1-phenyl-N-[(1S)-1-phenylprop-2-enoxy]methanamine | 815611-00-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-phenyl-N-[(1S)-1-phenylprop-2-enoxy]methanamine
• CAS: 815611-00-8
• 化学式: C₁₆H₁₇NO
• 分子量: 239.317
• InChiKey: DKDDWUCMWBSNEN-INIZCTEOSA-N

物化性质

• 沸点：
  354.6±52.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  丙烯酰氯 、 1-phenyl-N-[(1S)-1-phenylprop-2-enoxy]methanamine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以98%的产率得到N-((S)-1-phenylallyloxy)-N-benzylacrylamide
  参考文献：
  名称：

  Enantioselective synthesis of [1,2]-oxazinone scaffolds and [1,2]-oxazine core structures of FR900482

  摘要：

  Several chiral unsaturated [1,2]-oxazinone heterocycles have been synthesized by iridium-catalyzed allylic substitution and ring-closing metathesis (RCM) reaction in high yields with excellent enantiomeric excesses. In addition, the synthesis of [1,2]-oxazine core structures of FR900482 was achieved via iridiurn-catalyzed allylic substitution, followed by RCM and Heck reactions, respectively. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.071
• 作为产物：
  描述：

  苯甲醛肟 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 2,6-二[(4S)-4-苯基-2-恶唑啉基]吡啶 盐酸 、 正丁基锂 、 吡啶硼烷 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 1-phenyl-N-[(1S)-1-phenylprop-2-enoxy]methanamine
  参考文献：
  名称：

  Utility of the Iridium Complex of the Pybox Ligand in Regio- and Enantioselective Allylic Substitution

  摘要：

  [GRAPHICS]The viability of the iridium complex of pybox as chiral catalyst in allylic substitutions and the enantiosilective synthesis of branched products was studied. Among several chiral ligands evaluated, the iridium complex of pybox having a phenyl group catalyzed the reaction with high activity to form the branched amines with good enantioselectivities when hydroxylamine, amine, and aniline were employed as a nucleophile. The allylic substitution with oximes proceeded smoothly to give the branched oxime ethers with good enantioselectivities.

  DOI：

  10.1021/ol047915t