N,N-diisopropyl 2-(4-bromo-3-methoxynaphthalen-2-yl)benzamide | 410074-78-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N-diisopropyl 2-(4-bromo-3-methoxynaphthalen-2-yl)benzamide
• 英文别名: 2-(4-bromo-3-methoxynaphthalen-2-yl)-N,N-di(propan-2-yl)benzamide
• CAS: 410074-78-1
• 化学式: C₂₄H₂₆BrNO₂
• 分子量: 440.38
• InChiKey: XOBBVDOWYCIGKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-diisopropyl 2-(4-bromo-3-methoxynaphthalen-2-yl)benzamide 在 2,6-二甲基吡啶 、 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 sodium methylate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 5-bromo-6-methoxy-11-(tert-butyldimethylsiloxy)-11H-benzo[a]fluorene
  参考文献：
  名称：

  Diazo Group Electrophilicity in Kinamycins and Lomaiviticin A:  Potential Insights into the Molecular Mechanism of Antibacterial and Antitumor Activity

  摘要：

  Theoretical and chemical studies of the reactivity of isoprekinamycin, the kinamycins, and the lomaiviticins support the proposal that these natural products exhibit enhanced diazonium salt character and may owe their antitumor antibiotic properties to their ability to act as electrophilic azo-coupling agents in vivo.

  DOI：

  10.1021/ja0167809
• 作为产物：
  描述：

  2-(二异丙基羰基)苯硼酸 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.0h， 生成 N,N-diisopropyl 2-(4-bromo-3-methoxynaphthalen-2-yl)benzamide
  参考文献：
  名称：

  Diazo Group Electrophilicity in Kinamycins and Lomaiviticin A:  Potential Insights into the Molecular Mechanism of Antibacterial and Antitumor Activity

  摘要：

  Theoretical and chemical studies of the reactivity of isoprekinamycin, the kinamycins, and the lomaiviticins support the proposal that these natural products exhibit enhanced diazonium salt character and may owe their antitumor antibiotic properties to their ability to act as electrophilic azo-coupling agents in vivo.

  DOI：

  10.1021/ja0167809

文献信息

• Diazo Group Electrophilicity in Kinamycins and Lomaiviticin A:  Potential Insights into the Molecular Mechanism of Antibacterial and Antitumor Activity
  作者：Radoslaw S. Laufer、Gary I. Dmitrienko

  DOI：10.1021/ja0167809

  日期：2002.3.1

  Theoretical and chemical studies of the reactivity of isoprekinamycin, the kinamycins, and the lomaiviticins support the proposal that these natural products exhibit enhanced diazonium salt character and may owe their antitumor antibiotic properties to their ability to act as electrophilic azo-coupling agents in vivo.