(R)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine | 871840-80-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine
• 英文别名: (1R)-1-[4-[3-(trifluoromethyl)diazirin-3-yl]phenyl]ethanamine
• CAS: 871840-80-1
• 化学式: C₁₀H₁₀F₃N₃
• 分子量: 229.205
• InChiKey: GWQRPHFGHPOSHR-ZCFIWIBFSA-N

物化性质

• 沸点：
  264.4±50.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine 、 3-[2-oxo-5-(4-methoxybenzyl)cyclohexyl]-propionic acid methyl ester 在 3 A molecular sieve 、 溶剂黄146 、 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 22.5h， 以23%的产率得到methyl (1'R,1S,2R,5S)-5-[(4-methoxyphenyl)methyl]-2-{1'-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamino}cyclohexanepropionate
  参考文献：
  名称：

  Preparation of novel 3H-trifluoromethyldiazirine-based photoactivatable potassium channel antagonists

  摘要：

  The preparation of a series of photoactivatable precursors for use in photoaffinity labelling of potassium channels is described. 3H-Diazirine functionalities were incorporated into the previously described potassium channel antagonists 1-3. The ability to perform enantioselective reductions and Wittig reactions in the presence of 3H-diazirines was central to this work. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.007
• 作为产物：
  描述：

  (R)-(+)-1-(4-溴苯基)乙胺 在 吡啶 、 4-二甲氨基吡啶 、 正丁基锂 、 甲酸 、 盐酸羟胺 、 氨 、 三乙胺 、 N,N-二异丙基乙胺 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 12.84h， 生成 (R)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine
  参考文献：
  名称：

  Preparation of novel 3H-trifluoromethyldiazirine-based photoactivatable potassium channel antagonists

  摘要：

  The preparation of a series of photoactivatable precursors for use in photoaffinity labelling of potassium channels is described. 3H-Diazirine functionalities were incorporated into the previously described potassium channel antagonists 1-3. The ability to perform enantioselective reductions and Wittig reactions in the presence of 3H-diazirines was central to this work. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.007

文献信息

• Preparation of novel 3H-trifluoromethyldiazirine-based photoactivatable potassium channel antagonists
  作者：John M. Sanderson、John B.C. Findlay、Colin W.G. Fishwick

  DOI：10.1016/j.tet.2005.09.007

  日期：2005.11

  The preparation of a series of photoactivatable precursors for use in photoaffinity labelling of potassium channels is described. 3H-Diazirine functionalities were incorporated into the previously described potassium channel antagonists 1-3. The ability to perform enantioselective reductions and Wittig reactions in the presence of 3H-diazirines was central to this work. (c) 2005 Elsevier Ltd. All rights reserved.