Pyridine → HCID 131717054, compound

Participants

Reaction Steps

1.0 g (1.09 mmol) of benzhydryl 3-iodomethyl-7β-[2-metoxyimino-2-( 2-tritylaminothiazol-4-yl)acetamido]-3-cephem-4-carboxylate (syn-isomer) was dissolved in 10.0 ml of N,N-dimethylformamide, and 0.30 g (1.33 mmol) of 5-(3,4-dihydroxyphenyl)-2-mercapto-1,3,4-thiadiazole was added thereto. The mixture was stirred at room temperature for 2 hours. To the reaction solution 1.0 ml of acetic anhydride and 0.8 ml of pyridine were added and stirred at room temperature for 1 hour. The solvent was distilled. off under reduced pressure, and the residue was purified by silica gel cloumn chromatography (Wakogel C-300 ethyl acetate:hexane =3:1) to obtain 0.73 g (yield: 60%) of benzhydryl 3-[5-(3,4-diacetoxyphenyl)-1,3, 4-thiadiazol-2-yl]thiomethyl-7β-[2-methoxyimino-2-(2-tritylaminothiazol-4-yl) acetamido]-3-cephem-4-carboxylate as a foamy substance.

Provenance & Evidence