2-Thiopheneacetic acid → 3-Methoxyiminomethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid

Participants

Reaction Steps

To a solution of 7-amino-3-methoxyiminomethyl-3-cephem-4-carboxylic acid (134 mg) and triethylamine (0.1 ml) in chloroform (1 ml) is added 2-thienylacetyl chloride prepared from 2-thienylacetic acid (78 mg) and thionyl chloride (0.1 ml) in chloroform (1 ml), and the mixture is stirred at room temperature for 2 hours. The reaction mixture is diluted with water, adjusted to pH 2, and extracted with ethyl acetate. The extract solution is washed with water, dried and evaporated under reduced pressure. Treatment of the residue with ether gives 3-methoxyiminomethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid (161 mg; 82%). m.p. 186°-189° C.

Provenance & Evidence