tert-butyl 6-hydroxy-1,4-dimethyl-9H-carbazole-9-carboxylate | 957783-28-7

• 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: tert-butyl 6-hydroxy-1,4-dimethyl-9H-carbazole-9-carboxylate
• 英文别名: Tert-butyl 6-hydroxy-1,4-dimethylcarbazole-9-carboxylate
• CAS: 957783-28-7
• 化学式: C₁₉H₂₁NO₃
• 分子量: 311.381
• InChiKey: RYALGHXJARQNHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  9-tert-butoxycarbonyl-5,8-dimethyl-9H-carbazole-3-boronic acid 在 sodium hydroxide 、 双氧水 、 碳酸氢钠 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以82%的产率得到tert-butyl 6-hydroxy-1,4-dimethyl-9H-carbazole-9-carboxylate
  参考文献：
  名称：

  Novel and efficient synthesis of 5,8-dimethyl-9H-carbazol-3-ol via a hydroxydeboronation reaction

  摘要：

  N-Protected carbazol-3-yl-boronic acid derivatives have been efficiently hydroxydeboronated under mild conditions by employing hydrogen peroxide. The method allows to easily obtain 3-hydroxycarbazoles as precursors of new analogs of the anticancer agent 9-hydroxyellipticine.

  DOI：

  10.1016/s0385-5414(07)81095-1

文献信息

• Novel and efficient synthesis of 5,8-dimethyl-9H-carbazol-3-ol via a hydroxydeboronation reaction
  作者：A CARUSO、A VOISINCHIRET、J LANCELOT、M SINICROPI、A GAROFALO、S RAULT

  DOI：10.1016/s0385-5414(07)81095-1

  日期：2007.10.1

  N-Protected carbazol-3-yl-boronic acid derivatives have been efficiently hydroxydeboronated under mild conditions by employing hydrogen peroxide. The method allows to easily obtain 3-hydroxycarbazoles as precursors of new analogs of the anticancer agent 9-hydroxyellipticine.