替比培南匹伏酯侧链的合成

Synthesis of the side chain of tebipenem pivoxil

目的:合成替比培南匹伏酯侧链1-(4,5-二氢-2-噻唑啉基)-3-巯基吖丁啶盐酸盐。方法:以2-甲硫基-2-噻唑啉为原料,经与3-羟基吖丁啶盐酸盐,甲烷磺酰氯,硫代乙酸钾以及水解4步反应合成1-(4,5-二氢-2-噻唑啉基)-3-巯基吖丁啶盐酸盐。结果:合成了1-(4,5-二氢-2-噻唑啉基)-3-巯基吖丁啶盐酸盐,总收率42%。结论:本方法可以方便地得到替比培南匹伏酯侧链1-(4,5-二氢-2-噻唑啉基)-3-巯基吖丁啶盐酸盐,提高了反应收率,简化了操作,降低了成本。

Objective： To synthesize the side chain 1-（4,5-dihydrothiazol-2-yl） azetidine-3-thiol hydrochloride of tebipenem pivoxil.Methods： 1-（4,5-Dihydrothiazol-2-yl） azetidine-3-thiol hydrochloride was prepared from 2-（methylthio）-4,5-dihydrothiazole by a 4-step process,i.e.successively reacted with 3-hydroxyazetidine hydrochloride,methanesulfonyl chloride,potassium ethanethioate and hydrolysis.Results： The total yield of 1-（4,5-dihydrothiazol-2-yl） azetidine-3-thiol hydrochloride was 42%.Conclusion： This method increases the yield of 1-（4,5-dihydrothiazol-2-yl） azetidine-3-thiol hydrochloride,simplifies the process and decreases the cost.