4-Amino-5-hydroxy-6-methoxy-3-methyl-1-indanone | 137542-51-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4-Amino-5-hydroxy-6-methoxy-3-methyl-1-indanone
• 英文别名: 4-Amino-5-hydroxy-6-methoxy-3-methyl-2,3-dihydroinden-1-one；4-amino-5-hydroxy-6-methoxy-3-methyl-2,3-dihydroinden-1-one
• CAS: 137542-51-9
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: CNFMJLWPSMAQBZ-UHFFFAOYSA-N

物化性质

• 沸点：
  377.6±42.0 °C(Predicted)
• 密度：
  1.297±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 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：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Amino-5-hydroxy-6-methoxy-3-methyl-1-indanone 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 46.0h， 生成 4-Methoxy-2,8-dimethyl-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 盐酸 、 氰化钠 、 硝酸 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 36.0h， 生成 4-Amino-5-hydroxy-6-methoxy-3-methyl-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

文献信息

• A novel entry to 4,7-indoloquinones via the Fremy's salt oxidative degradation of 4-formyl-7-hydroxyindoles
  作者：Jose M. Saa、Catalina Marti、Angel Garcia-Raso

  DOI：10.1021/jo00028a035

  日期：1992.1

  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.