Purification of penicillin derivative

Details Purification of penicillin derivative Purification of penicillin derivative

C - Chemistry, Metallurgy

07

D

260/119

C07D 499/68 (2006.01) C07D 499/00 (2006.01)

Patent

CA 1148942

- 1 - ABSTRACT The invention concerns a new way of purifying crude 6-[D-2-(D-2-amino-3-N-methylcarbamoyl-propionamido)-2- p-hydroxyphenylacetamido]penicillanic acid. This is achieved by the steps of: (A) contacting an aqueous solution of 6-[D-2-(D-2-amino-3-methylcarbamoyl- propionamido)-2-p- hydroxyphenylacetamido]penicillanic acid with a nonpolar, macroporous styrenedivinylbenzyle copolymer absorption resin to adsorb 6-[D-2-(D-2-amino- 3-N-methylcarbamoyl- propionamido)-2-p-hydroxyphenyl- acetamido]penicillanic acid on the resin, (B) eluting the adsorbed 6-[D-2-(D-2-amino-3-N-methylcarbamoyl- propionamido)-2-p-hydroxyphenylacetamido]penicillaanic acid or a mixture of water and a water-miscible organic solvent, and then (C) isolating pure 6-[D-2-(D-2-amino- 3-N-methylcarbamoyl-propionamido)-2-p-hydroxyphenyl- acetamido]penicillanic acid from the eluates. This process enables the recovery of the purified compound in high yield by a simple absorption-elution operation.

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