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Degradation of Cephaloridine on Alkaline Hydrolysis

✍ Scribed by Bartolomé Vilanova; Francisco Muñoz; Josefa Donoso; Francisco Garcia-Blanco

Publisher
John Wiley and Sons
Year
1993
Tongue
German
Weight
404 KB
Volume
76
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

A kinetic study on the alkaline hydrolysis of cephaloridine (1) at pH 10.5 and 37° was carried out using ion‐pair reversed‐phase HPLC. The main resulting degradation products, the 7‐epimer 2 of 1, the Δ^2^‐isomer 3 of 1, and the 3‐methylidene compound 4 were identified. The presence of a pyridinio group at C(3^1^) results in a slightly increased formation constant for the 3‐methylidene compound 4 and the 7‐epimer 2, and introduces a new reaction: the isomerization of the double bond at C(3) in the dihydrothiazine ring to C(2).

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