反应详情

L-arginine (17.4 g, 0.1 mols) was dissolved in 100 ml of water in a three-necked round flask, and 100 ml of i-propanol were added thereto. Then, 24.2 g (0.1 mols) of dodecylglycidyl ether (made by Sakamoto Yakuhin Kogyo Co., Ltd.) were added dropwise thereto over a period of 30 minutes while being heat-refluxed and stirred. Further, the mixture was stirred under reflux for 3 hours. It was identified through TLC and gas chromatography that dodecylglycidyl ether disappeared. Thereafter, the resulting mixture was neutralized with 10.1 g (0.1 mols) of 36% hydrochloric acid. The reaction solution was concentrated under reduced pressure, and the residue was purified through silica-gel column chromatography (Kieselgel 60 made by Merck & Co., Inc., eluent=mixture of chloroform, methanol and acetic acid at a ratio of 3:1:0.5) to give 15.0 g of N-(2-hydroxy-3-dodecyloxypropyl)-L-arginine hydrochloride (yield 36.0%).

1. temperatureover a period of 30 minutes while being heat-refluxed
2. stirringFurther, the mixture was stirred
3. temperatureunder reflux for 3 hours
4. concentrationThe reaction solution was concentrated under reduced pressure
5. customthe residue was purified through silica-gel column chromatography (Kieselgel 60
6. addition, eluent=mixture of chloroform, methanol and acetic acid at a ratio of 3:1:0.5)