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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109812Generated: November 1, 2026

Hydrochloric Acid → (2S,4S)-N-(2-phenylethyl)-1-allyloxycarbonyl-4-mercapto-2-pyrrolidinecarboxamide

https://huagongshe.com/reaction/1109812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhenethylamineHCID 1001—
Reactant(1S,4S)-5-allyloxycarbonyl-2-thia-5-azabicyclo[2.2.1]heptan-3-oneHCID 15227998—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(2S,4S)-N-(2-phenylethyl)-1-allyloxycarbonyl-4-mercapto-2-pyrrolidinecarboxamideHCID 57144107—

Reaction Steps

To a solution of (1S,4S)-5-allyloxycarbonyl-2-thia-5-azabicyclo[2.2.1]heptan-3-one (32.2 mg) in tetrahydrofuran (1 ml) was added 2-phenylethylamine (20.1 mg). The mixture was stirred for 4 hours at room temperature. After the reaction was over, 1N-hydrochloric acid (0.027 ml) was added thereto, and the mixture was diluted with ethyl acetate (2 ml) and dried over magnesium sulfate. Distillation of the solvent, followed by purifying the residue by silica gel chromatography, gave oily (2S,4S) -N-(2-phenylethyl)-1-allyloxycarbonyl-4-mercapto-2-pyrrolidinecarboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05322952
Source datasetuspto-grants-1994_06
ORD IDord-969520bccd934c569ba9e585db349b2e
Source noteuspto-grants-1994_06