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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1363090Generated: October 30, 2026

(S)-2-((tert-Butoxycarbonyl)amino)-3-(2-nitrophenyl)propanoic acid → tert-Butyl [(3S)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamate

https://huagongshe.com/reaction/1363090

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-2-((tert-Butoxycarbonyl)amino)-3-(2-nitrophenyl)propanoic acidHCID 2761798—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttert-Butyl [(3S)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]carbamateHCID 5704929895.9%

Reaction Steps

The title compound may be prepared either as described in US 2004/002495 or as follows: To a solution of (S)-2-(tert-butyloxycarbonylamino)-3-(2-nitrophenyl)propanoic acid (987 mg, 3.18 mmol) in MeOH (100 mL) was added 10% palladium on carbon (300 mg), and the mixture was stirred at RT under hydrogen at 80 psi for 24 h. Filtration and solvent evaporation under vacuum provided the title compound (800 mg) as a foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884113B2
Source datasetuspto-grants-2011_02
ORD IDord-a115b5e826974a61a754bc7b5910f503
Source noteuspto-grants-2011_02