N-cyclohexyl-1-cyclopropylethanimine | 39140-40-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-cyclohexyl-1-cyclopropylethanimine
• 英文别名: N-(1-cyclopropylethylidene)-cyclohexanamine；N-cyclopropylethylideneimine
• CAS: 39140-40-4
• 化学式: C₁₁H₁₉N
• 分子量: 165.279
• InChiKey: XIWDESPDLQLBKY-XFXZXTDPSA-N

物化性质

• 沸点：
  104-105 °C(Press: 3 Torr)
• 密度：
  0.9056 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-cyclohexyl-1-cyclopropylethanimine 在 正丁基锂 、 silica gel 作用下， 反应 2.75h， 生成 环丙基乙基甲酮
  参考文献：
  名称：

  Simple synthesis of acetogenin transoid insect pheromones starting from acetylcyclopropane

  摘要：

  A highly effective synthesis of a series of alkyl and 1-alkenyl cyclopropyl ketones, which are key components in the complete synthesis of a large number of transoid lepidoptera pheromones, has been developed, based on the alkylation of N-cyclohexyl-1-cyclopropylethylideneimine or its condensation with aldehydes.

  DOI：

  10.1007/bf00961235
• 作为产物：
  描述：

  环丙甲基酮 、 环己胺 在 四氯化钛 作用下， 生成 N-cyclohexyl-1-cyclopropylethanimine 、 N-cyclohexyl-1-cyclopropylethanimine
  参考文献：
  名称：

  Carbonylative [5 + 1] Cycloaddition of Cyclopropyl Imines Catalyzed by Ruthenium Carbonyl Complex

  摘要：

  DOI：

  10.1021/jo000795s

文献信息

• Imine Acylation via Benzotriazole Derivatives: The Preparation of Enaminones
  作者：Alan R. Katritzky、Yunfeng Fang、Augustine Donkor、Jiaye Xu

  DOI：10.1055/s-2000-8723

  日期：——

  Metalated ketimines 2a-c are converted into enaminones 3a-p in good to excellent yields by acylbenzotriazoles 1a-f.

  金属化的酮亚胺2a-c通过酰基苯并三氮唑1a-f 转化为酰胺酮3a-p，产率良好到优秀。
• Process for the preparation of key intermediates for the synthesis of statins or pharmaceutically acceptable salts thereof
  申请人：LEK Pharmaceuticals d.d.

  公开号：EP2423195A1

  公开（公告）日：2012-02-29

  The invention relates to commercially viable process for the synthesis of key intermediates for the preparation of statins, in particular Rosuvastatin and Pitavastatin or respective pharmaceutically acceptable salts thereof. A new simple and short synthetic route for key intermediates is presented which benefits from the use of cheap and readily available starting materials, by which the conventionally most frequently used DIBAL-H as reducing agent can be avoided.

  该发明涉及一种用于合成他汀类药物的关键中间体的商业可行过程，特别是Rosuvastatin和Pitavastatin，或其相应的药用盐。提供了一种新的简单和短的关键中间体合成路线，利用廉价且易获得的起始原料，避免了传统上最常用的还原剂DIBAL-H的使用。
• [EN] PROCESS FOR THE PREPARATION OF KEY INTERMEDIATES FOR THE SYNTHESIS OF STATINS OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION D'INTERMÉDIAIRES CLÉS POUR LA SYNTHÈSE DE STATINES OU SELS PHARMACEUTIQUEMENT ACCEPTABLES DE CEUX-CI
  申请人：LEK PHARMACEUTICALS

  公开号：WO2012013325A1

  公开（公告）日：2012-02-02

  The invention relates to commercially viable process for the synthesis of key intermediates for the preparation of statins, in particular Rosuvastatin and Pitavastatin or respective pharmaceutically acceptable salts thereof. A new simple and short synthetic route for key intermediates is presented which benefits from the use of cheap and readily available starting materials, by which the conventionally most frequently used DIBAL-H as reducing agent can be avoided.

  该发明涉及一种用于合成他汀类药物的关键中间体的商业可行工艺，特别是用于制备罗伪司汀和匹伐司汀或其相应的药用盐。提出了一种新的简单和短路的关键中间体合成路线，其受益于使用廉价且易获得的起始原料，从而避免了传统上最常用的DIBAL-H还原剂。
• PROCESS FOR THE PREPARATION OF KEY INTERMEDIATES FOR THE SYNTHESIS OF STATINS OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF
  申请人：Casar Zdenko

  公开号：US20140051854A1

  公开（公告）日：2014-02-20

  The invention relates to commercially viable process for the synthesis of key intermediates for the preparation of statins, in particular Rosuvastatin and Pitavastatin or respective pharmaceutically acceptable salts thereof. A new simple and short synthetic route for key intermediates is presented which benefits from the use of cheap and readily available starting materials, by which the conventionally most frequently used DIBAL-H as reducing agent can be avoided.

  本发明涉及一种商业可行的工艺，用于合成制备他汀类药物的关键中间体，尤其是罗舒瓦司汀和匹伐他汀或其相应的药用盐。本发明提供了一种新的简单短路线用于合成关键中间体，该路线受益于使用廉价且易得的起始材料，从而可以避免传统上最常用的DIBAL-H还原剂。
• Alkylation of acetylcyclopropane cyclohexylimine by ethylene oxide derivatives as a key step in the synthesis of some insect acetogenin pheromones
  作者：N. M. Ivanova、B. E. Cheskis、A. M. Moiseenkov、O. M. Nefedov

  DOI：10.1007/bf00863822

  日期：1992.10

  The interaction of Li derivatives of acetylcyclopropane cyclohexylimine with ethylene, propylene, and isoprene oxides leads efficiently to the corresponding gamma-cyclopropylketols. The cyclopropylcarbinol corresponding to the first of them is smoothly converted under the action of the couple Me3SiBr/ZnBr2 to a linear E-C7-homoallyl bromide, which is then used in the stereocontrolled synthesis of tridec-4E-enyl and trideca-4E, 7Z-dienyl acetates - components of the sex pheromones of some Lepidoptera species.