期刊文献+
任意字段
题名或关键词
题名
关键词
文摘
作者
第一作者
机构
刊名
分类号
参考文献
作者简介
基金资助
栏目信息

帕拉米韦中间体的合成 被引量：1

Synthesis the key intermediate of peramivir
下载PDF
导出
摘要 目的合成帕拉米韦关键中间体。方法以(-)-(1S,4R)-4-(叔丁氧羰基)氨基-2-环戊烯基-1-羧酸甲酯,2-乙基丁醛肟为起始原料经与次氯酸钠的Diels-Alder反应,催化氢化,N-乙酰化,脱氨基保护基,加成,水解共六步反应合成目标化合物。结果目标化合物结构经1H-NMR,MS确证。结论以总收率35.35%合成目标化合物。 Objective To synthesis the key intermediate of peramivir. Methods The target compound was prepared from（-）（ 1S,4R）-methyl 4-（（ tert-butoxycarbonyl） amino） cyclopent-2-enecarboxylate and（ E）-2-ethylbutanal oxime via Diels-Alder reaction with Na OCl,N-acetylation,deprotection,addition reaction and hydrolyzation. Results The structure of the target compound was confirmed by1H-NMR and MS. Conclusion The target compound was obtained with yield up to 35. 35%.
作者 王辉 凌浩 昌盛
机构地区 吉林医药学院药学院
出处 《吉林医药学院学报》 2016年第2期88-90,共3页 Journal of Jilin Medical University
基金 吉林医药学院科研项目 吉林省大学生创新创业训练计划项目
关键词 帕拉米韦 神经氨酸酶抑制剂 合成 peramivir nueraminidase inhibitor synthesis
分类号 TQ252 [化学工程—有机化工]
  • 相关文献

参考文献6

  • 1赵丽嘉,王利华,胡雅萍,陈常青.A/B型流感病毒治疗药物——帕拉米韦水合物(Peramivir hydrate)[J].药物评价研究,2010,33(5):400-406. 被引量：17
  • 2陈建新,陈良柱,刘雅红,韦兰萍,方炳虎.神经氨酸酶抑制剂帕拉米韦的合成及其抗禽流感病毒药效[J].中国抗生素杂志,2009,34(8):475-478. 被引量：5
  • 3Friedrich H, Herbert K, Anna S, et al. Improved synthesis of no-carrier-added 1MIBG and its precursor [ J ]. Synthesis, 2012,44 : 3387-3391.
  • 4Mineno T, Miller MJ. Stereoselective total synthesis of race- mic BCX-1812 (RWJ-270201) for the development of neuraminidase inhibitors as anti-influenza agents[J]. J Org Chem, 2003,68 ( 17 ) :6591-6596.
  • 5Babu YS, Chand P, Bantia S, et al. BCX-1812 ( RWJ- 270201 ) :Discovery of a novel, highly potent, orally active and selective influenza neuraminidase inhibitor through structure-based drug design [ J ]. J Med Chem, 2000,43 (19) :3482-3486.
  • 6Chand P, Kotian PL, Dehghani A, et al. Systematic struc- ture-based design and stereoselective synthesis of novel muhisubstituted eyelopentane derivatives with potent anti- influenza activity[ J ]. J Med Chem, 2001,44 ( 25 ) : 4379- 4392.

二级参考文献9

  • 1Babu Y S, Chand P, Bantia S, et al. BCX-1812 (RWJ-270201 ): Discovery of a novel, highly potent, orally active, and selective influenza neuraminidase inhibitor through structure-based drug design [ J ]. J Med Chem, 2000, 43 (19) : 3482-3486.
  • 2Bantia S, Arnold C S, Parker C D, et al. Anti-influenza virus activity of peramivir in mice with single intramuscular injection[ J ]. Antiv Res, 2006, 69 (1) : 39 -45.
  • 3Smee D F, Huffman J H, Morrison A C, et al. Cyclopentane neuraminidase inhibitors with potent in vitro anti-influenza virus activities [J]. Antimicrob Agents Chemother, 2001, 45 (3) : 743-748.
  • 4Mineno T, Miller M J. Stereoselective total synthesis of racemic BCX-1812 (RWJ-270201) for the development of neuraminidase inhibitors as anti-influenza agents [ J ]. J Org Chem,2003, 68(17) : 6591 +6596.
  • 5US Centers for Disease Control and Prevention.Update:drug susceptibility of swine-origin influenza A(H1N1)viruses[].Morbidity and Mortality Weekly Report.2009
  • 6Baum E Z,Wagaman P C,Ly L,et al.A point mutation in influenza B neuraminidase confers resistance to Peramivir and loss of slow binding[].Antiviral Research.2003
  • 7Chand, P,Kotian, P. L,Dehghani, A,El-Kattan, Y,Lin, T.-H,Hutchison, T. L,Babu, Y. S,Bantia, S,Elliott, A. J,Montgomery, J. A.Systematic Structure-Based Design and Stereoselective Synthesis of Novel Multisubstituted Cyclopentane Derivatives with Potent Antiinfluenza Activity[].Journal of Medicinal Chemistry.2001
  • 8Baz, M,Abed, Y,and Boivin, G.Characterization of drug-resistant recombinant influenza A/H1N1 viruses selected in vitro with peramivir and zanamivir[].Antiviral Research.2007
  • 9陈建新,邱灵才,方炳虎,李满妹,张晓琦,叶文才.甘草酸单铵盐对H_9N_2禽流感病毒的作用机制研究[J].中草药,2008,39(6):896-899. 被引量：20

共引文献19

同被引文献9

引证文献1

二级引证文献1

吉林医药学院学报
2016年 第2期

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部