반응 #8629

반응 방정식

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide

acetic acid 2-{1-[2-amino-3-(4-fluorophenyl)propionyl]-4-(1-methylcarbamoyl-2-naphthalen-2-ylethyl)piperazin-2-yl}-ethyl ester

hydroxybenzotriazole

N-methylmorpholine

water

→

acetic acid 2-[1-{2-[2-acetylamino-3-(hydroxyphenyl)propionyl-amino]-3-(4-fluorophenyl)propionyl}-4-(1-methylcarbamoyl-2-naphthalen-2-ylethyl)-piperazin-2-yl]ethyl ester

용매

DMF

반응 조건

후처리

1. 1
   온도to warm
2. 2
   workup.STIRRINGstir at room temperature another 2 hours
3. 3
   여과the resulting solid is collected by filtration
4. 4
   workup.DISSOLUTIONre-dissolved in EtOAc
5. 5
   추출extracted with water
6. 6
   기타dried
7. 7
   농축concentrated in vacuo
8. 8
   기타to afford a residue which
9. 9
   기타purified over silica gel

실험 절차

A solution of acetic acid 2-{1-[2-amino-3-(4-fluorophenyl)propionyl]-4-(1-methylcarbamoyl-2-naphthalen-2-ylethyl)piperazin-2-yl}-ethyl ester, 64, (54.9 g, 100 mmol), hydroxybenzotriazole (16.2 g, 120 mmol), and N-methylmorpholine (132 mL, 120 mmol) in DMF (150 mL) is cooled to 0° C. and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (24.9 g, 130 mmol) is slowly added. The resulting mixture is stirred for 2 hours at 0° C. then allowed to warm and stir at room temperature another 2 hours. The reaction solution is diluted with water and the resulting solid is collected by filtration, re-dissolved in EtOAc and extracted with water, dried and concentrated in vacuo to afford a residue which purified over silica gel.

출처