Reaktion #354366

ord-b637f9b0888d47a1a842be6a33c686f8

Reaktionsgleichung

O=C(Cc1ccccc1)Nc1ccc([N+](=O)[O-])c(C(=O)O)c1
NIPAB
CC1(C)S[C@@H]2[C@H](NC(=O)COc3ccccc3)C(=O)N2[C@H]1C(=O)[O-].[K+]
potassium penicillin V
O
water
→
CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(=O)O
6-APA
Ausbeute 86.1%

Edukte

O=C(Cc1ccccc1)Nc1ccc([N+](=O)[O-])c(C(=O)O)c1
NIPAB
CC1(C)S[C@@H]2[C@H](NC(=O)COc3ccccc3)C(=O)N2[C@H]1C(=O)[O-].[K+]
potassium penicillin V
O
water

Reagenzien

Keine

Lösungsmittel

CCN(CC)CC
triethylamine

Reaktionsbedingungen

Temperatur
38°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

290 g of carrier-bound penicillinacylase according to Example 4, having an enzymatic activity of 2,803 U (NIPAB test) and 138 g of potassium penicillin V are added to 2,000 ml of water and stirred for 9 hours at 38°C. The pH value is kept constant at 7.8 by continuous addition of triethylamine. The mixture is worked up as described in Example 1. Yields of 6-APA 64.3 g (86.1% of theory); purity 97.4%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US03941756uspto-grants-1976_03