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帕尼培南-倍他米隆的合成研究 被引量:2

The Synthesis of Pannipenem-betamipron
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摘要 以乙酰乙酸甲酯、对硝基苄醇及单环β-内酰胺为原料,经过酯交换、重氮化等六步反应,以48.2%的总收率完成帕尼培南母核9的构建;以(3R)-3-羟基吡咯烷盐酸盐为起始原料,经过四步反应,以63.7%的总收率完成对帕尼培南侧链13的构建;接着将母核和侧链缩合对接,经脱保护和亚胺化两步反应完成帕尼培南的构建,三步总收率为43.5%。整条路线共十三步,总收率达到13.4%。同时以苯甲酰氯和β-丙氨酸为原料,85%的收率完成倍他米隆的构建。 The compound 9 was synthesized with 48.2% overall yield by six-step reactions through transesterification and diazotization from the starting material: methyl 3-oxobutanoate, 4-nitro phenylmethanol and β-1aetam. The compound 13 was obtained with 63.7% overall yield by four-step reactions from (3R)- pyrrolidin-3-ol hydrochloride. The compound 15 was gained by treated the compound 9 with the compound 13 in 43.5% yield. Finally, panipenem was obtained in 13.4% overall yield in thirteen steps. At the same time, betamipron was obtained in 85% yield with benzoyl chloride and β-aminopropanoie acid as raw materials.
出处 《浙江化工》 CAS 2010年第1期9-14,17,共7页 Zhejiang Chemical Industry
基金 浙江省科技计划资助项目(2007C21112)
关键词 碳青霉烯 帕尼培南 倍他米隆 earbapenem panipenem betamipron
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参考文献15

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同被引文献7

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  • 5张玲,刘毅,刘玲,王晓兰,倪善红,毛绍云,陶宁.帕尼培南的合成[J].化学试剂,2009,31(11):941-944. 被引量:2
  • 6杨建国,方惠珍,黄卫莲,金庆平,刘丹.帕尼培南关键中间体的合成[J].中国药物化学杂志,2010,20(6):508-510. 被引量:4
  • 7方惠珍,杨建国,金庆平,黄卫连,刘丹.帕尼培南的合成工艺改进[J].中国药物化学杂志,2011,21(3):216-219. 被引量:1

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