PURPOSE:To provide a compound having a strong antibacterial activity, excellent in resistance to beta-lactamase and kidney dehydropeptidase and useful as an oral antibacterial agent. CONSTITUTION:This compound is expressed byt formula [R is H, a lower alkyl, COOR1, etc., (R1 is H or a lower alkyl); Y is carboxyl, COO- or a protected carboxyl], e.g. (R,5S,6S)-2-[1-(1,3-thiazolin-2-yl)azetidin-3-yl]-thio-6-[(R)-l- hydroxyethyl]-l- -methylcarbapen-2-em-3-carboxylic acid. The compound of formula I can be synthesized by reacting a compound of formula II with a compound of formula III (L is an eliminable group) in a solvent (e.g. THF) at -78 to 50 deg.C. The compound of formula I exhibits its antibacterial activity by hydrolysis of this compound absorbed through the digestive tubes in the living body.
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