反応 #71897

反応方程式

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

ethyl α-chloroacetoacetate

sodium bicarbonate

→

title compound

収率 31.1%

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

収率 31.1%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   洗浄washed with water and brine
2. 2
   乾燥dried over anhydrous magnesium sulfate
3. 3
   濃縮concentration under reduced pressure
4. 4
   その他the residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/4, 1/2, 2/1, 4/1)

実験手順

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%).

出典