5,11-dihydro-5-(2-propen-1-yl)-10H-dibenz[b,f]azepin-10-one | 332081-70-6

• 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: 5,11-dihydro-5-(2-propen-1-yl)-10H-dibenz[b,f]azepin-10-one
• 英文别名: 11-prop-2-enyl-6H-benzo[b][1]benzazepin-5-one
• CAS: 332081-70-6
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: CCPIZRAZZAXMDY-UHFFFAOYSA-N

物化性质

• 沸点：
  412.0±45.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,11-dihydro-5-(2-propen-1-yl)-10H-dibenz[b,f]azepin-10-one 在 盐酸 、 potassium tert-butylate 、 对甲苯磺酸 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 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：

  N,N-diethyl-2-(2-methyl-N-prop-2-enylanilino)benzamide 在 正丁基锂 、 四甲基乙二胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以72%的产率得到5,11-dihydro-5-(2-propen-1-yl)-10H-dibenz[b,f]azepin-10-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

• Palladium-Catalyzed Synthesis of Deuterated Alkenes through Deuterodechlorination of Alkenyl Chlorides
  作者：Masami Kuriyama、Gemba Yano、Hirotoshi Kiba、Tetsuro Morimoto、Kosuke Yamamoto、Yosuke Demizu、Osamu Onomura

  DOI：10.1021/acs.oprd.9b00193

  日期：2019.8.16

  of alkenyl chlorides has been developed, and a variety of deuterated alkenes were synthesized with precise control of the deuterium incorporation. This catalytic process tolerates heterocyclic moieties and frameworks derived from bioactive agents. In addition to the double incorporation of deuterium, the gram-scale synthesis of a deuterated iminostilbene unit including a core substructure of carbamazepine

  已经开发了钯催化的链烯基氯化物的氘代脱氯作用，并通过精确控制氘的掺入合成了多种氘代的烯烃。该催化过程容许衍生自生物活性剂的杂环部分和骨架。除了氘的两次掺入外，还以高产率和优异的氘化程度完成了包括卡马西平核心亚结构的氘代亚氨基二苯乙烯单元的克级合成。