تفاعل #71897

معادلة التفاعل

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

ethyl α-chloroacetoacetate

sodium bicarbonate

→

title compound

المردود 31.1%

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

المردود 31.1%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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%).

المصدر