benzyl (1S,4R)-3-pyridin-2-ylspiro[2-oxa-3-azabicyclo[2.2.1]hept-5-ene-7,4'-piperidine]-1'-carboxylate | 1193436-26-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: benzyl (1S,4R)-3-pyridin-2-ylspiro[2-oxa-3-azabicyclo[2.2.1]hept-5-ene-7,4'-piperidine]-1'-carboxylate
• CAS: 1193436-26-8
• 化学式: C₂₂H₂₃N₃O₃
• 分子量: 377.443
• InChiKey: OGJHMGGHPDRVIX-MOPGFXCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  benzyl 8-azaspiro[4.5]deca-1,3-diene-8-carboxylate 、 2-亚硝基吡啶 在 5,5'-双(二苯基磷)-四氟-二-1,3-苯二氧杂环 、 tetrakis(actonitrile)copper(I) hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 生成 (+/-)-benzyl 3-(pyridin-2-yl)-2-oxa-3-azaspiro[bicyclo[2.2.1]hept[5]ene-7,4'-piperidine]-1'-carboxylate 、 benzyl (1S,4R)-3-pyridin-2-ylspiro[2-oxa-3-azabicyclo[2.2.1]hept-5-ene-7,4'-piperidine]-1'-carboxylate
  参考文献：
  名称：

  Retro iminonitroso Diels–Alder reactions: interconversion of nitroso cycloadducts

  摘要：

  Retro iminonitroso Diels-Alder reactions were investigated in both solution and solid phase. In thermal or Cu(I)-mediated reactions, interconversion of various nitroso cycloadducts occurred in the presence of separate dienes. Up to 99% of conversion was observed. Use of chiral ligands in the Cu(I)-mediated reactions gave new cycloadducts enantioselectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.121

文献信息

• Retro iminonitroso Diels–Alder reactions: interconversion of nitroso cycloadducts
  作者：Baiyuan Yang、Weimin Lin、Viktor Krchnak、Marvin J. Miller

  DOI：10.1016/j.tetlet.2009.07.121

  日期：2009.10

  Retro iminonitroso Diels-Alder reactions were investigated in both solution and solid phase. In thermal or Cu(I)-mediated reactions, interconversion of various nitroso cycloadducts occurred in the presence of separate dienes. Up to 99% of conversion was observed. Use of chiral ligands in the Cu(I)-mediated reactions gave new cycloadducts enantioselectively. (C) 2009 Elsevier Ltd. All rights reserved.