Morpholine → Pentamycin morpholine
Reaktionsgleichung
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH3:7][CH2:8][CH2:9][CH2:10][CH2:11][C@@H:12]([OH:53])[C@H:13]1[C:40](=[O:41])[O:39][C@H:38]([CH3:42])[C@@H:37]([OH:43])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=[C:27]([CH3:44])[C@@H:26]([OH:45])[C@H:25]([OH:46])[C@H:24]([OH:47])[CH2:23][C@H:22]([OH:48])[CH2:21][C@H:20]([OH:49])[CH2:19][C@H:18]([OH:50])[CH2:17][C@H:16]([OH:51])[CH2:15][C@@H:14]1[OH:52]>CO>[CH3:7][CH2:8][CH2:9][CH2:10][CH2:11][C@@H:12]([OH:53])[C@H:13]1[C:40](=[O:41])[O:39][C@H:38]([CH3:42])[C@@H:37]([OH:43])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=[C:27]([CH3:44])[C@@H:26]([OH:45])[C@H:25]([OH:46])[C@H:24]([OH:47])[CH2:23][C@H:22]([OH:48])[CH2:21][C@H:20]([OH:49])[CH2:19][C@H:18]([OH:50])[CH2:17][C@H:16]([OH:51])[CH2:15][C@@H:14]1[OH:52].[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a mixture of methanol (1.5 g) and morpholine (1 g) are added BHT (4 mg) and crude pentamycin (500 mg; chemical purity: 80.6%; pentamycin content: 80%; imp rrt=0.83:8.0%; imp rrt=1.54:7.0%). The mixture is stirred at room temperature for 3 days. The crystals are filtered, washed with methanol (2 times 1 ml) and dried under reduced pressure to yield flake-shaped pentamycin-morpholine solvate (327 mg; chemical purity: 90.9%; pentamycin content: 82%; imp rrt=0.83:4.3%; imp rrt=1.54:3.0%) containing pentamycin and morpholine in a 1:1 molar ratio.