Process and intermediates for 6'-amino...

Details Process and intermediates for 6'-amino... Process and intermediates for 6'-amino...

C - Chemistry, Metallurgy

07

D

260/118

C07D 499/42 (2006.01) C07D 499/00 (2006.01) C07D 519/00 (2006.01)

Patent

CA 1197504

PROCESS AND INTERMEDIATES FOR 6'-AMINO- PENICILLANOYLOXYMETHYL PENICILLANATE 1,1-DIOXIDE Abstract 6'-Aminopenicillanoyloxymethyl penicillanate 1,1- dioxide is prepared by a two-step procedure. The first step consists of coupling a salt of a 6-(protected amino)penicillanic acid with a halomethyl, an alkyl- sulfonyloxymethyl or an arylsulfonyloxymethyl ester of penicillanic acid 1,1-dioxide, to give a 6'-(protected amino)penicillanoyloxymethyl penicillanate 1,1-dioxide, wherein the protection at the 6-position has been achieved by coupling the 6-aminopenicillanic acid with a beta-dicarbonyl compound. The second step consists of removal of the protecting group on the 6'-amino group, using aqueous acid. 6'-Aminopenicillanoyloxy- methyl penicillanate 1,1-dioxide is a chemical inter- mediate for preparing antibacterial agents. Also claimed are the 6'-(protected amino)penicillanoyloxymethyl penicillanate 1,1-dioxide compounds used as intermediates in the process of this invention.

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