Reacción #56303

Ecuación de reacción

5-mercapto-2-methyl-1,3,4-thiadiazole

sodium hydrogen carbonate

7β-(1H-tetrazol-1-yl)acetamido-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acid

→

sodium 7β-(1H-tetrazol-1-yl)acetamido-3-(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl-3-cephem-4-carboxylate

Disolventes

phosphate

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThen, the mixture is concentrated
2. 2
   Lavadothe residue is subjected to column chromatography on Sephadex LH-20, elution
3. 3
   workup.ADDITIONThe fractions containing the desired product

Procedimiento

In a phosphate buffer solution of pH 6.4(3 ml) are dissolved 5-mercapto-2-methyl-1,3,4-thiadiazole (79 mg), sodium hydrogen carbonate (92 mg) and 7β-(1H-tetrazol-1-yl)acetamido-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acid (298 mg) and the resultant solution is heated at 60° C. for one hour. Then, the mixture is concentrated and the residue is subjected to column chromatography on Sephadex LH-20, elution being carried out with water. The fractions containing the desired product are pooled and lyophilized. The procedure provides sodium 7β-(1H-tetrazol-1-yl)acetamido-3-(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl-3-cephem-4-carboxylate. This product is in good agreement with the authentic sample in NMR spectrum.

Fuente