Réaction #45702

Équation de réaction

4-(Benzyloxycarbonylamino)butyric acid

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

1-hydroxybenzotriazole

dimethylamine

→

solid

Rendement 82.5%

Benzyl (3-dimethylcarbamoylpropyl)carbamate

Rendement 82.5%

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

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

Mode opératoire

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%).

Source