반응 #48492

반응 방정식

WSC

(2S)-3-[(6-chloronaphthalen-2-yl)sulfonyl]-2-hydroxypropionic acid

1,4′-bipiperidin-2-one

HOBt

→

title compound

수율 55.1%

1′-{(2S)-3-[(6-Chloronaphthalen-2-yl)sulfonyl]-2-hydroxypropanoyl}-1,4′-bipiperidin-2-one

수율 55.1%

용매

DMF

반응 조건

후처리

1. 1
   농축The reaction mixture was concentrated under reduced pressure
2. 2
   workup.ADDITIONdiluted with dichloromethane
3. 3
   기타The organic layer was separated
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by basic silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=10/1)

실험 절차

WSC (0.19 g) was added to a mixture of (2S)-3-[(6-chloronaphthalen-2-yl)sulfonyl]-2-hydroxypropionic acid (0.31 g), 1,4′-bipiperidin-2-one (0.18 g) and HOBt (0.15 g) in DMF (15 mL) and the mixture was stirred at room temperature for 15 hours. The reaction mixture was concentrated under reduced pressure, and diluted with dichloromethane and an aqueous sodium bicarbonate solution. The organic layer was separated, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate to ethyl acetate/methanol=10/1) to obtain the title compound (0.26 g, 54%) as a colorless powder.

출처