Anisomycin → Deacetylanisomycin
Reaktionsgleichung
C([O:4][C@@H:5]1[C@@H:9]([OH:10])[CH2:8][NH:7][C@@H:6]1[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)(=O)C.N.CO>>[CH3:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][C@@H:6]2[C@H:5]([OH:4])[C@@H:9]([OH:10])[CH2:8][NH:7]2)=[CH:17][CH:16]=1Komponenten
3
Versuchsvorschrift
To a 500 mL round bottom flask containing solid (2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate (513.3 mg, 1.935 mmol) and a magnetic stir bar is added 2M NH3/MeOH (200 mL, 400 mmol). The resulting light tan solution is capped and stirred at room temp for 5 days. The solvent is removed in vacuo to give the title compound that is used directly “as is” in the next step. LC/MS (Condition A): ret. T=1.42 min, (M+H)+ 224.11.
Aufarbeitung
- customThe resulting light tan solution is capped
- customThe solvent is removed in vacuo
Quellen und Nachweise
- ORD-Eintrag