3,4,5-Trimethoxy-14-(4-methylphenyl)sulfonyl-9-oxa-14-azatetracyclo[9.7.0.02,7.012,16]octadeca-1(11),2,4,6,12(16),17-hexaene | 1101083-96-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 3,4,5-Trimethoxy-14-(4-methylphenyl)sulfonyl-9-oxa-14-azatetracyclo[9.7.0.02,7.012,16]octadeca-1(11),2,4,6,12(16),17-hexaene
• 英文别名: 3,4,5-trimethoxy-14-(4-methylphenyl)sulfonyl-9-oxa-14-azatetracyclo[9.7.0.02,7.012,16]octadeca-1(11),2,4,6,12(16),17-hexaene
• CAS: 1101083-96-8
• 化学式: C₂₆H₂₇NO₆S
• 分子量: 481.569
• InChiKey: WKGMWHGIGPYMCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-[4-[(2-ethynyl-3,4,5-trimethoxyphenyl)methoxy]but-2-ynyl]-4-methyl-N-prop-2-ynylbenzenesulfonamide 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65%的产率得到3,4,5-Trimethoxy-14-(4-methylphenyl)sulfonyl-9-oxa-14-azatetracyclo[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

文献信息

• A [2 + 2 + 2]-Cycloaddition Approach toward 6-Oxa-allocolchicinoids with Apoptosis-Inducing Activity
  作者：Norman Nicolaus、Susanne Strauss、Jörg-Martin Neudörfl、Aram Prokop、Hans-Günther Schmalz

  DOI：10.1021/ol802542c

  日期：2009.1.15

  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.