Dicyclohexylcarbodiimide → HCID 18655967, compound

Participants

Reaction Steps

(S)-2-(4-Carboxyphenyl)-4-isopropyl-2-oxazoline (2.0 g), 0.5 g of methyl (S)-lactate and 0.1 g of 4-(dimethylamino)pyridine are dissolved in 50 ml of dichloromethane and the solution is treated portionwise with 1.4 g of N,N'-dicyclohexylcarbodiimide within 10 minutes while stirring. The mixture is stirred at room temperature overnight and then filtered. The filtrate is diluted with dichloromethane, washed twice with 50 ml of saturated sodium carbonate solution each time and then with water, dried over magnesium sulphate and concentrated. The crude product obtained is purified by chromatography on silica gel with toluene. The (S)-2-[4-([(S)-1-(methoxycarbonyl)-1-ethoxy]carbonyl)phenyl]-4-isopropyl-2-oxazoline obtained is recrystallized from ethanol;

Provenance & Evidence