N-[(1S)-1-(2-Naphthalenyl)ethyl]-2-propenamide | 873914-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-[(1S)-1-(2-Naphthalenyl)ethyl]-2-propenamide
• 英文别名: N-[(1S)-1-naphthalen-2-ylethyl]prop-2-enamide
• CAS: 873914-48-8
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: IICLCUCTTMCNLG-NSHDSACASA-N

物化性质

• 沸点：
  443.2±28.0 °C(Predicted)
• 密度：
  1.084±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-[(1S)-1-(2-Naphthalenyl)ethyl]-2-propenamide 、 氯-(4-甲基苯基)磺酰基亚胺钠 在 K2 作用下， 以 水 、 叔丁醇 为溶剂， 以88%的产率得到
  参考文献：
  名称：

  First asymmetric aminohydroxylation of acrylamides

  摘要：

  The first examples of the asymmetric aminohydroxylation of acryl amides are reported. This was accomplished with chiral acrylamides as substrates, which undergo diastereoselective oxidative transformation within the so-called 'second catalytic cycle' with diastereomeric excesses reaching 100:0. The reaction relies solely on the stereochemical information provided by the enantiomerically pure starting materials. A stereochemical model for the observed asymmetric induction is provided. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.08.052
• 作为产物：
  描述：

  (S)-(-)-1-(2-萘基)乙胺 、 丙烯酰氯 生成 N-[(1S)-1-(2-Naphthalenyl)ethyl]-2-propenamide
  参考文献：
  名称：

  First asymmetric aminohydroxylation of acrylamides

  摘要：

  The first examples of the asymmetric aminohydroxylation of acryl amides are reported. This was accomplished with chiral acrylamides as substrates, which undergo diastereoselective oxidative transformation within the so-called 'second catalytic cycle' with diastereomeric excesses reaching 100:0. The reaction relies solely on the stereochemical information provided by the enantiomerically pure starting materials. A stereochemical model for the observed asymmetric induction is provided. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.08.052