11-[(4-methoxyphenyl)methyl]-6H-benzo[b][1]benzazepin-5-one | 332081-68-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 11-[(4-methoxyphenyl)methyl]-6H-benzo[b][1]benzazepin-5-one
• CAS: 332081-68-2
• 化学式: C₂₂H₁₉NO₂
• 分子量: 329.398
• InChiKey: QULPCRWOHOTEMC-UHFFFAOYSA-N

物化性质

• 沸点：
  525.6±50.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11-[(4-methoxyphenyl)methyl]-6H-benzo[b][1]benzazepin-5-one 在 四氯化钛 作用下， 生成 奥卡西平
  参考文献：
  名称：

  New synthesis of oxcarbazepine via remote metalation of protected N-o-tolyl-anthranilamide derivatives

  摘要：

  Benzyl and allyl protected N-o-tolyl-anthranilamides were efficiently prepared by Buchwald-Hartwig C-N cross coupling reactions, followed by protection of the amino group. Under directed remote metalation conditions, protected dibenzoazepinones were obtained in good yields. Deprotection of the amine and conversion to an urea furnished a new and efficient synthesis of the antiepileptic drug Trileptal((R)). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01981-x
• 作为产物：
  描述：

  4-甲氧基氯苄 在 正丁基锂 、 四甲基乙二胺 、 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 11-[(4-methoxyphenyl)methyl]-6H-benzo[b][1]benzazepin-5-one
  参考文献：
  名称：

  New synthesis of oxcarbazepine via remote metalation of protected N-o-tolyl-anthranilamide derivatives

  摘要：

  Benzyl and allyl protected N-o-tolyl-anthranilamides were efficiently prepared by Buchwald-Hartwig C-N cross coupling reactions, followed by protection of the amino group. Under directed remote metalation conditions, protected dibenzoazepinones were obtained in good yields. Deprotection of the amine and conversion to an urea furnished a new and efficient synthesis of the antiepileptic drug Trileptal((R)). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01981-x

文献信息

• New synthesis of oxcarbazepine via remote metalation of protected N-o-tolyl-anthranilamide derivatives
  作者：Olivier Lohse、Ulrich Beutler、Peter Fünfschilling、Pascal Furet、Julien France†、Daniel Kaufmann、Gerhard Penn、Werner Zaugg

  DOI：10.1016/s0040-4039(00)01981-x

  日期：2001.1

  Benzyl and allyl protected N-o-tolyl-anthranilamides were efficiently prepared by Buchwald-Hartwig C-N cross coupling reactions, followed by protection of the amino group. Under directed remote metalation conditions, protected dibenzoazepinones were obtained in good yields. Deprotection of the amine and conversion to an urea furnished a new and efficient synthesis of the antiepileptic drug Trileptal((R)). (C) 2001 Elsevier Science Ltd. All rights reserved.