Pyridine → O-benzhydryl (6R)-3-(1,3-benzoxazol-2-yl)-7-[[(2Z)-2-methoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbothioate

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A 207 mg portion of diphenylmethyl 7-amino-3-(benzoxazol-2-yl)thio-3-cephem-4-carboxylate was dissolved in 4 ml of methylene chloride and the resulting solution was cooled to -20° C. To this were added 213 mg of (Z)-2-(2-tritylaminothiazol-4-yl)-2-methoxyiminoaceticacid, 0.13 ml of pyridine and 45 μl of phosphorous oxychloride, followed by 20 minutes of stirring at the same temperature. The resulting solution was mixed with 4 ml of water, stirred for additional 1 hour at room temperature, and then subjected to organic layer separation. After drying the resulting organic layer on anhydrous magnesium sulfate and distilling off the solvent under a reduced pressure, the residue was purified by a column chromatography (30 g silica gel, toluene:ethyl acetate =3:1) to obtain 272 mg of the title compound (yield, 72%).

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