2-[4-[4-[(2-Ethynyl-3,4,5-trimethoxyphenyl)methoxy]but-2-ynoxy]but-2-ynoxy]oxane | 1101083-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[4-[4-[(2-Ethynyl-3,4,5-trimethoxyphenyl)methoxy]but-2-ynoxy]but-2-ynoxy]oxane
• 英文别名: 2-[4-[4-[(2-ethynyl-3,4,5-trimethoxyphenyl)methoxy]but-2-ynoxy]but-2-ynoxy]oxane
• CAS: 1101083-77-5
• 化学式: C₂₅H₃₀O₇
• 分子量: 442.509
• InChiKey: JZTRWZNFGXYVKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[4-[4-[(2-Ethynyl-3,4,5-trimethoxyphenyl)methoxy]but-2-ynoxy]but-2-ynoxy]oxane 在 carbon monoxide,cobalt,cyclopenta-1,3-diene 、 三苯基膦 作用下， 以 氯苯 为溶剂， 反应 0.5h， 以51%的产率得到3,4,5-Trimethoxy-17-(oxan-2-yloxymethyl)-9,14-dioxatetracyclo[9.7.0.02,7.012,16]octadeca-1(11),2,4,6,12(16),17-hexaene
  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-Ethynyl-1-(iodomethyl)-3,4,5-trimethoxybenzene 、 4-((4-((tetrahydro-2H-pyran-2-yl)oxy)but-2-yn-1-yl)oxy)but-2-yn-1-ol 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 以82%的产率得到2-[4-[4-[(2-Ethynyl-3,4,5-trimethoxyphenyl)methoxy]but-2-ynoxy]but-2-ynoxy]oxane
  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