Reacción #71897

Ecuación de reacción

cis(±)-Benzyl (1-carbamoyl-3-methoxypiperidin-4-yl)carbamate

ethyl α-chloroacetoacetate

sodium bicarbonate

→

title compound

Rendimiento 31.1%

Ethyl cis(±)-2-(4-{[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-4-methyl-1,3-oxazole-5-carboxylate

Rendimiento 31.1%

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with water and brine
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   Concentraciónconcentration under reduced pressure
4. 4
   Otrothe residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/4, 1/2, 2/1, 4/1)

Procedimiento

cis(±)-Benzyl (1-carbamoyl-3-methoxypiperidin-4-yl)carbamate obtained in Example (103b) (0.92 g, 3 mmol), ethyl α-chloroacetoacetate (3.29 g, 20 mmol) and sodium bicarbonate (0.84 g, 10 mmol) were stirred at 120° C. for three hours. The reaction solution was diluted with ethyl acetate, washed with water and brine, and dried over anhydrous magnesium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/4, 1/2, 2/1, 4/1) to obtain 0.39 g of the title compound as a light brown solid (27%).

Fuente