【药物名称】
化学结构式(Chemical Structure):
参考文献No.549700
标题:Synthesis and biological evaluation of novel 1beta-methylcarbapenems having a new moiety at C-2
作者:Kang, Y.K.; Shin, K.J.; Yoo, K.H.; Seo, K.J.; Park, S.Y.; Kim, D.J.; Park, S.W.
来源:Bioorg Med Chem Lett 1999,9(16),2385
合成路线图解说明:

L-Tartaric acid (I) was converted to succinimimide (II) upon treatment with benzylamine in refluxing xylene with azeotropic removal of water. Subsequent reduction of (II) with borane, generated from NaBH4 and BF3, afforded pyrrolidine (III). Removal of the N-benzyl group of (III) was effected by hydrogenolysis over Pd/C, and the resulting secondary amine (IV) was coupled with the N-protected 3-thioacetylproline (V) to furnish amide (VI). Deacetylation of (VI) under basic conditions provided thiol (VII). Condensation of thiol (VII) with carbapenem enolphosphate (VIII) afforded thioether (IX). The 4-nitrobenzyl protecting groups of (IX) were finally removed by hydrogenolysis over Pd/C.

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