Reaktion #161033

Reaktionsgleichung

L-valine

2-(2-furanyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one

→

title compound

Ausbeute 12.5%

N-[[1-[(2-Furanylcarbonyl)amino]cyclohexyl]carbonyl]-L-valine

Ausbeute 12.5%

Lösungsmittel

N-methylmorpholine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturunder reflux overnight
3. 3
   workup.DISTILLATIONUnder reduced pressure the reaction mixture was distilled off
4. 4
   workup.ADDITIONethyl acetate was added
5. 5
   Waschenthe mixture was washed with a 10% aqueous potassium hydrogensulfate solution
6. 6
   Trocknenby drying with anhydrous sodium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
8. 8
   Sonstigethe residue was purified by silica gel chromatography

Vorschrift

10 ml of N-methylmorpholine was added to 1.0 g (9.1 mmol) of L-valine and 2.0 g (9.1 mmol) of 2-(2-furanyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one, and the mixture was stirred and heated under reflux overnight. Under reduced pressure the reaction mixture was distilled off, ethyl acetate was added thereto, and the mixture was washed with a 10% aqueous potassium hydrogensulfate solution and then saturated brine, followed by drying with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography to obtain 384 mg (12.5%) of the title compound.

Quelle