반응 #45702

반응 방정식

4-(Benzyloxycarbonylamino)butyric acid

1-(dimethylaminopropyl)-3-ethylcarbodiimide 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

1-hydroxybenzotriazole

dimethylamine

→

solid

수율 82.5%

Benzyl (3-dimethylcarbamoylpropyl)carbamate

수율 82.5%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타The reaction liquid
2. 2
   농축was concentrated under reduced pressure
3. 3
   workup.ADDITIONdiluted with ethyl acetate
4. 4
   세척washed with water
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   기타The solvent was evaporated away under reduced pressure
7. 7
   기타the resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=70:1 to 40:1)

실험 절차

4-(Benzyloxycarbonylamino)butyric acid (0.74 g, 3.12 mmol) was dissolved in N,N-dimethylformamide, then 1-(dimethylaminopropyl)-3-ethylcarbodiimide 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.60 g, 3.13 mmol), 1-hydroxybenzotriazole (0.48 g, 3.13 mmol) and dimethylamine (2.0 M tetrahydrofuran solution, 2.40 ml, 4.80 mmol) were added, followed by stirring at room temperature for 3 days. The reaction liquid was concentrated under reduced pressure, diluted with ethyl acetate, washed with water, and dried over anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=70:1 to 40:1) to obtain a yellow solid (0.68 g, 82%).

출처