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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612459Generated: October 31, 2026

Trifluoroacetic acid → (3R,5S)-5-((S)-1-Amino-2-phenylethyl)-3-methyldihydrofuran-2-one

https://huagongshe.com/reaction/1612459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant[(S)-1-(4-Methyl-5-oxo-tetrahydrofuran-2-yl)-2-phenylethyl]carbamic acid t-butyl esterHCID 57181317—
SolventDichloromethaneHCID 6344—
Product(3R,5S)-5-((S)-1-Amino-2-phenylethyl)-3-methyldihydrofuran-2-oneHCID 68679802—

Reaction Steps

A solution of [(S)-1-(4-methyl-5-oxo-tetrahydrofuran-2-yl)-2-phenylethyl]-carbamic acid t-butyl ester (synthesis described in Journal of Organic Chemistry (1986) 51(21), 3921) (2 g, 6.27 mmol) in DCM (40 ml) was treated with trifluoroacetic acid (5 ml) for 2 h. The solvent was evaporated under reduced pressure, the residue dissolved in DCM, washed with aqueous sodium bicarbonate and dried (Na2SO4). The solvent was evaporated to afford the title compound (D48) as a pale yellow solid (1.25 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06992103B2
Source datasetuspto-grants-2006_01
ORD IDord-003e79046c824b90bdeec62deccfb6eb
Source noteuspto-grants-2006_01