1,3,4,5-tetrahydro-4,5-diphenyl-2H-1-benzazepin-2-one | 901130-16-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,3,4,5-tetrahydro-4,5-diphenyl-2H-1-benzazepin-2-one
• 英文别名: (4S,5R)-4,5-diphenyl-1,3,4,5-tetrahydro-1-benzazepin-2-one
• CAS: 901130-16-3
• 化学式: C₂₂H₁₉NO
• 分子量: 313.399
• InChiKey: PZQXADJWNDNIFY-DENIHFKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3,4,5-tetrahydro-4,5-diphenyl-2H-1-benzazepin-2-one 在 正丁基锂 、 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 14.17h， 生成 1,3,4,5-tetrahydro-3-benzyl-4,5-diphenyl-2H-1-benzazepine
  参考文献：
  名称：

  Dynamic Thermodynamic Resolution:  Solvent Effects, Mechanism, and an Asymmetric 3,4,5-Substituted Benzazepine Synthesis

  摘要：

  The resolution in the lithiation-substitution sequence from 1 to 4-11 in MTBE is shown to be under thermodynamic control in contrast to the previous report of kinetic control in diethyl ether. Diastereomeric equilibration of a soluble complex is shown to be controlling and an asymmetric synthesis of a 3,4,5-substituted benzazepine is reported.

  DOI：

  10.1021/ol0604015
• 作为产物：
  描述：

  2'-(3-methoxycarbonyl-1,2-diphenylpropyl)-2,2-dimethylpropioanilide 在 三乙基铝 、 乙酰氯 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 1,3,4,5-tetrahydro-4,5-diphenyl-2H-1-benzazepin-2-one
  参考文献：
  名称：

  Dynamic Thermodynamic Resolution:  Solvent Effects, Mechanism, and an Asymmetric 3,4,5-Substituted Benzazepine Synthesis

  摘要：

  The resolution in the lithiation-substitution sequence from 1 to 4-11 in MTBE is shown to be under thermodynamic control in contrast to the previous report of kinetic control in diethyl ether. Diastereomeric equilibration of a soluble complex is shown to be controlling and an asymmetric synthesis of a 3,4,5-substituted benzazepine is reported.

  DOI：

  10.1021/ol0604015

文献信息

• Dynamic Thermodynamic Resolution:  Solvent Effects, Mechanism, and an Asymmetric 3,4,5-Substituted Benzazepine Synthesis
  作者：Yong Sun Park、Eul Kgun Yum、Amit Basu、Peter Beak

  DOI：10.1021/ol0604015

  日期：2006.6.1

  The resolution in the lithiation-substitution sequence from 1 to 4-11 in MTBE is shown to be under thermodynamic control in contrast to the previous report of kinetic control in diethyl ether. Diastereomeric equilibration of a soluble complex is shown to be controlling and an asymmetric synthesis of a 3,4,5-substituted benzazepine is reported.