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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900769Generated: October 30, 2026

2-(Carbobenzyloxy-alpha-methylalanyl]aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one → 5-Methyl-2-(alpha-methylalanyl)aminomethyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one

https://huagongshe.com/reaction/1900769

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Carbobenzyloxy-alpha-methylalanyl]aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-oneHCID 86749994—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product5-Methyl-2-(alpha-methylalanyl)aminomethyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-oneHCID 2336971095.5%

Reaction Steps

2-(N-Carbobenzyloxy-α-methylalanyl]aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (2.46 g, 5.48 mmol) was dissolved in dimethylformamide (190 ml). To the obtained solution, 10% palladium-on-carbon (2.46 g) was added, followed by stirring at room temperature for 3 hours in the atmosphere of hydrogen. The reaction mixture was filtered, and the filtrate was condensed. The resultant residue was dissolved in methanol (70 ml). To the obtained solution, 1.37 N-HCl--methanol (4.39 ml) was added at room temperature, followed by condensing under reduced pressure. The resultant residue was submitted to a recrystallizing procedure using methanol to obtain 1.65 g of the title compound as pale yellow powdery crystals (85.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576324
Source datasetuspto-grants-1996_11
ORD IDord-7f4003da581b48ad800ed46ea824312c
Source noteuspto-grants-1996_11