Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825108Generated: October 25, 2026

(R)-Benzyl 3-((tert-butoxycarbonyl)(methyl)amino)pyrrolidine-1-carboxylate → tert-Butyl methyl((3R)-pyrrolidin-3-yl)carbamate

https://huagongshe.com/reaction/1825108

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-Benzyl 3-((tert-butoxycarbonyl)(methyl)amino)pyrrolidine-1-carboxylateHCID 58940619—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Producttert-Butyl methyl((3R)-pyrrolidin-3-yl)carbamateHCID 7019173—

Reaction Steps

To a stirred solution of benzyl (3R)-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine-1-carboxylate 34a (1.5 g, 5.17 mmole) in MeOH (10 ml) was added Pd(OH)2 on carbon (150 mg). The reaction mixture was under 1 atmosphere of H2 overnight, filtered through celite and concentrated, in vacuo. The residue obtained was used directly in the subsequent reaction without any further purification, vide infra. 1H NMR (300 MHz, CD3OD) δ 4.47 (1H, m), 3.20 (1H, m), 2.91 (2H, m), 2.76 (1H, m), 2.69 (3H, s), 1.89 (1H, m), 1.68 (1H, m), 1.35 (9H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07045528B2
Source datasetuspto-grants-2006_05
ORD IDord-312becc83058448da66cc5bd2cd9b9a2
Source noteuspto-grants-2006_05