Tylosin → 4'-Dexydemycarosyltylosin

HRID 1086796

Reaktionsgleichung

Reaktionsgleichung von HRID 1086796
[CH3:1][CH2:2][C@H:3]1[O:20][C:18](=[O:19])[CH2:17][C@@H:16]([OH:21])[C@H:15]([CH3:22])[C@@H:14]([O:23][C@@H:24]2[O:29][C@H:28]([CH3:30])[C@@H:27](O[C@@H]3O[C@@H](C)[C@H](O)[C@@](O)(C)C3)[C@H:26]([N:42]([CH3:44])[CH3:43])[C@H:25]2[OH:45])[C@@H:13]([CH2:46][CH:47]=[O:48])[CH2:12][C@@H:11]([CH3:49])[C:9](=[O:10])[CH:8]=[CH:7][C:6]([CH3:50])=[CH:5][C@@H:4]1[CH2:51][O:52][C@@H:53]1[O:58][C@H:57]([CH3:59])[C@@H:56]([OH:60])[C@@H:55]([O:61][CH3:62])[C@H:54]1[O:63][CH3:64]>Cl>[CH3:1][CH2:2][CH:3]1[O:20][C:18](=[O:19])[CH2:17][CH:16]([OH:21])[CH:15]([CH3:22])[CH:14]([O:23][CH:24]2[O:29][CH:28]([CH3:30])[CH2:27][CH:26]([N:42]([CH3:44])[CH3:43])[CH:25]2[OH:45])[CH:13]([CH2:46][CH:47]=[O:48])[CH2:12][CH:11]([CH3:49])[C:9](=[O:10])[CH:8]=[CH:7][C:6]([CH3:50])=[CH:5][CH:4]1[CH2:51][O:52][CH:53]1[O:58][CH:57]([CH3:59])[CH:56]([OH:60])[CH:55]([O:61][CH3:62])[CH:54]1[O:63][CH3:64]

Komponenten

3

Edukt 1

HCID 5280440Tylosin

Produkt 1

HCID 64419514'-Dexydemycarosyltylosin

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

4 g (0.004 mmol) of tylosin base in 80 ml of 0.2N hydrochloric acid are stirred for 4 hours at room temperature. The reaction medium obtained is washed with dichloromethane and the aqueous phase is separated and adjusted to pH 8.0. The latter phase is extracted twice with 120 ml of dichloromethane, and the organic phases are combined, dried over sodium sulfate and evaporated. The residue consists of demycarosyltylosin.

Aufarbeitung

  1. customThe reaction medium obtained
  2. washis washed with dichloromethane
  3. customthe aqueous phase is separated
  4. extractionThe latter phase is extracted twice with 120 ml of dichloromethane
  5. dry with materialdried over sodium sulfate
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-f6e4a531627649118b0dfd5e567e409d
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05032581

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