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新型三环酮内酯TE-802的合成 被引量：1

Synthesis of a novel tricyclic ketolide,TE-802
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摘要 目的研究新型三环酮内酯TE-802的合成方法。方法以克拉霉素为起始原料,经水解、乙酰化、环碳酸酯化、氧化、脱碳酸酯化、酰化、环氨基甲酸酯化和环合等反应合成目标化合物。结果成功地合成了TE-802,总收率为22.1%。目标化合物的结构经红外光谱、核磁共振氢谱、质谱及元素分析确证。结论该合成路线中使用的原料和试剂价廉易得、总成本低,收率高,各步反应条件温和、操作简便。 Aim To study the synthetic procedure of novel tricyclic ketolide, TE-802. Method The target compound was synthesized from clarithromycin via hydrolyzation, acetylation, cyclic carbonatation, oxidation, decarbonatation, acylation, cyclic carbamatation and cyclization. Results and conclusion TE-802 was synthe- sized successfully in a total yield of 22.1%. The structure of the target compound was confirmed by IR, 1H- NMR, MS and elemental analysis. This improved procedure has several advantages of low consumption, mild condition, convenient operation and high yield.
作者 毕小玲 尤启冬
机构地区 中国药科大学药物化学教研室
出处 《中国药物化学杂志》 CAS CSCD 2007年第1期32-36,共5页 Chinese Journal of Medicinal Chemistry
关键词 工艺研究 三环酮内酯 TE-802 克拉霉素 process research tricyclic ketolide TE-802 clarithromycin
分类号 TQ465 [化学工程—制药化工]
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参考文献5

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同被引文献12

  • 1魏新,尤启冬.一种制备大环内酯类半合成抗生素泰利霉素的方法:中国,1800198[P].2006-07-12.
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  • 5Agouridas C,Denis A,Auger J-M,et al.Synthesis and antibacterial activity of ketolides (6-O-methyl-3-oxoerythromycin derivatives):a new class of antibacterialshighly potent against macrolide-resistant and -susceptible respiratory pathogens[J].J Med Chem,1998,41 (21):4080-4100.
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  • 8Kashimura M,Asaka T,Morimoto S,et al.Preparation of 6-O-methylerythromycin a derivatives[P].WO:9209614,1992-06-11.(CA 1992,117:251713p)
  • 9Zhao Y,You QD,Shen WB.A novel bicyclic ketolide derivative[J].Bioorg Med Chem Lett,2003,13 (10):1805-1807.
  • 10Wei X,You QD.A facile and scalable synthesis of 3-O-decladinose-6-methyl-10,11 -dehydrate-erythromycin-3-one-2'-acetate,an important intermediate for ketolide synthesis[J].Org Proc Res Dev,2006,10 (3):446-449.

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中国药物化学杂志
2007年 第1期

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