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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279318Generated: November 1, 2026

4-[{(N-(benzyloxycarbonyl)glycyl)amino}methyl]1-(tert-butoxycarbonyl)piperidine → tert-Butyl 4-((2-aminoacetamido)methyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/279318

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[{(N-(benzyloxycarbonyl)glycyl)amino}methyl]1-(tert-butoxycarbonyl)piperidineHCID 11711169—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttert-Butyl 4-((2-aminoacetamido)methyl)piperidine-1-carboxylateHCID 1170176092%

Reaction Steps

A solution of 4-[{(N-(benzyloxycarbonyl)glycyl)amino}methyl]-1-(tert-butoxycarbonyl)piperidine (6.26 g, 15.4 mmol) in methanol (100 mL) was hydrogenated at 1 atm in the presence of 5% palladium on charcoal (620 mg) at room temperature for 7 h. The catalyst was removed by filtration through Celite and the combined filtrate was concentrated to afford 4-{(glycylamino)methyl}-1-(tert-butoxycarbonyl)piperidine (3.84 g, 92%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362177B1
Source datasetuspto-grants-2002_03
ORD IDord-ed3ab0285f92443db35ddbfd3a8d494f
Source noteuspto-grants-2002_03