4-(6-methoxy-5-(nona-1,8-diynyl)naphthalen-2-yl)butan-2-one | 1225055-64-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(6-methoxy-5-(nona-1,8-diynyl)naphthalen-2-yl)butan-2-one
• CAS: 1225055-64-0
• 化学式: C₂₄H₂₆O₂
• 分子量: 346.469
• InChiKey: GHDRSNYAKMSNQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  4-(6-methoxy-5-(nona-1,8-diynyl)naphthalen-2-yl)butan-2-one 、 2-碘雌二醇 在 copper(l) iodide 、 四(三苯基膦)钯 、 二异丙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.25h， 以39%的产率得到4,4'-(5,5'-(octadeca-1,8,10,17-tetrayne-1,18-diyl)bis(6-methoxynaphthalene-5,2-diyl))dibutan-2-one
  参考文献：
  名称：

  Mild Arming and Derivatization of Natural Products via an In(OTf)₃-Catalyzed Arene Iodination

  摘要：

  Iodination of arene-containing natural products employing N-iodosuccinimide catalyzed by In(OTf)(3) at ambient temperature is reported as a versatile and mild method for natural product derivatization amenable to small scale. This process facilitates natural product derivatization of arene moieties for SAR studies, homo- and heterodimerization of natural products, and also conjugation with reporters such as biotin via subsequent metal-mediated coupling reactions.

  DOI：

  10.1021/ol100587j
• 作为产物：
  描述：

  1,8-壬二炔 、 4-(5-iodo-6-methoxynaphthalen-2-yl)butan-2-one 在 copper(l) iodide 、 四(三苯基膦)钯 、 二异丙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.25h， 以40%的产率得到4,4'-(5,5'-(nona-1,8-diyne-1,9-diyl)bis(6-methoxynaphthalene-5,2-diyl))dibutan-2-one
  参考文献：
  名称：

  Mild Arming and Derivatization of Natural Products via an In(OTf)₃-Catalyzed Arene Iodination

  摘要：

  Iodination of arene-containing natural products employing N-iodosuccinimide catalyzed by In(OTf)(3) at ambient temperature is reported as a versatile and mild method for natural product derivatization amenable to small scale. This process facilitates natural product derivatization of arene moieties for SAR studies, homo- and heterodimerization of natural products, and also conjugation with reporters such as biotin via subsequent metal-mediated coupling reactions.

  DOI：

  10.1021/ol100587j