Marcellomycin → 21288-61-9

HRID 1940981Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1940981
[CH3:1][CH2:2][C@:3]1([OH:60])[C@H:25]([C:26]([O:28][CH3:29])=[O:27])[C:7]2[CH:8]=[C:9]3[C:21](=[O:22])[C:20]4[C:19]([OH:23])=[CH:18][CH:17]=[C:16]([OH:24])[C:15]=4[C:13](=[O:14])[C:10]3=[C:11]([OH:12])[C:6]=2[C@@H:5]([O:30][C@@H]2O[C@@H](C)[C@@H](O[C@@H]3O[C@@H](C)[C@@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)C4)[C@@H](O)C3)[C@@H](N(C)C)C2)[CH2:4]1>Cl>[CH3:1][CH2:2][C@:3]1([OH:60])[C@H:25]([C:26]([O:28][CH3:29])=[O:27])[C:7]2[CH:8]=[C:9]3[C:21](=[O:22])[C:20]4[C:15](=[C:16]([OH:24])[CH:17]=[CH:18][C:19]=4[OH:23])[C:13](=[O:14])[C:10]3=[C:11]([OH:12])[C:6]=2[C@@H:5]([OH:30])[CH2:4]1

Komponenten

3

Edukt 1

HCID 107861Marcellomycin

Produkt 1

HCID 15990821288-61-9

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

The drug (75 mg) is refluxed in methanolic HCl (25 mL, 0.1N) for two hours. At the end of this Marcellomycin (75 mg, 0.175 mmol) is dissolved in methanolic HCl (25 mL, 0.1N) and refluxed at 50° C. for two hours. At the end of this time the reaction mixture is concentrated under vacuum and purified by preparative thin layer chromatography (15% methanol-chloroform). The aglycone ε-pyrromy-cinone is isolated as a bright red solid (21 mg, 54% yield).

Aufarbeitung

  1. concentrationAt the end of this time the reaction mixture is concentrated under vacuum
  2. custompurified by preparative thin layer chromatography (15% methanol-chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-80fdb40fda3844aea24e288a6dff9188
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05700916

Notizen zur Reaktion

Wird geladen…