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 Δ2‐isomer 3 of 1, and the 3‐methylidene compound 4 were identified. The presence of a pyridinio group at C(31) 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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Vilanova et al. (1993) studied this question.
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