(2S)-2-methyl-2,4-diphenyl-1,3-dihydro-1,5-benzodiazepine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: (2S)-2-methyl-2,4-diphenyl-1,3-dihydro-1,5-benzodiazepine
• 化学式: C₂₂H₂₀N₂
• 分子量: 312.414
• InChiKey: SDDSPCJRSZADIQ-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 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：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S)-2-methyl-2,4-diphenyl-1,3-dihydro-1,5-benzodiazepine 在 4-hydroxy-2,6-diphenyl-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide 、 diallyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 作用下， 生成 (2S,4S)-2-methyl-2,4-diphenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine 、 (2S,4R)-2-methyl-2,4-diphenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine
  参考文献：
  名称：

  Dynamic kinetic asymmetric transfer hydrogenation of racemic 2,4-diaryl-2,3-dihydrobenzo[b][1,4]diazepines catalyzed by chiral phosphoric acids

  摘要：

  Dynamic kinetic Transfer hydrogenation reaction of 2-methyl-2,4-diaryl-2,3-dihydrobenzo[b][1,4]diazepines, using phosphoric acids as catalysts and Hantzsch ester as hydride source, has been studied. A 3,3'-H8-binol derived phosphoric acid has been identified the optimal chiral catalyst for this transformation, affording 1,3-diamine derivatives with up to 8/1 dr, 86% ee and 94% ee for the major and minor diastereomers, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.039