Reacción #45702

Ecuación de reacción

4-(Benzyloxycarbonylamino)butyric acid

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

1-hydroxybenzotriazole

dimethylamine

→

solid

Rendimiento 82.5%

Benzyl (3-dimethylcarbamoylpropyl)carbamate

Rendimiento 82.5%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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%).

Fuente