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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452857Generated: October 26, 2026

(3S)-(+)-1-Benzyl-3-aminopyrrolidine → (2S)-1,1,1-trifluoropropan-2-yl [(3S)-1-benzylpyrrolidin-3-yl]carbamate

https://huagongshe.com/reaction/452857

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3S)-(+)-1-Benzyl-3-aminopyrrolidineHCID 1519353—
Reactant4-nitrophenyl (2S)-1,1,1-trifluoropropan-2-yl carbonateHCID 68756210—
SolventChloroformHCID 6212—
Product(2S)-1,1,1-trifluoropropan-2-yl [(3S)-1-benzylpyrrolidin-3-yl]carbamateHCID 68029098—

Reaction Steps

To a solution of 4-nitrophenyl (2S)-1,1,1-trifluoropropan-2-yl carbonate (2.20 g) in CHCl3 (30 ml) was added (3S)-1-benzylpyrrolidin-3-amine (1.39 g) at room temperature. The resulting mixture was refluxed for 2 hours and then cooled to room temperature. The mixture was purified with silica gel column chromatography (eluent:hexane/EtOAc=1/0˜0/1) to give (2S)-1,1,1-trifluoropropan-2-yl [(3S)-1-benzylpyrrolidin-3-yl]carbamate as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492397B2
Source datasetuspto-grants-2013_07
ORD IDord-fb99d7c7f2aa482583af9d293dacc413
Source noteuspto-grants-2013_07