1-(2'-ethenyl-4',5'-dimethoxyphenyl)methyl-2-(trifluoroacetyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline | 1105064-41-2

• 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'-ethenyl-4',5'-dimethoxyphenyl)methyl-2-(trifluoroacetyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline
• 英文别名: 1-[1-[(2-ethenyl-4,5-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-2,2,2-trifluoroethanone
• CAS: 1105064-41-2
• 化学式: C₂₄H₂₆F₃NO₅
• 分子量: 465.469
• InChiKey: HBTCJVFSZGNJDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(2'-ethenyl-4',5'-dimethoxyphenyl)methyl-2-(trifluoroacetyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline 在 Grubbs catalyst first generation 、 10% palladium on activated carbon 、 氢气 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 144.0h， 生成 2',2"-(1",4"-butanediyl)bis[1,2,3,4-tetrahydro-6,7-dimethoxy-1-(4',5'-dimethoxyphenyl)methyl]isoquinoline
  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：

  (RS)-1-[(2-iodo-4,5-dimethoxyphenyl)methyl]-2-trifluoroacetyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 、 三丁基乙烯基锡 在 palladium diacetate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 1-(2'-ethenyl-4',5'-dimethoxyphenyl)methyl-2-(trifluoroacetyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline
  参考文献：
  名称：

  The synthesis of carbon linked bis-benzylisoquinolines using Mizoroki–Heck and Sonagashira coupling reactions

  摘要：

  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.

  DOI：

  10.1016/j.tet.2008.10.052

文献信息

• Synthesis of 2′-aminoalkyl-1-benzylisoquinoline derivatives and medium sized ring analogues with mu opiod receptor binding activities
  作者：Uta Mbere-Nguyen、Alison T. Ung、Stephen G. Pyne

  DOI：10.1016/j.tet.2010.03.110

  日期：2010.6

  Novel 2'-aminoalkyl-1-benzylisoquinoline compounds and medium size ring analogues have been prepared using reductive alkylation methods. Four of these analogues were tested for biological activity across 48 different CNS receptors and were showed to have binding activities at the mu opiod receptor. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.