1,2,3,4-tetrahydro-N-methanesulfonyl-6-methoxy-1-(3,4-dimethoxy-benzyl)-isoquinolin-7-ol | 263360-71-0

• 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: 1,2,3,4-tetrahydro-N-methanesulfonyl-6-methoxy-1-(3,4-dimethoxy-benzyl)-isoquinolin-7-ol
• 英文别名: 1-[(3,4-dimethoxyphenyl)methyl]-6-methoxy-2-methylsulfonyl-3,4-dihydro-1H-isoquinolin-7-ol
• CAS: 263360-71-0
• 化学式: C₂₀H₂₅NO₆S
• 分子量: 407.488
• InChiKey: ZFDGEPLSVFVPIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  93.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,2,3,4-tetrahydro-N-methanesulfonyl-6-methoxy-1-(3,4-dimethoxy-benzyl)-isoquinolin-7-ol 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 4-hydroxy-1-[2-(methanesulfonylamino)ethyl]-3,6,7-trimethoxyphenanthrene
  参考文献：
  名称：

  Formation and Reaction of o-Quinol Acetates of N-Acyl- and N-Methanesulfonyl-1,2,3,4-tetrahydro-6-methoxyisoquinolin-7-ols

  摘要：

  Oxidation of N-formyl-, N-acetyl-, N-ethoxycarbonyl-, and N-methanesulfonyl-1,2,3,4-tetrahydro-6-methoxyisoquinolin-7-ols (1b-e) with lead tetraacetate in dichloromethane (CH2Cl2) produced quantitatively corresponding o-quinol acetates (2b-e), treatment of which with trifluoroacetic acid in CH2Cl2 at 0 degrees C for a few minutes afforded corresponding N-acyl- and N-methanesulfonyl-wilsonirines (4b-e) and N-acyl- and N-methanesulfonylnorsebiferines (5b-e). When the reaction was carried out at room temperature, o-quinol acetates (2d,e) of N-ethoxycarbonyl and N-methanesulfonyl congeners (Id,e) gave 1-[2(ethoxycarbonylamino)ethyl]- and 1-[2-(methanesulfonylamino)ethyl]-4-hydroxy-3,6,7-trimethoxyphenanthrenes (8d,e).

  DOI：

  10.3987/com-99-s84
• 作为产物：
  描述：

  1,2,3,4-tetrahydro-N-methanesulfonyl-6-methoxy-1-(3,4-dimethoxy-benzyl)-7-phenylmethoxyisoquinoline 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 25.0 ℃ 、101.32 kPa 条件下， 反应 3.0h， 以89%的产率得到1,2,3,4-tetrahydro-N-methanesulfonyl-6-methoxy-1-(3,4-dimethoxy-benzyl)-isoquinolin-7-ol
  参考文献：
  名称：

  Formation and Reaction of o-Quinol Acetates of N-Acyl- and N-Methanesulfonyl-1,2,3,4-tetrahydro-6-methoxyisoquinolin-7-ols

  摘要：

  Oxidation of N-formyl-, N-acetyl-, N-ethoxycarbonyl-, and N-methanesulfonyl-1,2,3,4-tetrahydro-6-methoxyisoquinolin-7-ols (1b-e) with lead tetraacetate in dichloromethane (CH2Cl2) produced quantitatively corresponding o-quinol acetates (2b-e), treatment of which with trifluoroacetic acid in CH2Cl2 at 0 degrees C for a few minutes afforded corresponding N-acyl- and N-methanesulfonyl-wilsonirines (4b-e) and N-acyl- and N-methanesulfonylnorsebiferines (5b-e). When the reaction was carried out at room temperature, o-quinol acetates (2d,e) of N-ethoxycarbonyl and N-methanesulfonyl congeners (Id,e) gave 1-[2(ethoxycarbonylamino)ethyl]- and 1-[2-(methanesulfonylamino)ethyl]-4-hydroxy-3,6,7-trimethoxyphenanthrenes (8d,e).

  DOI：

  10.3987/com-99-s84