N-(tert-butoxycarbonyl)-L-valine-(2-naphthyl)methylamide | 1197279-67-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(tert-butoxycarbonyl)-L-valine-(2-naphthyl)methylamide
• CAS: 1197279-67-6
• 化学式: C₂₁H₂₈N₂O₃
• 分子量: 356.465
• InChiKey: WZMIXUNZOOBZCA-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  67.43
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(tert-butoxycarbonyl)-L-valine-(2-naphthyl)methylamide 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 以59 mg的产率得到C₂₁H₂₈N₂O₂S
  参考文献：
  名称：

  Fine-tuning catalytic activity and selectivity—[Rh(amino acid thioamide)] complexes for efficient ketone reduction

  摘要：

  Amino acid-derived thioamides are prepared and evaluated as ligands in the rhodium-catalyzed asymmetric transfer hydrogenation of ketones in 2-propanol. It is found that increasing the steric bulk at the C-terminus of the ligand had a positive impact on both activity and selectivity in the reduction reaction. In order to find the optimum catalyst, a study is performed on a series of thioamide ligands having substituents of varying size. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.116
• 作为产物：
  描述：

  N-Boc-L-缬氨酸 、 萘-2-甲胺 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 为溶剂， 生成 N-(tert-butoxycarbonyl)-L-valine-(2-naphthyl)methylamide
  参考文献：
  名称：

  Fine-tuning catalytic activity and selectivity—[Rh(amino acid thioamide)] complexes for efficient ketone reduction

  摘要：

  Amino acid-derived thioamides are prepared and evaluated as ligands in the rhodium-catalyzed asymmetric transfer hydrogenation of ketones in 2-propanol. It is found that increasing the steric bulk at the C-terminus of the ligand had a positive impact on both activity and selectivity in the reduction reaction. In order to find the optimum catalyst, a study is performed on a series of thioamide ligands having substituents of varying size. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.116