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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 362074Generated: October 26, 2026

Trifluoroacetic acid → (2S,4S)-2-[4-(2-Hydroxyethyl)-1-piperazinylcarbonyl]-4-mercapto-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

https://huagongshe.com/reaction/362074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTrifluoromethanesulfonic acidHCID 62406—
Reactant(2S,4S)-2-[4-(2-hydroxyethyl)piperazinylcarbonyl]-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)pyrrolidineHCID 15282196—
SolventAnisoleHCID 7519—
Product(2S,4S)-2-[4-(2-Hydroxyethyl)-1-piperazinylcarbonyl]-4-mercapto-1-(4-nitrobenzyloxycarbonyl)pyrrolidineHCID 15282197168.1%

Reaction Steps

2.8 ml of trifluoroacetic acid and 91 μl of trifluoromethanesulfonic acid were added, whilst ice-cooling, to a solution of 288 mg of (2S,4S)-2-[4-(2-hydroxyethyl)-1-piperazinylcarbonyl]-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)pyrrolidine in 580 μl of anisole, and the resulting mixture was stirred at room temperature for 1 hour. At the end of this time, the solvent was removed by distillation under reduced pressure, and the resulting residue was washed with diethyl ether by decantation and dried in vacuo, to give 380 mg of the title compound, as a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05866564
Source datasetuspto-grants-1999_02
ORD IDord-27cff5443a1348ac893719ea32a66423
Source noteuspto-grants-1999_02