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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5083Generated: October 28, 2026

Hydrochloric Acid → (2S, 4S)-4-(4-Methoxybenzylthio)-2-methoxycarbonylpyrrolidine

https://huagongshe.com/reaction/5083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
Reactant(2S, 4S)-1-(t-butoxycarbonyl)-4-(4-methoxybenzylthio)-2-methoxycarbonylpyrrolidineHCID 86745654—
SolventEthyl AcetateHCID 8857—
Product(2S, 4S)-4-(4-Methoxybenzylthio)-2-methoxycarbonylpyrrolidineHCID 1520041185.7%

Reaction Steps

27.3 ml of a 4N ethyl acetate solution of hydrogen chloride were added, whilst ice-cooling, to a solution of 5.22 g of (2S, 4S)-1-(t-butoxycarbonyl)-4-(4-methoxybenzylthio)-2-methoxycarbonylpyrrolidine [prepared as described in step (8) above] dissolved in 14 ml of ethyl acetate, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was then poured into a saturated aqueous solution of sodium bicarbonate and extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, to give 3.3 g of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05242914
Source datasetuspto-grants-1993_09
ORD IDord-6acb4cb55a2a48bf83975baefbb5272b
Source noteuspto-grants-1993_09