(S)-4-benzyl-7,8-dimethoxy-2-methyl-4,5-dihydro-1Hbenzo[c]azepin-3(2H)-one | 1373333-37-9

• 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: (S)-4-benzyl-7,8-dimethoxy-2-methyl-4,5-dihydro-1Hbenzo[c]azepin-3(2H)-one
• 英文别名: (4S)-4-benzyl-7,8-dimethoxy-2-methyl-4,5-dihydro-1H-2-benzazepin-3-one
• CAS: 1373333-37-9
• 化学式: C₂₀H₂₃NO₃
• 分子量: 325.408
• InChiKey: XTKHKLLTELRXGQ-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (S)-4-benzyl-7,8-dimethoxy-2-methyl-4,5-dihydro-1Hbenzo[c]azepin-3(2H)-one
  参考文献：
  名称：

  Concise Synthesis of 2-Benzazepine Derivatives and Their Biological Activity

  摘要：

  2-Benzazepines, which are potentially good candidates for new drug therapies to treat skin wounds, were readily prepared from substituted cinnamylamide via an intramolecular Friedel Crafts reaction. With few steps and effective reactions, the procedure enables a rapid derivatization of 2-benzazepines. Moreover, optically active 4-substituted-2-benzazepines were prepared from chiral alpha-substituted cinnamylamides, which were readily prepared by asymmetric alpha-alkylation of chiral cinnamyl oxazolidinone amides. We have easily prepared a library of more than 20 derivatives and examined the biological activity of the compounds.

  DOI：

  10.1021/jo300380z

文献信息

• Concise Synthesis of 2-Benzazepine Derivatives and Their Biological Activity
  作者：Masahiro So、Tomoko Kotake、Kenji Matsuura、Makoto Inui、Akio Kamimura

  DOI：10.1021/jo300380z

  日期：2012.4.20

  2-Benzazepines, which are potentially good candidates for new drug therapies to treat skin wounds, were readily prepared from substituted cinnamylamide via an intramolecular Friedel Crafts reaction. With few steps and effective reactions, the procedure enables a rapid derivatization of 2-benzazepines. Moreover, optically active 4-substituted-2-benzazepines were prepared from chiral alpha-substituted cinnamylamides, which were readily prepared by asymmetric alpha-alkylation of chiral cinnamyl oxazolidinone amides. We have easily prepared a library of more than 20 derivatives and examined the biological activity of the compounds.