4-(4-Methoxybut-2-ynoxy)but-2-yn-1-ol | 1101083-69-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-Methoxybut-2-ynoxy)but-2-yn-1-ol
• CAS: 1101083-69-5
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: FZSQSHLEVIEIOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-Methoxybut-2-ynoxy)but-2-yn-1-ol 、 2-Ethynyl-1-(iodomethyl)-3,4,5-trimethoxybenzene 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 以94%的产率得到4-Ethynyl-1,2,3-trimethoxy-5-[4-(4-methoxybut-2-ynoxy)but-2-ynoxymethyl]benzene
  参考文献：
  名称：

  A [2 + 2 + 2]-Cycloaddition Approach toward 6-Oxa-allocolchicinoids with Apoptosis-Inducing Activity

  摘要：

  Following an A -> ABC strategy, a new synthesis of 6-oxa-allocolchicinoids was developed exploiting a microwave-promoted Co- or Rh-catalyzed intramolecular [2 + 2 + 2]-cycloaddition (alkyne cyclotrimerization) as a key step. The approach opens a short and efficient access to a variety of novel compounds, some of which were found to exhibit significant and selective apoptosis-inclucing activities against BJAB tumor cells.

  DOI：

  10.1021/ol802542c
• 作为产物：
  描述：

  2-((4-((4-methoxybut-2-yn-1-yl)oxy)but-2-yn-1-yl)oxy)tetrahydro-2H-pyran 在 甲醇 、 对甲苯磺酸 作用下， 以75%的产率得到4-(4-Methoxybut-2-ynoxy)but-2-yn-1-ol
  参考文献：
  名称：

  A [2 + 2 + 2]-Cycloaddition Approach toward 6-Oxa-allocolchicinoids with Apoptosis-Inducing Activity

  摘要：

  Following an A -> ABC strategy, a new synthesis of 6-oxa-allocolchicinoids was developed exploiting a microwave-promoted Co- or Rh-catalyzed intramolecular [2 + 2 + 2]-cycloaddition (alkyne cyclotrimerization) as a key step. The approach opens a short and efficient access to a variety of novel compounds, some of which were found to exhibit significant and selective apoptosis-inclucing activities against BJAB tumor cells.

  DOI：

  10.1021/ol802542c