反応 #1909792

反応方程式

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

octadecylamine

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

→

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

収率 87.1%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他Then, the obtained reaction mixture
2. 2
   抽出was extracted with dichloromethane
3. 3
   乾燥the organic layer was dried over anhydrous magnesium sulfate
4. 4
   workup.DISTILLATIONThereafter, the solvent was distilled off under reduced pressure
5. 5
   その他the resultant residue was subjected to re-crystallization treatment
6. 6
   ろ過was subjected to a suction filtration

実験手順

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%.

出典