반응 #71834

반응 방정식

1H-Imidazol-2-ylcarboxylic acid

WSC

tert-Butyl cis(±)-4-amino-3-(benzyloxy)piperidine-1-carboxylate

→

title compound

수율 46.0%

tert-Butyl cis(±)-3-(benzyloxy)-4-[(1H-imidazol-2-ylcarbonyl)amino]piperidine-1-carboxylate

수율 46.0%

용매

dichloromethane

DMA

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: hexane/ethyl acetate=2/1, 1/1, 1/3)

실험 절차

tert-Butyl cis(±)-4-amino-3-(benzyloxy)piperidine-1-carboxylate obtained in Example (90d) (0.92 g, 3.0 mmol) was dissolved in DMA (10 mL). 1H-Imidazol-2-ylcarboxylic acid (0.19 g, 1.70 mmol), WSC (0.82 g, 0.43 mmol) and DMAP (60 mg, 0.49 mmol) were added, and the mixture was stirred at room temperature for one hour. The reaction solution was diluted with dichloromethane, 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: hexane/ethyl acetate=2/1, 1/1, 1/3) to obtain 0.31 g of the title compound as a colorless solid (46%).

출처