benzyl N-[(4S)-2-(2,2-dimethylpropyl)-3-oxo-8-phenylmethoxy-4,5-dihydro-1H-2-benzazepin-4-yl]carbamate | 936572-59-7

• 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: benzyl N-[(4S)-2-(2,2-dimethylpropyl)-3-oxo-8-phenylmethoxy-4,5-dihydro-1H-2-benzazepin-4-yl]carbamate
• CAS: 936572-59-7
• 化学式: C₃₀H₃₄N₂O₄
• 分子量: 486.611
• InChiKey: FBCFZIOKVUMDSQ-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl N-[(4S)-2-(2,2-dimethylpropyl)-3-oxo-8-phenylmethoxy-4,5-dihydro-1H-2-benzazepin-4-yl]carbamate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以97%的产率得到(4S)-4-amino-2-(2,2-dimethylpropyl)-8-hydroxy-4,5-dihydro-1H-2-benzazepin-3-one
  参考文献：
  名称：

  Enantioselective synthesis of aminobenzazepinones

  摘要：

  Enantioselective synthesis of constrained trans-amino benzazepi none utilizing palladium-mediated Jeffery-Heck reaction and rhodium(II) catalyzed asymmetric hydrogenation as key steps are described. Diverse functional groups such as alkyl, aryl, basic or amino acid moieties were introduced with minimal racemization. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.078
• 作为产物：
  描述：

  苄基-脱氢-丙氨酸甲酯 在 palladium diacetate 氯化亚砜 、 四丁基氯化铵 、 氢气 、 magnesium methanolate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 26.5h， 生成 benzyl N-[(4S)-2-(2,2-dimethylpropyl)-3-oxo-8-phenylmethoxy-4,5-dihydro-1H-2-benzazepin-4-yl]carbamate
  参考文献：
  名称：

  Enantioselective synthesis of aminobenzazepinones

  摘要：

  Enantioselective synthesis of constrained trans-amino benzazepi none utilizing palladium-mediated Jeffery-Heck reaction and rhodium(II) catalyzed asymmetric hydrogenation as key steps are described. Diverse functional groups such as alkyl, aryl, basic or amino acid moieties were introduced with minimal racemization. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.078

文献信息

• Enantioselective synthesis of aminobenzazepinones
  作者：C.V.C. Prasad、Stephen E. Mercer、Gene M. Dubowchik、John E. Macor

  DOI：10.1016/j.tetlet.2007.02.078

  日期：2007.4

  Enantioselective synthesis of constrained trans-amino benzazepi none utilizing palladium-mediated Jeffery-Heck reaction and rhodium(II) catalyzed asymmetric hydrogenation as key steps are described. Diverse functional groups such as alkyl, aryl, basic or amino acid moieties were introduced with minimal racemization. (c) 2007 Elsevier Ltd. All rights reserved.