methyl (1'R,1S,2R)-5-[spiro-(2,5-oxa)cyclopentyl]-2-[1'-(phenylethyl)amino]cyclohexanepropionate | 871840-96-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (1'R,1S,2R)-5-[spiro-(2,5-oxa)cyclopentyl]-2-[1'-(phenylethyl)amino]cyclohexanepropionate
• CAS: 871840-96-9
• 化学式: C₂₀H₂₉NO₄
• 分子量: 347.455
• InChiKey: NEQGZOPYNSYKNT-BPQIPLTHSA-N

反应信息

• 作为反应物：
  描述：

  methyl (1'R,1S,2R)-5-[spiro-(2,5-oxa)cyclopentyl]-2-[1'-(phenylethyl)amino]cyclohexanepropionate 在 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 56.0h， 生成 (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 、 R(+)-alpha-甲基苄胺 在 对甲苯磺酸 、 氢气 、 镍 作用下， 以 甲苯 、 乙醇 为溶剂， 反应 167.0h， 以74%的产率得到methyl (1'R,1S,2R)-5-[spiro-(2,5-oxa)cyclopentyl]-2-[1'-(phenylethyl)amino]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