Hydrogen chloride-ethyl acetate → HCID 178459883, Verbindung
Reaktionsgleichung
Cl.C(OCC)(=O)C.[CH2:8]([O:11][C:12](=[O:47])[NH:13][C@@H:14]([C:22]([N:24]1[CH2:28][CH2:27][CH2:26][C@H:25]1[C:29](=[O:46])[NH:30][CH2:31][C@H:32]1[CH2:37][CH2:36][C@H:35]([NH:38]C(OC(C)(C)C)=O)[CH2:34][CH2:33]1)=[O:23])[C:15]([S:18][CH:19]([CH3:21])[CH3:20])([CH3:17])[CH3:16])[CH2:9][CH3:10]>>[CH2:8]([O:11][C:12](=[O:47])[NH:13][C@@H:14]([C:22]([N:24]1[CH2:28][CH2:27][CH2:26][C@H:25]1[C:29](=[O:46])[NH:30][CH2:31][C@H:32]1[CH2:33][CH2:34][C@H:35]([NH2:38])[CH2:36][CH2:37]1)=[O:23])[C:15]([S:18][CH:19]([CH3:20])[CH3:21])([CH3:16])[CH3:17])[CH2:9][CH3:10]Komponenten
3
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
1,200 ml of a 4N hydrogenchloride-ethyl acetate solution was added to 200 g of [(S)-1-[(S)-2-[(trans-4-t-butoxycarbonylaminocyclohexylmethyl) carbamoyl]-pyrrolidine-1-carbonyl]-2-isopropylthio-2-methylpropyl]carbamic acid propyl ester prepared by the method as disclosed in Example 1 of WO97/05108, followed by stirring at 0° C. for 1 hour. This solution was concentrated by a rotary evaporator, and to the obtained residue, 1,800 ml of diethyl ether was added, followed by stirring at room temperature. Twenty-four hours later, the solid was collected by filtration and dissolved in 1,000 ml of dichloromethane, and a solution having 25 g of potassium hydroxide dissolved in 400 ml of water, was added thereto. The organic layer was separated, and the aqueous layer was extracted twice with dichloromethane. Then, the organic layer was dried over anhydrous magnesium sulfate. A solution obtained by filtration was concentrated by a rotary evaporator and then dried under reduced pressure of about 5 mmHg at room temperature to obtain 164 g of [(S)-1-[(S)-2-[(trans-4-aminocyclohexylmethyl)carbamoyl]pyrrolidine-1-carbonyl]-2-isopropylthio-2-methylpropyl]carbamic acid propyl ester.