10-formyl-1,2,3,4,5,6-hexahydro-9-hydroxy-1,5-imino-3,8,11-trimethyl-4-oxo-3-benzazocine | 157916-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 10-formyl-1,2,3,4,5,6-hexahydro-9-hydroxy-1,5-imino-3,8,11-trimethyl-4-oxo-3-benzazocine
• CAS: 157916-12-6
• 化学式: C₁₅H₁₈N₂O₃
• 分子量: 274.32
• InChiKey: KFQIIECABWWVET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.88
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  60.85
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  10-formyl-1,2,3,4,5,6-hexahydro-9-hydroxy-1,5-imino-3,8,11-trimethyl-4-oxo-3-benzazocine 在 硫酸 、 双氧水 、 sodium hydride 作用下， 以 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 1,2,3,4,5,6-hexahydro-10-hydroxy-1,5-imino-9-methoxy-3,8,11-trimethyl-4-oxo-3-benzazocine
  参考文献：
  名称：

  Synthesis of saframycins. IX.

  摘要：

  1,2,3,4,5,6-Hexahydro-10-hydroxy-1,5-imino-9-methoxy-3,8,11-trimethyl-3-benzazocine 3b embodying all of the skeletal features of the ABC ring of safracins has been synthesized from compound 4a via a direct regioselective bromination, followed by the sequence reduction, metal-halogen interchange, and reaction of the organometallic intermediate with nitrobenzene. And the conversion of 3b to a quinone 21b is also described.

  DOI：

  10.1016/s0040-4020(01)89667-8
• 作为产物：
  描述：

  乌洛托品 、 1,2,3,4,5,6-hexahydro-9-hydroxy-1,5-imino-3,8,11-trimethyl-4-oxo-3-benzazocine 以 三氟乙酸 为溶剂， 反应 16.0h， 以97.1%的产率得到10-formyl-1,2,3,4,5,6-hexahydro-9-hydroxy-1,5-imino-3,8,11-trimethyl-4-oxo-3-benzazocine
  参考文献：
  名称：

  Synthesis of saframycins. IX.

  摘要：

  1,2,3,4,5,6-Hexahydro-10-hydroxy-1,5-imino-9-methoxy-3,8,11-trimethyl-3-benzazocine 3b embodying all of the skeletal features of the ABC ring of safracins has been synthesized from compound 4a via a direct regioselective bromination, followed by the sequence reduction, metal-halogen interchange, and reaction of the organometallic intermediate with nitrobenzene. And the conversion of 3b to a quinone 21b is also described.

  DOI：

  10.1016/s0040-4020(01)89667-8