2,4,5-三氟苯甲酰乙酸乙酯置于盐酸,水,乙酸酐,Sodium Hydride,溶剂黄146,三乙胺体系中,用 四氢呋喃,二氯甲烷,乙腈,Mineral Oil 作为反应溶剂,化学反应生成 双氟沙星
参考文献:Synthesis Of [1-15N,2-13C]-Labeled Difloxacin
标题:Synthesis Of [1-15N,2-13C]-Labeled Difloxacin
摘要:The Synthesis Of [1-N-15,2-C-13]-Difloxacin,An Arylfluoroquinolone Antibacterial Agent,Is Reported. As A Crucial Initial Step,The Starting Materials Ethyl 2,4,5-Trifluorobenzoylacetate,[formyl-C-13]-Triethyl Orthoformate,And [n-15]-4-Fluoroaniline Were Reacted To Ethyl [n-15,3-C-13]-3-(4-Fluoroanilino)-2-(2,4,5-Trifluorobenzoyl) Acrylate. After Cyclization And Ester Cleavage,The Resulting Intermediate Was Reacted With 1-Methylpiperazine To [1-N-15,2-C-13]-1-(4-Fluorophenyl)-6-Fluoro-7-(4-Methyl-1-Piperazinyl)-1,4-Dihydro-4-Oxoquinoline-3-Carboxylate,I.E.,[1-N-15,2-C-13]-Difloxacin. The Overall Yield Was 62% Based On The Non-Labeled And 43% Based On The Labeled Starting Materials (Both Used In 1.4 Molar Excess). The Product Was Identified By H-1-,C-13-,And N-15-NMR Spectroscopy And By Cochromatography (Tlc,HPLC) With An Authentic Reference; Its Purity (HPLC) Was Above 98%. Prior To Synthesis Of [1-N-15,2-C-13]-Difloxacin,Non-Labeled Difloxacin Was Synthesized In Order To Optimize Procedures And To Identify And Characterize All Intermediates.
DOI:10.1007/s00706-009-0158-Y