(1r,4r)-4-((tert-butoxycarbonyl)amino)cyclohexyl 1H-imidazole-1-carboxylate | 937369-84-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (1r,4r)-4-((tert-butoxycarbonyl)amino)cyclohexyl 1H-imidazole-1-carboxylate
• CAS: 937369-84-1
• 化学式: C₁₅H₂₃N₃O₄
• 分子量: 309.365
• InChiKey: XTSQCFXWDPFEKG-HAQNSBGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  82.45
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (1r,4r)-4-((tert-butoxycarbonyl)amino)cyclohexyl 1H-imidazole-1-carboxylate 、 在 sodium tert-pentoxide 作用下， 以 四氢呋喃 为溶剂， 反应 1.84h， 生成
  参考文献：
  名称：

  [EN] NEW PLEUROMUTILIN DERIVATIVE AND ITS USE
  [FR] NOUVEAU DERIVE DE PLEUROMUTILINE ET SON UTILISATION

  摘要：

  公开号：

  WO2007062334A3
• 作为产物：
  描述：

  Boc-Trans-4-Aminocyclohexanol 、 N,N'-羰基二咪唑 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以92%的产率得到(1r,4r)-4-((tert-butoxycarbonyl)amino)cyclohexyl 1H-imidazole-1-carboxylate
  参考文献：
  名称：

  [EN] NEW PLEUROMUTILIN DERIVATIVE AND ITS USE
  [FR] NOUVEAU DERIVE DE PLEUROMUTILINE ET SON UTILISATION

  摘要：

  公开号：

  WO2007062334A3

文献信息

• Novel Intermediates and Their Use
  申请人：Liu Peng

  公开号：US20080275251A1

  公开（公告）日：2008-11-06

  The invention is directed to novel acyloxy imidazole intermediates useful for making certain C-14 oxycarbonyl carbamate pleuromutilin derivatives. The invention is further directed to a process for making such acyloxy imidazole intermediates and to a process for making C-14 oxycarbonyl carbamate pleuromutilin derivatives using such acyloxy imidazole intermediates.

  本发明涉及新型酰氧基咪唑中间体，可用于制备特定的C-14氧羰基氨基甲酸酯类木鳖菌素衍生物。本发明还涉及制备这种酰氧基咪唑中间体的过程，以及使用这种酰氧基咪唑中间体制备C-14氧羰基氨基甲酸酯类木鳖菌素衍生物的过程。
• Process Development for A Novel Pleuromutilin-Derived Antibiotic
  作者：Yemane Andemichael、Jun Chen、Jacalyn S. Clawson、Wenning Dai、Ann Diederich、Susan V. Downing、Alan J. Freyer、Peng Liu、Lynette M. Oh、Daniel B. Patience、Sonja Sharpe、Joseph Sisko、Julie Tsui、Frederick G. Vogt、Jun Wang、Lori Wernersbach、Edward C. Webb、James Wertman、Leon Zhou

  DOI：10.1021/op900104g

  日期：2009.7.17

  A scalable synthesis of a novel pleuromutilin-based antibiotic is reported. The synthesis features the scale-up of an interesting skeletal rearrangement of the pleuromutilin core and isolation. of a highly purified product despite starting with relatively impure pleuromutilin. The use of Design of Experiment (DoE) and Principal Component Analysis (PCA) tools to achieve these goals is also discussed. Furthermore, the novel coupling of a carbamate and N-acyl-imidazole to produce the imidodicarbonate portion of the target molecule is described.
• [EN] NEW PLEUROMUTILIN DERIVATIVE AND ITS USE<br/>[FR] NOUVEAU DERIVE DE LA PLEUROMUTILINE ET SON UTILISATION
  申请人：GLAXO GROUP LTD

  公开号：WO2007062335A2

  公开（公告）日：2007-05-31

  (EN) The invention is directed to the succinate salt of trans-4-aminocyclohexyl (1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramenthyl-9-oxotricyclo[5.4.3.01,8]tetradec-6-yl imidodicarbonate (Compound IA). Compound IA is useful for the treatment of a variety of diseases and conditions, such as respiratory tract and skin and skin structure infections. Accordingly, the invention is still further directed to methods of treating respiratory tract and skin and skin structure infections using Compound IA or a pharmaceutical composition comprising Compound IA.(FR) La présente invention concerne le sel succinate du trans-4-aminocyclohexyl (1S,2R,3S,4S,6R,7R,8R,14R)-4-éthényl-3-hydroxy-2,4,7,14-tétraméthyl-9-oxotricyclo [5.4.3.01,8]tétradec-6-yl imido dicarbonate (composé IA). Le composé IA est utilisable pour le traitement de maladies et d'états variés tels que des infections des voies respiratoires et de la peau et des structures cutanées. L'invention concerne en outre le traitement d'infections des voies respiratoires et de la peau et des structures cutanées à l'aide du composé IA ou d'une composition pharmaceutique comprenant le composé IA.