N,N-[(S)-1-(naphthalen-2-yl)ethyl][(S)-1-(2-methoxyphenyl)ethyl]-amine | 885603-54-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N-[(S)-1-(naphthalen-2-yl)ethyl][(S)-1-(2-methoxyphenyl)ethyl]-amine
• CAS: 885603-54-3
• 化学式: C₂₁H₂₃NO
• 分子量: 305.42
• InChiKey: FQFLSBSWNSXIIX-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  21.26
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N,N-[(S)-1-(naphthalen-2-yl)ethyl][(S)-1-(2-methoxyphenyl)ethyl]-amine 在 三乙胺 、 三氯化磷 作用下， 以 四氢呋喃 为溶剂， 生成 O,O'-(S)-(5,5',6,6'-tetramethyl-biphenyl-2,2'-diyl)-N,N-[(S)-(naphthalen-2-yl)ethyl][(S)-1-(2-methoxy-phenyl)ethyl]phosphoramidite
  参考文献：
  名称：

  Catalytic asymmetric transformations with fine-tunable biphenol-based monodentate ligands

  摘要：

  A library of new fine-tunable monodentate phosphite and phosphoramidite ligands based on chiral biphenol have been designed and developed. These monodentate phosphorus ligands have exhibited excellent enantioselectivity in the Pd-catalyzed asymmetric allylic alkylation and Rh-catalyzed asymmetric hydrogenation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.12.035
• 作为产物：
  描述：

  2'-甲氧基苯乙酮 、 (S)-(-)-1-(2-萘基)乙胺 以69%的产率得到N,N-[(S)-1-(naphthalen-2-yl)ethyl][(S)-1-(2-methoxyphenyl)ethyl]-amine
  参考文献：
  名称：

  Catalytic asymmetric transformations with fine-tunable biphenol-based monodentate ligands

  摘要：

  A library of new fine-tunable monodentate phosphite and phosphoramidite ligands based on chiral biphenol have been designed and developed. These monodentate phosphorus ligands have exhibited excellent enantioselectivity in the Pd-catalyzed asymmetric allylic alkylation and Rh-catalyzed asymmetric hydrogenation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.12.035

文献信息

• Total Synthesis of Enantiopure (+)-γ-Lycorane Using Highly Efficient Pd-Catalyzed Asymmetric Allylic Alkylation
  作者：Bruno D. Chapsal、Iwao Ojima

  DOI：10.1021/ol060181v

  日期：2006.3.1

  A highly efficient short total synthesis of (+)-gamma-lycorane (> 99% ee, 41% overall yield) was achieved by using the asymmetric allylic alkylation in the key step catalyzed by palladium complexes with novel chiral biphenol-based monodentate phosphoramidite ligands.