D-Tartaric acid → 17-Cyclobutylmethyl-3-hydroxy-8beta-methylmorphinan-6-one Tartrate
Reaktionsgleichung
[C:1]([OH:10])(=[O:9])[C@H:2]([C@@H:4]([C:6]([OH:8])=[O:7])[OH:5])[OH:3].[CH:11]1([CH2:15][N:16]2[CH2:33][CH2:32][C@@:23]34[C:24]5[CH:25]=[C:26]([OH:31])[CH:27]=[CH:28][C:29]=5[CH2:30][C@@H:17]2[C@@H:18]3[C@@H:19]([CH3:35])[CH2:20][C:21](=[O:34])[CH2:22]4)[CH2:14][CH2:13][CH2:12]1>C(O)C>[C:6]([CH:4]([CH:2]([C:1]([OH:10])=[O:9])[OH:3])[OH:5])([OH:8])=[O:7].[CH:11]1([CH2:15][N:16]2[CH2:33][CH2:32][C@@:23]34[C:24]5[CH:25]=[C:26]([OH:31])[CH:27]=[CH:28][C:29]=5[CH2:30][C@@H:17]2[C@@H:18]3[C@@H:19]([CH3:35])[CH2:20][C:21](=[O:34])[CH2:22]4)[CH2:14][CH2:13][CH2:12]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a stirred solution of d-tartaric acid (16.09, 106 mmole) in ethanol (100 ml) was added dropwise a solution of 17-cyclobutylmethyl-3-hydroxy-8β-methylmorphinan-6-one (TR-5130-free base, 32.0 g, 94 mmole) in ethanol (100 ml). After several minutes of stirring, a white solid began to precipitate. The slurry was stirred at room temperature for several hours and then kept in the cold overnight. The solid was collected, washed with cold ethanol followed by ether and dried at atmospheric pressure and 115° C. for one hour to give 32.0 g (69%) of TR-5257 as a white powder, mp. 210°-213° dec.