N-(methoxycarbonyl)-6,7-dimethyloxy-1-hexyl-1,2,3,4-tetrahydroisoquinoline

• 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: N-(methoxycarbonyl)-6,7-dimethyloxy-1-hexyl-1,2,3,4-tetrahydroisoquinoline
• 英文别名: Methyl 1-hexyl-3,4-dihydro-6,7-dimethoxyisoquinolin-e-2(1h)-carboxylate；methyl 1-hexyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylate
• 化学式: C₁₉H₂₉NO₄
• 分子量: 335.444
• InChiKey: HLMALJOQQZNIMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  庚醛 、 methyl N-[2-(3,4-dimethoxyphenyl)ethyl]carbamate 在 十七氟辛烷磺酸 六氟异丙醇 作用下， 以 水 为溶剂， 反应 4.0h， 以97%的产率得到N-(methoxycarbonyl)-6,7-dimethyloxy-1-hexyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Pictet–Spengler reactions catalyzed by Brønsted acid-surfactant-combined catalyst in water or aqueous media

  摘要：

  Perfluorooctanesulfonic acid (PFOSA), Bronsted acid-surfactant-combined catalyst, efficiently catalyzes the Pictet-Spengler reactions of beta-arylethyl carbamate derivatives with aldehydes in water. The present reaction is accelerated by the addition of 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.147

文献信息

• Pictet–Spengler reactions catalyzed by Brønsted acid-surfactant-combined catalyst in water or aqueous media
  作者：Akio Saito、Junko Numaguchi、Yuji Hanzawa

  DOI：10.1016/j.tetlet.2006.11.147

  日期：2007.1

  Perfluorooctanesulfonic acid (PFOSA), Bronsted acid-surfactant-combined catalyst, efficiently catalyzes the Pictet-Spengler reactions of beta-arylethyl carbamate derivatives with aldehydes in water. The present reaction is accelerated by the addition of 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP). (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis of tetrahydroisoquinolines and isochromans via Pictet–Spengler reactions catalyzed by Brønsted acid–surfactant-combined catalyst in aqueous media
  作者：Akio Saito、Masaki Takayama、Aru Yamazaki、Junko Numaguchi、Yuji Hanzawa

  DOI：10.1016/j.tet.2007.02.123

  日期：2007.5

  Perfluorooctanesulfonic acid (PFOSA), Bronsted acid-surfactant-combined catalyst, efficiently catalyzes the Pictet-Spengler reactions of beta-arylethyl carbamate derivatives with aldehydes in water. The present reaction is accelerated by the addition of 1, 1, 1,3,3,3-hexafluoro-2-propanol (HFIP). PFOSA in HFIP-water (10 v/v%) is also successfully applied to the oxa-Pictet-Spengler reactions of beta-arylethyl alcohol compounds. (C) 2007 Elsevier Ltd. All rights reserved.