CARBAPENEM DERIVATIVES SUBSTITUTED WITH IMIDAZOLINE RING

摘要

PURPOSE: Provided are novel 1-β-methylcarbapenem derivatives substituted by pyrrolidine containing imidazoline ring which are strong antibiotics against resistant bacteria. CONSTITUTION: The compound is represented by chemical formula 1, where R is C1-6 low alkyl, aryl and benzyl group which are substituted by one or more groups from hydrogen, hydroxy, amine, sulfonyl and aminosulfonyl group. The process of preparing the compound consists of: converting diazoazetidione compound, chemical formula 2, to two ring keto ester under rhodium acetate catalyst and reacting at 0-5deg.C with diphenylchlorophosphate under base such as diisopropylethylamine; reacting the resultant with thiol derivative of chemical formula 3, and eliminating allyl group from the product by reacting with tributyltinhydride under tetrakisphosphine palladium(0) catalyst at room temp. for 2 hours. After reactions, distilled water is added to extract the water layer and it is freeze dried to get the final compound.