(3aR,4R,7R,7aS)-3,3,4-trichloro-7-(methoxymethoxy)octahydroindol-2-one | 1170693-48-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (3aR,4R,7R,7aS)-3,3,4-trichloro-7-(methoxymethoxy)octahydroindol-2-one
• 英文别名: (3aR,4R,7R,7aS)-3,3,4-trichloro-7-(methoxymethoxy)-3a,4,5,6,7,7a-hexahydro-1H-indol-2-one
• CAS: 1170693-48-7
• 化学式: C₁₀H₁₄Cl₃NO₃
• 分子量: 302.585
• InChiKey: RUDCYBYDMNAMCI-OOJXKGFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (1R,2S)-1-(methoxymethoxy)-2-(2',2',2'-trichloromethylcarbonylamino)cyclohexa-3-ene 在 tris(triphenylphosphine)ruthenium(II) chloride 作用下， 以 对二甲苯 为溶剂， 反应 2.0h， 以75%的产率得到(3aR,4R,7R,7aS)-3,3,4-trichloro-7-(methoxymethoxy)octahydroindol-2-one
  参考文献：
  名称：

  Tandem aza-Claisen rearrangement and ring-closing metathesis reactions: the stereoselective synthesis of functionalised carbocyclic amides

  摘要：

  A one-pot, tandem process has been developed for the efficient synthesis Of functionalised carbocyclic amides. A substituted cyclopentenyl trichloroacetamide was synthesised Using a tandem thermal aza-Claisen rearrangement and RCM process, while an analogous cyclohexenyl trichloroacetamide was generated with high diastereoselectivity using a tandem MOM-ether directed metal-catalysed aza-Claisen rearrangement and RCM process. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.032

文献信息

• Tandem aza-Claisen rearrangement and ring-closing metathesis reactions: the stereoselective synthesis of functionalised carbocyclic amides
  作者：Michael D. Swift、Adele Donaldson、Andrew Sutherland

  DOI：10.1016/j.tetlet.2009.02.032

  日期：2009.7

  A one-pot, tandem process has been developed for the efficient synthesis Of functionalised carbocyclic amides. A substituted cyclopentenyl trichloroacetamide was synthesised Using a tandem thermal aza-Claisen rearrangement and RCM process, while an analogous cyclohexenyl trichloroacetamide was generated with high diastereoselectivity using a tandem MOM-ether directed metal-catalysed aza-Claisen rearrangement and RCM process. (C) 2009 Elsevier Ltd. All rights reserved.