ethyl 3,3-dimethyloct-6-ynoate | 1186603-65-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3,3-dimethyloct-6-ynoate
• CAS: 1186603-65-5
• 化学式: C₁₂H₂₀O₂
• 分子量: 196.29
• InChiKey: YWSXMBVNYPHSCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ethyl 3,3-dimethyloct-6-ynoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以85%的产率得到3,3-dimethyloct-6-yn-1-ol
  参考文献：
  名称：

  Oxaziridine-Mediated Intramolecular Amination of sp³-Hybridized C−H Bonds

  摘要：

  We describe a new oxaziridine-mediated approach to the amination of sp(3)-hybridized C-H bonds. In the presence of a copper(II) catalyst, N-sulfonyl oxaziridines participate in efficient intramolecular cyclization reactions to afford a variety of piperidine and tetrahydroisoquinoline structures. The aminal intermediates provide a convenient functional handle for further elaboration of these structures, demonstrating the utility of this new methodology for the rapid construction of structurally complex nitrogen-containing heterocycles.

  DOI：

  10.1021/ja906183g
• 作为产物：
  描述：

  5-溴-2-戊炔 、 3-甲基-2-丁烯酸乙酯 在 magnesium 、 三甲基氯硅烷 、 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以79%的产率得到ethyl 3,3-dimethyloct-6-ynoate
  参考文献：
  名称：

  Oxaziridine-Mediated Intramolecular Amination of sp³-Hybridized C−H Bonds

  摘要：

  We describe a new oxaziridine-mediated approach to the amination of sp(3)-hybridized C-H bonds. In the presence of a copper(II) catalyst, N-sulfonyl oxaziridines participate in efficient intramolecular cyclization reactions to afford a variety of piperidine and tetrahydroisoquinoline structures. The aminal intermediates provide a convenient functional handle for further elaboration of these structures, demonstrating the utility of this new methodology for the rapid construction of structurally complex nitrogen-containing heterocycles.

  DOI：

  10.1021/ja906183g