Amoxicillin Trihydrate → 6-Aminopenicillanic acid

HRID 1576297

Reaktionsgleichung

Reaktionsgleichung von HRID 1576297
[CH3:1][C:2]1([CH3:25])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([C@H:13]([NH2:21])[C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:22]([OH:24])=[O:23].[OH2:26].O.O.[CH3:29][C:30]1([CH3:53])[S:34][C@@H:33]2[C@H:35]([NH:38]C([C@H](N)C3C=CC(O)=CC=3)=O)[C:36](=[O:37])[N:32]2[C@H:31]1[C:50]([OH:52])=[O:51].Cl>>[CH3:1][C:2]1([CH3:25])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([C@H:13]([NH2:21])[C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:22]([OH:24])=[O:23].[OH2:37].[OH2:26].[OH2:9].[CH3:29][C:30]1([CH3:53])[S:34][C@@H:33]2[C@H:35]([NH2:38])[C:36](=[O:37])[N:32]2[C@H:31]1[C:50]([OH:52])=[O:51]

Komponenten

4

Edukt 2

HCID 62883Amoxicillin TrihydrateHCID 67247297Amoxicillin hydrochloride

Produkt 2

HCID 110826-Aminopenicillanic acidHCID 62883Amoxicillin Trihydrate

Versuchsvorschrift

A procedure for the preparation of amoxicillin trihydrate via anhydrous acylation and isolation via the amoxicillin hydrochloride intermediate is set forth above. 2. Lab experiments gave 77 to 82% activity yields to amoxicillin trihydrate from 6-APA. A normal isolation leaves 6 to 9% activity assayed as amoxicillin in the salt mother liquor; 2 to 3% amoxicillin in the LA-1 mother liquor and approximately 3% unreacted 6-APA.

Aufarbeitung

  1. customLab experiments gave 77 to 82% activity

Quellen und Nachweise

ORD-Eintrag
ord-ba78d49b542d41bdbf7886ceaa1e68c7
Quelldatensatz
uspto-grants-1976_09
Patentnummer
US03980637

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