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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1720481Generated: October 31, 2026

Triethylamine → (2S)-1-(t-Butoxycarbonyl)-2-[1-hydroxy-2-(4-nitrophenylthio)-ethyl]pyrrolidine

https://huagongshe.com/reaction/1720481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-NitrobenzenethiolHCID 15809—
Reactanttert-butyl (2S)-2-(oxiran-2-yl)pyrrolidine-1-carboxylateHCID 15297813—
SolventMethanolHCID 887—
Product(2S)-1-(t-Butoxycarbonyl)-2-[1-hydroxy-2-(4-nitrophenylthio)-ethyl]pyrrolidineHCID 2286006277%

Reaction Steps

4-Nitrothiophenol (1.21 g) and triethylamine (0.91 ml) were added to (2S)-1-(t-butoxycarbonyl)-2-(1,2-epoxyethyl)-pyrrolidine (1.39 g) as obtained in Example 1-A) in methanol (50 ml), and the mixture was stirred for 2 hours under reflux. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography (eluate : hexane-ethyl acetate) to give 1.85 g of the title compound. B) (2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-[1-hydroxy-2-(4-nitrophenylthio)ethyl]pyrrolidine

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05506256
Source datasetuspto-grants-1996_04
ORD IDord-cc75a27a8f2b4004a3eab8bb1cc5d183
Source noteuspto-grants-1996_04