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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926910Generated: November 2, 2026

Potassium Carbonate → 4-{[(2S)-2-Hydroxypropyl]amino}butyric acid tert.-butyl ester

https://huagongshe.com/reaction/1926910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl 4-bromobutanoateHCID 2757253—
Reactant(S)-(+)-1-Aminopropan-2-olHCID 7311736—
CatalystTetrabutylammonium IodideHCID 67553—
SolventTetrahydrofuranHCID 8028—
Product4-{[(2S)-2-Hydroxypropyl]amino}butyric acid tert.-butyl esterHCID 58016802—

Reaction Steps

Add 2583 mg (18.69 mmol) potassium carbonate, 2780 mg (12.46 mmol) 4-bromobutyric acid tert.-butyl ester and 184 mg (0.50 mmol) tetra-n-butylammonium iodide to a solution of 936 mg (12.46 mmol) (2S)-1-aminopropan-2-ol in 10 ml THF. Stir the reaction mixture for 48 h at room temperature. After filtering-off the inorganic salts, concentrate the filtrate by vacuum evaporation. Take up the residue in dichloromethane and chromatograph on silica gel (solvent: dichloromethane/methanol/35% aqueous ammonia solution 9:1:0.1). 810 mg (30% of theor.) of the desired product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183246B2
Source datasetuspto-grants-2012_05
ORD IDord-50324aa4ffee4037b018619e0af62989
Source noteuspto-grants-2012_05