[(1S,2R)-2-(3,4-dichlorophenyl)-2-(hydroxymethyl)cyclopropyl]methanol | 910028-60-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(1S,2R)-2-(3,4-dichlorophenyl)-2-(hydroxymethyl)cyclopropyl]methanol
• CAS: 910028-60-3
• 化学式: C₁₁H₁₂Cl₂O₂
• 分子量: 247.121
• InChiKey: HGKKYWDYPAUKAI-KCJUWKMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [(1S,2R)-2-(3,4-dichlorophenyl)-2-(hydroxymethyl)cyclopropyl]methanol 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  Stereocontrolled Synthesis of Trisubstituted Cyclopropanes:  Expedient, Atom-Economical, Asymmetric Syntheses of (+)-Bicifadine and DOV21947

  摘要：

  An expedient, atom-economical, asymmetric synthesis of 1-aryl-3-azabicyclo[3.1.0]hexanes, including (+)-Bicifadine and DOV21947, in a single-stage through process without isolation of any intermediates has been developed. The key of this synthesis is the in-depth mechanistic understanding of the complicated epoxy nitrile coupling at each reaction stage. Therefore, the desired trisubstituted cyclopropane can be prepared in high ee and yield by controlling the reaction pathway through manipulating the nitrile anion aggregation state.

  DOI：

  10.1021/ol061650w
• 作为产物：
  描述：

  (1R,5S)-1-(3,4-dichlorophenyl)-3-oxabicyclo[3.1.0]hexan-2-one 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 生成 [(1S,2R)-2-(3,4-dichlorophenyl)-2-(hydroxymethyl)cyclopropyl]methanol
  参考文献：
  名称：

  Stereocontrolled Synthesis of Trisubstituted Cyclopropanes:  Expedient, Atom-Economical, Asymmetric Syntheses of (+)-Bicifadine and DOV21947

  摘要：

  An expedient, atom-economical, asymmetric synthesis of 1-aryl-3-azabicyclo[3.1.0]hexanes, including (+)-Bicifadine and DOV21947, in a single-stage through process without isolation of any intermediates has been developed. The key of this synthesis is the in-depth mechanistic understanding of the complicated epoxy nitrile coupling at each reaction stage. Therefore, the desired trisubstituted cyclopropane can be prepared in high ee and yield by controlling the reaction pathway through manipulating the nitrile anion aggregation state.

  DOI：

  10.1021/ol061650w

文献信息

• Novel Arylbicyclo[3.1.0]Hexylamines And Methods And Compositions For Their Preparation And Use
  申请人：Skolnick Phil

  公开号：US20080194696A1

  公开（公告）日：2008-08-14

  The invention provides novel arylbicyclo[3.1.0]hexylamines, and related processes and intermediates for preparing these compounds, as well as compositions and methods employing these compounds for the treatment and/or prevention of central nervous system (CNS) disorders, including but not limited to depression and anxiety.

  本发明提供了新型芳基双环[3.1.0]己基胺，以及制备这些化合物的相关过程和中间体，以及使用这些化合物的组合物和方法，用于治疗和/或预防中枢神经系统（CNS）疾病，包括但不限于抑郁症和焦虑症。
• US8138377B2
  申请人：——

  公开号：US8138377B2

  公开（公告）日：2012-03-20