10-(benzyloxy)-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[1,2-b]quinazoline | 1608152-82-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 10-(benzyloxy)-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[1,2-b]quinazoline
• 英文别名: 13-Methyl-10-phenylmethoxy-5,6,8,13a-tetrahydroisoquinolino[1,2-b]quinazoline；13-methyl-10-phenylmethoxy-5,6,8,13a-tetrahydroisoquinolino[1,2-b]quinazoline
• CAS: 1608152-82-4
• 化学式: C₂₄H₂₄N₂O
• 分子量: 356.467
• InChiKey: GCMULDLIIGCYQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  10-(benzyloxy)-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[1,2-b]quinazoline 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以93%的产率得到4-(benzyloxy)-2-((3,4-dihydroisoquinolin-2(1H)-yl)methyl)-N-methylaniline
  参考文献：
  名称：

  Investigation into selective debenzylation and ring cleavage of quinazoline based heterocycles

  摘要：

  The selective cleavage of different benzyl bonds within tetrahydroquinazoline and dihydroquinazolinone derived structures can be achieved by the usage of different reduction and debenzylation conditions thereby providing selective removal of O-benzyl protection groups as well as the cleavage of the ring structure within the quinazoline and quinazolinone systems. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.109
• 作为产物：
  描述：

  5-羟基靛红酸酐 在 lithium aluminium tetrahydride 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.25h， 生成 10-(benzyloxy)-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[1,2-b]quinazoline
  参考文献：
  名称：

  Investigation into selective debenzylation and ring cleavage of quinazoline based heterocycles

  摘要：

  The selective cleavage of different benzyl bonds within tetrahydroquinazoline and dihydroquinazolinone derived structures can be achieved by the usage of different reduction and debenzylation conditions thereby providing selective removal of O-benzyl protection groups as well as the cleavage of the ring structure within the quinazoline and quinazolinone systems. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.109

文献信息

• Investigation into selective debenzylation and ring cleavage of quinazoline based heterocycles
  作者：Edgar Sawatzky、Jerzy Bukowczan、Michael Decker

  DOI：10.1016/j.tetlet.2014.03.109

  日期：2014.4

  The selective cleavage of different benzyl bonds within tetrahydroquinazoline and dihydroquinazolinone derived structures can be achieved by the usage of different reduction and debenzylation conditions thereby providing selective removal of O-benzyl protection groups as well as the cleavage of the ring structure within the quinazoline and quinazolinone systems. (C) 2014 Elsevier Ltd. All rights reserved.