반응 #420599

반응 방정식

Toluene

ethyl[2-(1H-imidazol-4-yl)ethyl]amine hydrochloride

diisopropylethylamine

methyl(S)-3-(4-methoxyphenyl)-2-(4-nitrophenoxycarbonyl-amino)propionate

→

methyl(S)-2-{3-ethyl-3-[2-(1H-imidazol-4-yl)ethyl]ureido}-3-(4-methoxyphenyl)-propionate

수율 105.4%

용매

DMF

반응 조건

후처리

1. 1
   온도the reaction medium is cooled to room temperature
2. 2
   기타the solvents are evaporated off
3. 3
   기타The crude product obtained
4. 4
   기타is chromatographed on silica gel (eluent: 8/2 dichloromethane/methanol)

실험 절차

0.14 g (0.38 mmol) of methyl(S)-3-(4-methoxyphenyl)-2-(4-nitrophenoxycarbonyl-amino)propionate is diluted in 2 mL of DMF. The solution is heated to 80° C. and 0.16 g (0.76 mmol) of ethyl[2-(1H-imidazol-4-yl)ethyl]amine hydrochloride and 0.13 mL (1.3 mmol) of diisopropylethylamine are then added. After 5 minutes, the reaction medium is cooled to room temperature and stirred for 15 minutes. Toluene is added and the solvents are evaporated off. The crude product obtained is chromatographed on silica gel (eluent: 8/2 dichloromethane/methanol). 0.15 g of methyl(S)-2-{3-ethyl-3-[2-(1H-imidazol-4-yl)ethyl]ureido}-3-(4-methoxyphenyl)-propionate in the form of a colourless oil is obtained in a yield of 100%.

출처