Potassium Carbonate → HCID 131717752, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 7β-amino-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate hydrochloride. dihydrate (1.5 g) in a mixture of water (15 ml) and tetrahydrofuran (30 ml) was adjusted to pH 7 with saturated sodium bicarbonate aqueous solution and 2-(2-aminothiazol-4-yl)-2-ethoxyiminoacetic acid (syn isomer) activated by 1-hydroxy-1H-benzotriazole (2.22 g) was added thereto at room temperature. The mixture was stirred for 5 hours at 30° C. maintaining pH 7 with addition of 20% potassium carbonate aqueous solution. To the reaction mixture was added ethyl acetate (30 ml) and the separated aqueous layer was washed with ethyl acetate (20 ml×2). The aqueous solution was adjusted to pH 4 with 1N-hydrochloric acid and washed with ethyl acetate (20 ml×3). The aqueous solution was adjusted to pH 2 with addition of 1N hydrochloric acid and subjected to column chromatography on "Diaion HP-20" (60 ml) using aqueous isopropyl alcohol, as an eluent. Fractions containing the object compound were combined and evaporated and lyophilized to give 7β-[2-(2-aminothiazol-4-yl)-2-ethoxyiminoacetamido ]-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazolio]methyl-3-cephem-4-carboxylate (syn isomer) (1.30 g).

Provenance & Evidence