Aerobic oxidation of p-methoxybenzyl 3-iodomethyl-8-oxo-7-phenylacetamido-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2- carboxylate (3-iodomethyl-7-phenylacetamido-Δ3-cephem-4-carboxylate) in N-methyl-2-pyrrolidone in the presence of phosphomolybdic acid mainly afforded the corresponding 3-formyl-Δ3-cephem-4-carboxylate, while similar aerobic oxidation in the presence of potassium iodide gave 3-hydroxymethyl-Δ3-cephem-4-carboxylate as a major product. 3-Hydroperoxymethyl-Δ3-cephem-4-carboxylate was isolated as a primary product in the aerobic oxidation, which was subsequently converted to either 3-formyl-Δ3-cephem-4-carboxylate by dehydration with phosphomolybdic acid or 3-hydroxymethyl-Δ3-cephem-4-carboxylate by reduction with potassium iodide.
|Number of pages||5|
|Journal||Bulletin of the Chemical Society of Japan|
|Publication status||Published - Jan 1996|
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