반응 #1909792

반응 방정식

N-[(9-fluorenyl)methoxycarbonyl]-L-isoleucine

octadecylamine

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

→

N-[(9-fluorenyl)methoxycarbonyl]-L-isoleucylaminooctadecane

수율 87.1%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타Then, the obtained reaction mixture
2. 2
   추출was extracted with dichloromethane
3. 3
   건조the organic layer was dried over anhydrous magnesium sulfate
4. 4
   workup.DISTILLATIONThereafter, the solvent was distilled off under reduced pressure
5. 5
   기타the resultant residue was subjected to re-crystallization treatment
6. 6
   여과was subjected to a suction filtration

실험 절차

2.47 g (0.007 mol) of N-[(9-fluorenyl)methoxycarbonyl]-L-isoleucine, 1.89 g (0.007 mol) of octadecylamine, 85.5 mg (0.0007 mol) of 4-(N,N-dimethylamino)pyridine (DMAP), and 1.61 g (0.0084 mol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC) was dissolved in 45 ml of dichloromethane, and the resultant solution was stirred for 4 days at room temperature. Then, the obtained reaction mixture was extracted with dichloromethane, and the organic layer was dried over anhydrous magnesium sulfate. Thereafter, the solvent was distilled off under reduced pressure, the resultant residue was subjected to re-crystallization treatment using ethyl acetate, and gel-like substance was subjected to a suction filtration, thereby obtaining 3.69 g of N-[(9-fluorenyl)methoxycarbonyl]-L-isoleucylaminooctadecane (hereinafter also referred to as “Intermediate product (1)”) at the yield of 87%.

출처