6-Fluoroquinolone Carboxamidopenicillin 유도체의 합성

The Synthesis of 6-Fluoroquinolone Carboxamidopenicillin Derivatives

The N-[1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroquinoline-3-carboxy]succinimide was reacted with amoxicillin, ampicillin and 6-APA to give 6-[D-(-)-alpha-{1H-6-fluoro-1,4- dihydro-4-oxo-7-chloroquinoline-3-carboxamido}p-hydroxyphanylacetamido]penicillanic acid [1], 6-[D-(-)-alpha-{1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroquinoline-3-carboxamido}phenylacetamido]penicillanic acid [1O] and 6-[1H-6-fluoro-1,4-dihydro-4-oxo-7-chloroquinoline-3-carboxamido]penicillanic acid [19]. The 1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxylic acids were reacted with ethyl chloroformate for making mixed anhydride; these mixed anhydrides were reacted with amoxicillin, ampicillin and 6-APA to give 6-[D-(-)-alpha-{1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxamido}p-hydroxyphenylacetamido]penicillanic acid [2-9], 6-[D-(1)-alpha-{1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3- carboxamido}phenylacetamido]penicillanic acid [11-18] and 6-[1-alkyl-6-fluoro-1,4-dihydro-4-oxo-7-substituted quinoline-3-carboxamido]penicillanic acid [20-27].