Reacción #54317

Ecuación de reacción

benzhydryl 7-amino-3-(1-methyl-1H-tetrazol-5-yl)vinyl-3-cephem-4-carboxylate

N,N-diethylaniline

cyanomethylthioacetyl chloride

→

( a )

Benzhydryl 7-cyanomethylthioacetamido-3-(1-methyl-1H-tetrazol-5-yl)vinyl-3-cephem-4-carboxylate

Disolventes

tetrahydrofuran

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter completion of the reaction
2. 2
   workup.ADDITIONthe reaction mixture was then treated in the same manner as in Example 1

Procedimiento

To 244 mg of benzhydryl 7-amino-3-(1-methyl-1H-tetrazol-5-yl)vinyl-3-cephem-4-carboxylate in 20 ml of anhydrous tetrahydrofuran were added dropwise at -7° C. with stirring 115 mg of N,N-diethylaniline and, subsequently, 115 mg of cyanomethylthioacetyl chloride in 5 ml of anhydrous tetrahydrofuran. After completion of the reaction, the reaction mixture was then treated in the same manner as in Example 1--(a) to give a crude product. The crude product was purified by developing it with ethyl acetate by the use of silica gel thin layer chromatography (20×20×0.2 cm) to yield 50 mg of benzhydryl 7-cyanomethylthioacetamido-3-(1-methyl-1H-tetrazol-5-yl)vinyl-3-cephem-4-carboxylate.

Fuente