rac-(1R,2S)-cyclohexyl(2-fluorocyclohexyl)amine | 128318-72-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: rac-(1R,2S)-cyclohexyl(2-fluorocyclohexyl)amine
• 英文别名: (1S,2R)-N-cyclohexyl-2-fluorocyclohexan-1-amine
• CAS: 128318-72-9
• 化学式: C₁₂H₂₂FN
• 分子量: 199.312
• InChiKey: XYTHGBRNZOCALB-NEPJUHHUSA-N

物化性质

• 沸点：
  63 °C(Press: 0.2 Torr)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-cyclohexyl-2-fluorocyclohexan-1-imine 在 三氯硅烷 作用下， 以 乙酸乙酯 为溶剂， 生成 rac-(1S,2S)-cyclohexyl(2-fluorocyclohexyl)amine 、 rac-(1R,2S)-cyclohexyl(2-fluorocyclohexyl)amine
  参考文献：
  名称：

  Highly Efficient Diastereoselective Reduction of α-Fluoroimines

  摘要：

  A highly selective reduction of alpha-fluoroimines to the corresponding beta-fluoroamines has been developed utilizing trichlorosilane as the reductant. The key aspect of this reaction is the ability of fluorine and nitrogen to activate organosilanes leading to high diastereoselectivity (>100:1) in the product distribution. This new method provides a new avenue for the diastereoselective synthesis of beta-fluorinated amines in good yields and selectivity.

  DOI：

  10.1021/ol100647b

文献信息

• Synthese de β-fluoroamines
  作者：Ch. Toulgui、M.M. Chaabouni、A. Baklouti

  DOI：10.1016/s0022-1139(00)82924-3

  日期：1990.3
• Highly Efficient Diastereoselective Reduction of α-Fluoroimines
  作者：Roy M. Malamakal、Whitney R. Hess、Todd A. Davis

  DOI：10.1021/ol100647b

  日期：2010.5.21

  A highly selective reduction of alpha-fluoroimines to the corresponding beta-fluoroamines has been developed utilizing trichlorosilane as the reductant. The key aspect of this reaction is the ability of fluorine and nitrogen to activate organosilanes leading to high diastereoselectivity (>100:1) in the product distribution. This new method provides a new avenue for the diastereoselective synthesis of beta-fluorinated amines in good yields and selectivity.