(S,R)-2-(1-cyclohexyl-2-phenyl-but-3-enylamino)-3-methylphenol | 1000026-16-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (S,R)-2-(1-cyclohexyl-2-phenyl-but-3-enylamino)-3-methylphenol
• 英文别名: 2-[[(1S,2R)-1-cyclohexyl-2-phenylbut-3-enyl]amino]-3-methylphenol
• CAS: 1000026-16-3
• 化学式: C₂₃H₂₉NO
• 分子量: 335.489
• InChiKey: IURMNSWVJNBQCU-OFNKIYASSA-N

物化性质

• 沸点：
  505.7±50.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (4S,5S)-2-chloro-3,4-dimethyl-5-phenyl-2-[(E)-3-phenylprop-2-enyl]-1,3,2-oxazasilolidine 、 2-{[1-Cyclohexyl-meth-(E)-ylidene]-amino}-3-methyl-phenol 以 氯仿 为溶剂， 反应 16.0h， 生成 、 (S,R)-2-(1-cyclohexyl-2-phenyl-but-3-enylamino)-3-methylphenol
  参考文献：
  名称：

  Highly Enantioselective Imine Cinnamylation with a Remarkable Diastereochemical Switch

  摘要：

  The first general method for the enantioselective cinnamylation of aldimines is reported. The method utilizes a simple chiral cinnamylsilane reagent and is characterized by experimental simplicity and extraordinarily high levels of enantioselectivity. Further, a remarkable and unprecedented diastereochemical reversal has been realized whereby either diastereomer may be accessed from the same trans-cinnamylsilane based upon a subtle change to the imine, thus obviating the usual requirement for both the trans- and cis-cinnamylsilanes.

  DOI：

  10.1021/ja076035h

文献信息

• Highly Enantioselective Imine Cinnamylation with a Remarkable Diastereochemical Switch
  作者：John D. Huber、James L. Leighton

  DOI：10.1021/ja076035h

  日期：2007.11.28

  The first general method for the enantioselective cinnamylation of aldimines is reported. The method utilizes a simple chiral cinnamylsilane reagent and is characterized by experimental simplicity and extraordinarily high levels of enantioselectivity. Further, a remarkable and unprecedented diastereochemical reversal has been realized whereby either diastereomer may be accessed from the same trans-cinnamylsilane based upon a subtle change to the imine, thus obviating the usual requirement for both the trans- and cis-cinnamylsilanes.