3'-Methoxy-4'-benzyloxyphenyl-1-(6,7-dimethoxyisoquinolyl)carbinol | 68353-29-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3'-Methoxy-4'-benzyloxyphenyl-1-(6,7-dimethoxyisoquinolyl)carbinol
• 英文别名: (6,7-Dimethoxyisoquinolin-1-yl)-(3-methoxy-4-phenylmethoxyphenyl)methanol
• CAS: 68353-29-7
• 化学式: C₂₆H₂₅NO₅
• 分子量: 431.488
• InChiKey: ITHYFHIDSPUNBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3'-Methoxy-4'-benzyloxyphenyl-1-(6,7-dimethoxyisoquinolyl)carbinol 在 sodium chromate(VI) 、 溶剂黄146 作用下， 反应 0.05h， 以75%的产率得到6,7-Dimethoxy-3'-methoxy-4'-benzyloxyoxobenzylisoquinoline
  参考文献：
  名称：

  Synthesis of Thalprzewalskiinone, a Revision of Structure

  摘要：

  A direct comparison of the spectral data for synthetic 2-methyl-6,7-dimethoxy-3 ' -methoxy-4 ' -hydroxy-oxobenzylisoquinoline iodide (1) and its positional isomer 2-methyl-6,7-dimethoxy-3 ' -hydroxy-4 ' -methoxyoxobenzylisoquinoline iodide (2) with the data obtained for the oxobenzylisoquinoline alkaloid thalprzewalskiinone revealed that the original structural assignment of the alkaloid as 1 was in error. These results mandate the revision of structure of thalprzewalskiinone to 2-methyl-6,7-dimethoxy-3 ' -hydroxy-4 ' -methoxyoxobenzylisoquinoline quinoline iodide (2).

  DOI：

  10.1021/np0101200
• 作为产物：
  描述：

  6,7-二甲氧基异喹啉 在 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.08h， 生成 3'-Methoxy-4'-benzyloxyphenyl-1-(6,7-dimethoxyisoquinolyl)carbinol
  参考文献：
  名称：

  Synthesis of Thalprzewalskiinone, a Revision of Structure

  摘要：

  A direct comparison of the spectral data for synthetic 2-methyl-6,7-dimethoxy-3 ' -methoxy-4 ' -hydroxy-oxobenzylisoquinoline iodide (1) and its positional isomer 2-methyl-6,7-dimethoxy-3 ' -hydroxy-4 ' -methoxyoxobenzylisoquinoline iodide (2) with the data obtained for the oxobenzylisoquinoline alkaloid thalprzewalskiinone revealed that the original structural assignment of the alkaloid as 1 was in error. These results mandate the revision of structure of thalprzewalskiinone to 2-methyl-6,7-dimethoxy-3 ' -hydroxy-4 ' -methoxyoxobenzylisoquinoline quinoline iodide (2).

  DOI：

  10.1021/np0101200

文献信息

• Synthesis of Thalprzewalskiinone, a Revision of Structure
  作者：Tawfeq A. Al-Howiriny、Michael A. Zemaitis、Cong-yuan Gao、Chad E. Hadden、Gary E. Martin、Fu-tyan Lin、Paul L. Schiff

  DOI：10.1021/np0101200

  日期：2001.6.1

  A direct comparison of the spectral data for synthetic 2-methyl-6,7-dimethoxy-3 ' -methoxy-4 ' -hydroxy-oxobenzylisoquinoline iodide (1) and its positional isomer 2-methyl-6,7-dimethoxy-3 ' -hydroxy-4 ' -methoxyoxobenzylisoquinoline iodide (2) with the data obtained for the oxobenzylisoquinoline alkaloid thalprzewalskiinone revealed that the original structural assignment of the alkaloid as 1 was in error. These results mandate the revision of structure of thalprzewalskiinone to 2-methyl-6,7-dimethoxy-3 ' -hydroxy-4 ' -methoxyoxobenzylisoquinoline quinoline iodide (2).