9-bromo-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-8-ol | 212332-88-2

• 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: 9-bromo-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-8-ol
• CAS: 212332-88-2
• 化学式: C₁₁H₁₂BrNO₃
• 分子量: 286.125
• InChiKey: DCVYBVWTACNDFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 9-bromo-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-8-ol 在 盐酸 作用下， 反应 20.0h， 以53%的产率得到9-bromo-8-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline
  参考文献：
  名称：

  Three complementary methods offering access to 5-substituted 1,2,3,4-tetrahydroisoquinolines

  摘要：

  The scope and limitations of three independent though related routes leading to 5-substituted tetrahydroisoquinolines are explored : the Pidet-Spengler type cyclization of ortho-substituted 2-phenylethylamines, the Pomeranz-Fritsch type cyclization of meta-substituted benzylamines and the electrophilic trapping of 5-lithiated 4-lithiooxytetrahydroquinolines. The introduction of the substituent relies in all three cases on a neighboring group assisted site selective metalation step. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00541-9
• 作为产物：
  描述：

  [1-(7-Bromo-benzo[1,3]dioxol-5-yl)-meth-(E)-ylidene]-methyl-amine 在 盐酸 、 sodium tetrahydroborate 、 碳酸氢钠 作用下， 以 甲醇 、 水 为溶剂， 反应 16.0h， 生成 9-bromo-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-8-ol
  参考文献：
  名称：

  Three complementary methods offering access to 5-substituted 1,2,3,4-tetrahydroisoquinolines

  摘要：

  The scope and limitations of three independent though related routes leading to 5-substituted tetrahydroisoquinolines are explored : the Pidet-Spengler type cyclization of ortho-substituted 2-phenylethylamines, the Pomeranz-Fritsch type cyclization of meta-substituted benzylamines and the electrophilic trapping of 5-lithiated 4-lithiooxytetrahydroquinolines. The introduction of the substituent relies in all three cases on a neighboring group assisted site selective metalation step. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00541-9

文献信息

• Three complementary methods offering access to 5-substituted 1,2,3,4-tetrahydroisoquinolines
  作者：Manfred Schlosser、Gyula Simig、Hervé Geneste

  DOI：10.1016/s0040-4020(98)00541-9

  日期：1998.7

  The scope and limitations of three independent though related routes leading to 5-substituted tetrahydroisoquinolines are explored : the Pidet-Spengler type cyclization of ortho-substituted 2-phenylethylamines, the Pomeranz-Fritsch type cyclization of meta-substituted benzylamines and the electrophilic trapping of 5-lithiated 4-lithiooxytetrahydroquinolines. The introduction of the substituent relies in all three cases on a neighboring group assisted site selective metalation step. (C) 1998 Elsevier Science Ltd. All rights reserved.