1,2,3,4-tetrahydro-6,7-dimethoxy-1-(4',5'-dimethoxy-2'-(2''-propenyl)phenyl)methylisoquinoline 2-(4-oxo)butanoic acid | 1105064-58-1

• 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: 1,2,3,4-tetrahydro-6,7-dimethoxy-1-(4',5'-dimethoxy-2'-(2''-propenyl)phenyl)methylisoquinoline 2-(4-oxo)butanoic acid
• 英文别名: 1,2,3,4-tetrahydro-6,7-dimethoxy-1-(4',5'-dimethoxy-2'-(2"-propenyl)phenyl)methylisoquinoline 2-(4-oxo)butanoic acid
• CAS: 1105064-58-1
• 化学式: C₂₇H₃₃NO₇
• 分子量: 483.562
• InChiKey: BQGGSXCGVIUMJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  35.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  94.53
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1,2,3,4-tetrahydro-6,7-dimethoxy-1-(4',5'-dimethoxy-2'-(2''-propenyl)phenyl)methylisoquinoline 2-(4-oxo)butanoic acid 在 Grubbs catalyst first generation 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 生成 1,10-(1,2)-di(1,2,3,4-tetrahydro-6,7-dimethoxyisoquinolina)-3,8-(1,2)-di(3,4-dimethoxy)benzenacyclo(11,14-dioxo)tetradeca-5-phene
  参考文献：
  名称：

  The synthesis of carbon-linked bisbenzylisoquinolines via ruthenium-mediated olefin-metathesis

  摘要：

  Novel laudanosine dinners in which two laudanosine units are linked at C-2' via a two and four-carbon linker have been prepared using ruthenium-mediated olefin-metathesis. In addition, a second four-carbon linker between the two isoquinoline N-atoms was also present leading to a novel macrocyclic ring system. Five of these compounds showed higher cytostatic activity on three cancer cell lines than thalicarpine. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.094
• 作为产物：
  描述：

  2-(trifluoroacetyl)-1,2,3,4-tetrahydro-1-(4',5'-dimethoxy-2'-(2''-propenyl)phenyl)methyl-6,7-dimethoxyisoquinoline 在 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 36.0h， 生成 1,2,3,4-tetrahydro-6,7-dimethoxy-1-(4',5'-dimethoxy-2'-(2''-propenyl)phenyl)methylisoquinoline 2-(4-oxo)butanoic acid
  参考文献：
  名称：

  The synthesis of carbon-linked bisbenzylisoquinolines via ruthenium-mediated olefin-metathesis

  摘要：

  Novel laudanosine dinners in which two laudanosine units are linked at C-2' via a two and four-carbon linker have been prepared using ruthenium-mediated olefin-metathesis. In addition, a second four-carbon linker between the two isoquinoline N-atoms was also present leading to a novel macrocyclic ring system. Five of these compounds showed higher cytostatic activity on three cancer cell lines than thalicarpine. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.094

文献信息

• The synthesis of carbon linked bis-benzylisoquinolines using Mizoroki–Heck and Sonagashira coupling reactions
  作者：Uta Batenburg-Nguyen、Alison T. Ung、Stephen G. Pyne

  DOI：10.1016/j.tet.2008.10.052

  日期：2009.1

  Novel laudanosine dimers in which two laudanosine units are linked at C-2' via a two or three-carbon linker (alkane, alkene or alkyne) have been prepared using palladium-catalysed cross-coupling reactions (Mizoroki-Heck and Sonagashira reactions). In one example, a second three-carbon linker between the two isoquinoline N-atoms was also present leading to a novel macrocyclic ring system. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.