반응 #48520

반응 방정식

N-{1-[(benzyloxy)carbonyl]piperidin-4-yl}-N-(tert-butoxycarbonyl)-β-alanine

WSC

NH3

HOBt

→

title compound

수율 83.5%

Benzyl 4-[(3-amino-3-oxopropyl)(tert-butoxycarbonyl)amino]piperidin-1-carboxylate

수율 83.5%

용매

DMF

반응 조건

후처리

1. 1
   workup.DISTILLATIONDMF was distilled off under reduced pressure
2. 2
   workup.ADDITIONThe residue was diluted with dichloromethane
3. 3
   세척washed with an aqueous saturated sodium bicarbonate solution and saturated saline solution
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by basic silica gel column chromatography (from ethyl acetate/hexane=1/1 to ethyl acetate)

실험 절차

A solution of N-{1-[(benzyloxy)carbonyl]piperidin-4-yl}-N-(tert-butoxycarbonyl)-β-alanine (4.06 g) obtained in Example 45b), WSC (1.92 g) and HOBt.NH3 (1.52 g) in DMF (40 mL) was stirred overnight at room temperature, and DMF was distilled off under reduced pressure. The residue was diluted with dichloromethane, washed with an aqueous saturated sodium bicarbonate solution and saturated saline solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (from ethyl acetate/hexane=1/1 to ethyl acetate) to obtain the title compound (3.38 g, 83%) as a white amorphous powder.

출처