5-Hydroxy-6-methoxy-3-methyl-4-nitro-1-indanone | 137542-50-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5-Hydroxy-6-methoxy-3-methyl-4-nitro-1-indanone
• 英文别名: 5-Hydroxy-6-methoxy-3-methyl-4-nitro-2,3-dihydroinden-1-one
• CAS: 137542-50-8
• 化学式: C₁₁H₁₁NO₅
• 分子量: 237.212
• InChiKey: WNGDDXNYDWDINR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Hydroxy-6-methoxy-3-methyl-4-nitro-1-indanone 在 盐酸 、 tin(ll) chloride 作用下， 反应 33.0h， 生成 4-Methoxy-2,8-dimethyl-6-oxo-6H,7H,8H-indeno<4,5-d>oxazole
  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：

  5,6-二甲氧基-3-甲基-2,3-二氢-1H-茚-1-酮 在 氰化钠 、 硝酸 、 sodium nitrite 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 18.0h， 生成 5-Hydroxy-6-methoxy-3-methyl-4-nitro-1-indanone
  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