Hydrochloric Acid → HCID 86737046, compound

Participants

Reaction Steps

1-(α-Carboxy-3,5-dibromo-4-hydroxybenzyl)-3-[2-[4-{3-carboxy-3-(2,2,2-trifluoroacetamido)propoxy}phenyl]-2-hydroxyiminoacetamido]-2-azetidinone (0.50 g.) was suspended in water (3 ml.), and 1N-sodium hydroxide aqueous solution (3 ml) was added to said suspension, and then the solution was stirred for 30 minutes. The reaction mixture was adjusted to pH 3 with 10% hydrochloric acid under ice-cooling. The precipitated crystals were collected by filtration, and the crystals were dissolved in a small amount of a sodium bicarbonate aqueous solution, and then the solution was treated with activated carbon. After the treatment, the solution was adjusted to pH 4 with 10% hydrochloric acid under ice-cooling, and the precipitate was collected by filtration to give 1-(α-carboxy-3,5-dibromo-4-hydroxybenzyl)-3-[2-{4-(3-amino-3-carboxypropoxy)phenyl}-2-hydroxyiminoacetamido]-2-azetidinone (40 mg.). Furthermore, the same compound (60 mg.) was recovered from the mother liquor. Total yield was 100 mg. Mp 190° to 194° C. (dec.).

Provenance & Evidence