반응 #3794

반응 방정식

toluene

2-[2-[2-(1-tert-butoxycarbonyl-2-methyl-butylcarbamoyl)-6-fluorophenyldisulfanyl]-3-fluoro- benzoylamino]-3-methylpentanoic acid tert butyl ester

anisole

trifluoroacetic acid

→

title compound

수율 44.0%

2-{2-[2-(1-Carboxy-2-methyl-butylcarbamoyl) -6-fluoro-phenyldisulfanyl]-3-fluoro-benzoylamino}-3-methyl-pentanoic acid

수율 44.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타the solvents were removed in vacuo
2. 2
   기타The crude product was recrystallized from methanol/water

실험 절차

To a solution of [S-(R*,R*)]-2-[2-[2-(1-tert-butoxycarbonyl-2-methyl-butylcarbamoyl)-6-fluorophenyldisulfanyl]-3-fluoro- benzoylamino]-3-methylpentanoic acid tert butyl ester (0.6 g ,0.8 mmol) and anisole (1 ml) in 10 mL dichloromethane at 0° C., was added dropwise 10 mL trifluoroacetic acid. The mixture was allowed to warm to ambient temperature. After 4 hours, 5 mL toluene was added and the solvents were removed in vacuo. The crude product was recrystallized from methanol/water to yield 0.2 g of the title compound, mp 188°-190° C.

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