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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929779Generated: October 30, 2026

[(R)-1-((R)-1-Benzyl-pyrrolidin-3-ylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester → [(R)-1-((R)-Pyrrolidin-3-ylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1929779

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[(R)-1-((R)-1-Benzyl-pyrrolidin-3-ylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl esterHCID 67022985—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
Product[(R)-1-((R)-Pyrrolidin-3-ylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl esterHCID 58024990—

Reaction Steps

To a solution of [(R)-1-((R)-1-benzyl-pyrrolidin-3-ylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester in ethanol under an inert atmosphere of argon is added palladium hydroxide on carbon. The reaction mixture is purged with nitrogen and placed under an atmosphere of hydrogen overnight. The mixture is filtered and the catalyst washed with ethanol. The organic portions are combined and concentrated in vacuo. The resulting brown oil is purified by column chromatography (Isolute™ Si, 2% MeOH in DCM) yield the title compound. MS (ES+) m/e 389.25 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188100B2
Source datasetuspto-grants-2012_05
ORD IDord-452736fb8eeb400e87a7116b7ce79684
Source noteuspto-grants-2012_05