Pyridine → benzhydryl 2-[(Z)-[2-[[(6R)-2-benzhydryloxycarbothioyl-3-(1,3-benzothiazol-2-yl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]amino]-2-oxo-1-[2-(tritylamino)-1,3-thiazol-4-yl]ethylidene]amino]oxyacetate

Participants

Reaction Steps

165 mg of diphenylmethyl 7-amino-3-(benzothiazol-2-yl)thio-3-cephem-4-carboxylate as synthesized in the same manner as in Example 1 (b) above were dissolved in 4 ml of methylene chloride, and to the resulting solution were added 243 mg of (Z)-2-(2-tritylaminothiazol-4-yl)-2-diphenylmethoxycarbonylmethoxyiminoacetic acid, 0.10 of pyridine and 35 μl of phosphorus oxychloride. Next, the acylation reaction and the post-treatment of the reaction solution were carried out in the same manner as in Example 1 (b), and the resultant residue was then purified through a column chromatography on 30 g of silica gel (as developed with mixed solvents of toluene and ethyl acetate, 10:1) to afford 260 mg of the titled compound (yield, 73%).

Provenance & Evidence