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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7297Generated: October 25, 2026

Ethanol → tert-Butyl 2-(3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)butanoate

https://huagongshe.com/reaction/7297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDiisopropylamineHCID 7912—
Reactanttert-Butyl(2R)-2-((3R)-3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)propanoateHCID 69222335—
CatalystPalladiumHCID 23938—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 2-(3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)butanoateHCID 22017281—

Reaction Steps

A mixture of Intermediate 112 [Mixture 1] (0.051 g), 10% palladium on carbon (0.01 g) and ethanol (5 ml) was stirred under an atmosphere of hydrogen for 18 h. The reaction mixture was filtered through Celite™ and the filtrate was concentrated under reduced pressure to give a yellow gum. The gum (0.034 g) in DCM (2 ml) was treated with 6-chloronaphthylsulphonyl chloride1 (0.04 g) and N,N-diisopropylamine (0.073 ml) and stirred at room temperature for 24 h. The mixture was washed with water and concentrated under reduced pressure to yield an oil which was partially purified using SPE (silica, eluting with cyclohexane:ethyl acetate 1:1) to give the title compound (0.043 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084139B2
Source datasetuspto-grants-2006_08
ORD IDord-11adef3129b84f0b94db91599fbd1023
Source noteuspto-grants-2006_08