반응 #71897

반응 방정식

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

ethyl α-chloroacetoacetate

sodium bicarbonate

→

title compound

수율 31.1%

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

수율 31.1%

용매

ethyl acetate

반응 조건

후처리

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

실험 절차

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%).

출처