泰比培南酯的合成研究

摘要

目的 优化泰比培南酯的合成工艺.方法 以(1R,5R,6S)-6-[(1R)-1-羟乙基]-2-[(二苯基磷酰)氧基]-1-甲基-碳青霉-2-烯-3-甲酸对硝基苄酯(MAP)与3-巯基-1-(1,3-噻唑啉-2-基)氮杂环丁烷为起始原料,经取代、水解及酯化反应得目标化合物.结果 目标化合物经IR、1H-NMR与MS确证结构,总收率56.7％.结论 该制备过程操作简便,收率高,为中试生产提供了依据.%Objective To improve the manufacturing process of tebipenem pivoxil. Methods Tebipenem pivoxil was synthesized from main raw materials 4-nitrobenzyl-(lR,5S, 6S)-6-[(R)-l-hydroxyethyl]-l-methyl-2-[l-(1,3-thiazolin-2-yl)azetidin-3-yl]thi-1 -carbapen-2-em-3-carboxylate and 3-mercapto-1 -(1,3-thiazolin-2-yl)azetidine via substitution, hydrolysis and esterification reaction. Results The chemical structure of the target compound was cofirmed by IR and 1H-NMRand MS, The total yield was 56.7%. Conclusion This process was prone to operate in high yield and it provided a basis for pilot scale production.