반응 #48497

반응 방정식

WSC

4-(Piperidin-4-yl)morpholin-3-one

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

HOBt

→

title compound

수율 42.6%

4-(1-{(2S)-3-[(6-chloronaphthalen-2-yl)sulfonyl]-2-hydroxypropanoyl}piperidin-4-yl)morpholin-3-one

수율 42.6%

용매

DMF

반응 조건

후처리

1. 1
   농축The reaction mixture was concentrated under reduced pressure
2. 2
   workup.ADDITIONthe residue was diluted with an aqueous sodium bicarbonate solution
3. 3
   추출extracted with ethyl acetate
4. 4
   세척The extract was washed successively with water
5. 5
   건조an aqueous 5% citric acid solution, and saturated saline solution, and dried over sodium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
7. 7
   기타The residue was purified by silica gel column chromatography (from ethyl acetate to ethyl acetate/methanol=5/1)

실험 절차

4-(Piperidin-4-yl)morpholin-3-one (0.18 g) obtained in Example 7c), (2S)-3[(6-chloronaphthalen-2-yl)sulfony]-2-hydroxypropionic acid (0.31 g) and HOBt (0.23 g) were dissolved in DMF (10 mL), WSC (0.29 g) was added thereto, and the mixture was stirred at room temperature for 15 hours. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with an aqueous sodium bicarbonate solution, and extracted with ethyl acetate. The extract was washed successively with water, an aqueous 5% citric acid solution, and saturated saline solution, and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (from ethyl acetate to ethyl acetate/methanol=5/1) to obtain the title compound (0.20 g, 42%) as a colorless powder.

출처