2H,3H-N-Acetyl-2,7-dihydroxy-4-formyl-6-methoxy-3-methylindole | 137542-63-3

• 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: 2H,3H-N-Acetyl-2,7-dihydroxy-4-formyl-6-methoxy-3-methylindole
• 英文别名: 1-acetyl-2,7-dihydroxy-6-methoxy-3-methyl-2,3-dihydroindole-4-carbaldehyde
• CAS: 137542-63-3
• 化学式: C₁₃H₁₅NO₅
• 分子量: 265.266
• InChiKey: RCYMRQJLVCEWNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2H,3H-N-Acetyl-2,7-dihydroxy-4-formyl-6-methoxy-3-methylindole 在 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以71%的产率得到N-Acetyl-4-formyl-7-hydroxy-6-methoxy-3-methylindole
  参考文献：
  名称：

  A novel entry to 4,7-indoloquinones via the Fremy's salt oxidative degradation of 4-formyl-7-hydroxyindoles

  摘要：

  A novel synthetic approach toward 4-formyl-7-hydroxyindoles and 4,7-indoloquinones is described. Basically, two major operations need to be carried out, namely: (1) ozonization of the appropriately protected 4-amino-5-hydroxyindenes leading eventually to 4-formyl-7-hydroxyindoles and (2) Fremy's salt promoted oxidative degradation of the later compounds to the desired 4,7-indoloquinones. A formal synthesis of PDE I and PDE II has been achieved.

  DOI：

  10.1021/jo00028a035
• 作为产物：
  描述：

  4-Methoxy-2,8-dimethyl-8H-indeno<4,5-d>oxazole 在 硫酸 、 臭氧 作用下， 生成 2H,3H-N-Acetyl-2,7-dihydroxy-4-formyl-6-methoxy-3-methylindole
  参考文献：
  名称：

  A novel entry to 4,7-indoloquinones via the Fremy's salt oxidative degradation of 4-formyl-7-hydroxyindoles

  摘要：

  A novel synthetic approach toward 4-formyl-7-hydroxyindoles and 4,7-indoloquinones is described. Basically, two major operations need to be carried out, namely: (1) ozonization of the appropriately protected 4-amino-5-hydroxyindenes leading eventually to 4-formyl-7-hydroxyindoles and (2) Fremy's salt promoted oxidative degradation of the later compounds to the desired 4,7-indoloquinones. A formal synthesis of PDE I and PDE II has been achieved.

  DOI：

  10.1021/jo00028a035