Bacampicillin Hydrochloride → Bacampicillin

HRID 231537

Reaktionsgleichung

Reaktionsgleichung von HRID 231537
C1([NH2+]C2CCCCC2)CCCCC1.[CH3:14][CH2:15][O:16][C:17]([O:19][CH:20]([O:22][C:23]([C@@H:25]1[N:29]2[C:30]([C@@H:32]([NH:33][C:34]([C@H:36]([NH2:43])[C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=3)=[O:35])[C@H:28]2[S:27][C:26]1([CH3:45])[CH3:44])=[O:31])=[O:24])[CH3:21])=[O:18].Cl>O>[CH3:14][CH2:15][O:16][C:17]([O:19][CH:20]([O:22][C:23]([C@@H:25]1[N:29]2[C:30]([C@@H:32]([NH:33][C:34]([C@H:36]([NH2:43])[C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)=[O:35])[C@H:28]2[S:27][C:26]1([CH3:45])[CH3:44])=[O:31])=[O:24])[CH3:21])=[O:18]

Komponenten

4

Edukt 2

HCID 441398Bacampicillin HydrochlorideHCID 3770554Dicyclohexylammonium

Produkt 1

HCID 441397BacampicillinAusbeute 118,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a stirred suspension of dicyclohexylammonium 6β-bromopenicillanate (46.15 g, 100 mmol; as prepared in Example 3c, 1st crop) in water (800 ml) was added dropwise during 75 minutes a solution of bacampicillin hydrochloride (60.24 g, 120 mmol) in water (800 ml). After stirring for an additional 2 hours, the crystals were filtered off, washed with water (2×150 ml) followed by hexane (2×250 ml), and dried to yield 66.3 g (85.8%) of the desired compound.

Aufarbeitung

  1. filtrationthe crystals were filtered off
  2. washwashed with water (2×150 ml)
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-46fcdc8875474d52a768dad769d5c703
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04847266

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