((R)-1-Phenyl-ethyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine | 1000387-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ((R)-1-Phenyl-ethyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine
• CAS: 1000387-94-9
• 化学式: C₁₄H₁₄N₂
• 分子量: 210.279
• InChiKey: WIYRSOKQXGKPSA-PILJQMSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  25.25
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ((R)-1-Phenyl-ethyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine 、 三甲基氰硅烷 反应 0.17h， 生成 (R,R)-2-(1-phenylethylamino)-2-(4-pyridyl)acetonitrile 、 (S)-((R)-1-Phenyl-ethylamino)-pyridin-4-yl-acetonitrile
  参考文献：
  名称：

  One-pot diastereoselective synthesis of α-aminonitriles from aldehydes, chiral amines, and trimethylsilyl cyanide under solvent-free conditions

  摘要：

  Treatment of aliphatic and aromatic aldehydes with chiral amines and trimethylsilyl cyanide in the absence or in the presence of Lewis acids (including lithium perchlorate) under solvent-free conditions afforded the corresponding alpha-aminonitriles in good yields and with a diastereoselectivity of 68 to 86%.

  DOI：

  10.1134/s1070428006010088
• 作为产物：
  描述：

  4-吡啶甲醛 、 R(+)-alpha-甲基苄胺 在 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以100%的产率得到((R)-1-Phenyl-ethyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine
  参考文献：
  名称：

  Chemoselective and stereoselective synthesis of gem-difluoro-β-aminoesters or gem-difluoro-β-lactams from ethylbromodifluoroacetate and imines during Reformatsky reaction

  摘要：

  The chemoselective and stereoselective synthesis of gem-difluoro-beta-amiinoesters or genz-difluoro-beta-lactams was investigated from ethylbromodifluoroacetate and imines during Reformatsky reaction. Influence of various reaction parameters, such as nature of the amine part, nature of the chiral auxiliary, was evaluated. High levels of stereoselectivity (up to 98%) were obtained for gem-difluoro-beta-aminoesters and gem-difluoro-beta-lactams using either (R)-phenylglycinol or (R)-methoxyphenylglycinol. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.058