2-(((1S,2R)-1-(4-methoxyphenyl)-2-phenylbut-3-enylamino)methyl)phenol | 1000026-20-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(((1S,2R)-1-(4-methoxyphenyl)-2-phenylbut-3-enylamino)methyl)phenol
• 英文别名: 2-[[[(1S,2R)-1-(4-methoxyphenyl)-2-phenylbut-3-enyl]amino]methyl]phenol
• CAS: 1000026-20-9
• 化学式: C₂₄H₂₅NO₂
• 分子量: 359.468
• InChiKey: KNRVNXMGVLPCBP-ISKFKSNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

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 、 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 2-(((1S,2R)-1-(4-methoxyphenyl)-2-phenylbut-3-enylamino)methyl)phenol 、
  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.