in dichloromethane (5 ml). The reaction mixture was stirred for 15 min at 0° C. The solvent was removed in vacuo without warming. The residue was dissolved in dichloromethane (50 ml) and the solvent was removed in vacuo. The latter procedure was repeated two times. The crude product was purified by flash chromatography on silica (20 g), using dichloromethane/methanol/25% aqueous ammonia as eluent, to give 658 mg of N-((2R)-2-methylamino-3-phenylpropyl)methansulfonamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555570B2
Source datasetuspto-grants-2003_04
ORD IDord-87d4ea4c84cc44acb9e47fadc08f451f
Source noteuspto-grants-2003_04