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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1178782Generated: November 3, 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/1178782

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, Peptech catalog # BL284) 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 numberUS07276608B2
Source datasetuspto-grants-2007_10
ORD IDord-7a933dbae85c446d8e21136dadba01a5
Source noteuspto-grants-2007_10