Реакция #161033

Уравнение реакции

L-valine

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

→

title compound

Выход 12.5%

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

Выход 12.5%

Растворители

N-methylmorpholine

Условия реакции

Обработка

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

Методика

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.

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