6-Nitro-3-phenylacetamidobenzoic acid → 6-Aminopenicillanic acid

HRID 267182

Reaktionsgleichung

Reaktionsgleichung von HRID 267182
C1C=CC(CC(NC2C=CC([N+]([O-])=O)=C(C(O)=O)C=2)=O)=CC=1.[CH3:23][C:24]1([CH3:45])[S:28][C@@H:27]2[C@H:29]([NH:32]C(CC3C=CC=CC=3)=O)[C:30](=[O:31])[N:26]2[C@H:25]1[C:42]([O-:44])=[O:43].[K+]>O>[CH3:23][C:24]1([CH3:45])[S:28][C@@H:27]2[C@H:29]([NH2:32])[C:30](=[O:31])[N:26]2[C@H:25]1[C:42]([OH:44])=[O:43]

Komponenten

4

Edukt 2

HCID 1938646-Nitro-3-phenylacetamidobenzoic acidHCID 23664709Penicillin G Potassium

Produkt 1

HCID 110826-Aminopenicillanic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
38 °C

Versuchsvorschrift

330 g of carrier-bound penicillinacylase produced according to Example 1, having an enzymatic activity of 3,410 U (NIPAB test) and 129 g of potassium penicillin G are successively added to 2,000 ml of water and stirred at 38°C. and pH 7.8 as described in Example 14. The penicillin G is completely split to 6-APA and phenylacetic acid over the course of 2 hours. The 6-APA is isolated as described in Example 14. The carrierbound penicillinacylase is employed 20 times in succession. Even after the twentieth splitting, the reaction time does not have to be extended to achieve complete splitting.

Aufarbeitung

  1. custom330 g of carrier-bound penicillinacylase produced
  2. customThe penicillin G is completely split to 6-APA and phenylacetic acid over the course of 2 hours

Quellen und Nachweise

ORD-Eintrag
ord-4b6ddb4097a74bda95fdc984c65e90cf
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03941756

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