2-[4,5-dimethoxy-2-[1-(methoxymethyl)indol-7-yl]phenyl]-4,4-dimethyl-5H-1,3-oxazole | 173424-83-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-[4,5-dimethoxy-2-[1-(methoxymethyl)indol-7-yl]phenyl]-4,4-dimethyl-5H-1,3-oxazole
• CAS: 173424-83-4
• 化学式: C₂₃H₂₆N₂O₄
• 分子量: 394.47
• InChiKey: UEBPLRXWMUQAQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  54.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[4,5-dimethoxy-2-[1-(methoxymethyl)indol-7-yl]phenyl]-4,4-dimethyl-5H-1,3-oxazole 在 sodium hypochlorite 、 四丁基硫酸氢铵 作用下， 以 乙酸乙酯 为溶剂， 反应 6.0h， 生成 3,3-dichloro-7-[2-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-4,5-dimethoxyphenyl]-1-(methoxymethyl)indol-2-one
  参考文献：
  名称：

  An Oxazoline-Mediated Synthesis of the Pyrrolophenanthridine Alkaloids and Some Novel Derivatives

  摘要：

  An unsymmetrical biaryl coupling between the Grignard of N-benzyl-7-bromoindoline 25 and the appropriately substituted (o-methoxyaryl)oxazoline 15 leads to an intermediate biaryl which can be elaborated in one step to the 1H-pyrrolo[3,2,1-de]phenanthridine ring system. This simple two-step sequence provides general access to the pyrrolophenanthridine alkaloids 2-6.

  DOI：

  10.1021/jo951474x
• 作为产物：
  描述：

  7-溴吲哚 在 四甲基乙二胺 、 1,1,2,2-四氟-1,2-二溴乙烷 、 potassium hydride 、 magnesium 作用下， 反应 5.75h， 生成 2-[4,5-dimethoxy-2-[1-(methoxymethyl)indol-7-yl]phenyl]-4,4-dimethyl-5H-1,3-oxazole
  参考文献：
  名称：

  An Oxazoline-Mediated Synthesis of the Pyrrolophenanthridine Alkaloids and Some Novel Derivatives

  摘要：

  An unsymmetrical biaryl coupling between the Grignard of N-benzyl-7-bromoindoline 25 and the appropriately substituted (o-methoxyaryl)oxazoline 15 leads to an intermediate biaryl which can be elaborated in one step to the 1H-pyrrolo[3,2,1-de]phenanthridine ring system. This simple two-step sequence provides general access to the pyrrolophenanthridine alkaloids 2-6.

  DOI：

  10.1021/jo951474x

文献信息

• An Oxazoline-Mediated Synthesis of the Pyrrolophenanthridine Alkaloids and Some Novel Derivatives
  作者：Richard H. Hutchings、A. I. Meyers

  DOI：10.1021/jo951474x

  日期：1996.1.1

  An unsymmetrical biaryl coupling between the Grignard of N-benzyl-7-bromoindoline 25 and the appropriately substituted (o-methoxyaryl)oxazoline 15 leads to an intermediate biaryl which can be elaborated in one step to the 1H-pyrrolo[3,2,1-de]phenanthridine ring system. This simple two-step sequence provides general access to the pyrrolophenanthridine alkaloids 2-6.