(1'R,4aS,8aR)-3,4,4a,5,7,8,8a-heptahydro-1-(1'-phenylethyl)quinolin-2,6(1H)-dione | 871840-99-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉类
• 英文名称: (1'R,4aS,8aR)-3,4,4a,5,7,8,8a-heptahydro-1-(1'-phenylethyl)quinolin-2,6(1H)-dione
• 英文别名: (4aS,8aR)-1-[(1R)-1-phenylethyl]-4,4a,5,7,8,8a-hexahydro-3H-quinoline-2,6-dione
• CAS: 871840-99-2
• 化学式: C₁₇H₂₁NO₂
• 分子量: 271.359
• InChiKey: VWSJENPSMIMXHA-IVMMDQJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  dimethyl [4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]methyl phosphonate 、 (1'R,4aS,8aR)-3,4,4a,5,7,8,8a-heptahydro-1-(1'-phenylethyl)quinolin-2,6(1H)-dione 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以27%的产率得到(1'R,4aS,8aR)-3,4,4a,5,7,8,8a-heptahydro-6-[4-(3-trifluoromethyl-3H-diazirin-3-yl)benzylidene]-1-(1'-phenylethyl)quinolin-2(1H)-one
  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：

  (+/-)-methyl (2,5-oxo)-5-[spiro-(2,5-oxa)cyclopentyl]cyclohexane propionate 在 对甲苯磺酸 、 溶剂黄146 作用下， 以 水 、 甲苯 为溶剂， 反应 198.0h， 生成 (1'R,4aS,8aR)-3,4,4a,5,7,8,8a-heptahydro-1-(1'-phenylethyl)quinolin-2,6(1H)-dione
  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