Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103397Generated: October 31, 2026

Benzyl 4-({(3S)-3-[(tert-Butoxycarbonyl)amino]pyrrolidin-1-yl}carbonyl)piperidine-1-carboxylate → tert-butyl [(3S)-1-(piperidin-4-ylcarbonyl)pyrrolidin-3-yl]carbamate

https://huagongshe.com/reaction/2103397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 4-({(3S)-3-[(tert-Butoxycarbonyl)amino]pyrrolidin-1-yl}carbonyl)piperidine-1-carboxylateHCID 57803376—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttert-butyl [(3S)-1-(piperidin-4-ylcarbonyl)pyrrolidin-3-yl]carbamateHCID 57803247100.9%

Reaction Steps

A mixture of benzyl 4-({(3S)-3-[(tert-butoxycarbonyl)amino]pyrrolidin-1-yl}carbonyl)piperidine-1-carboxylate (7.5 g, 17 mmol) and palladium on carbon (800 mg, 8 mmol) in methanol (100 mL) was shaken under hydrogen at 50 psi overnight. The mixture was filtered through celite and the filtrate was concentrated to give 5.1 g of product as a white solid. MS (M+H) 298.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576089B2
Source datasetuspto-grants-2009_08
ORD IDord-5f6d1a4dabaa435e9eb55bb42fc3c753
Source noteuspto-grants-2009_08