2-allyl-1-benzyl-1,2,3,4-tetrahydroisoquinoline | 1042424-83-8

• 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: 2-allyl-1-benzyl-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 1-benzyl-2-prop-2-enyl-3,4-dihydro-1H-isoquinoline
• CAS: 1042424-83-8
• 化学式: C₁₉H₂₁N
• 分子量: 263.382
• InChiKey: LQTGUQXEWIGHIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-allyl-1-benzyl-1,2,3,4-tetrahydroisoquinoline 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 以31%的产率得到(E)-N-(2-styrylphenethyl)prop-2-en-1-amine
  参考文献：
  名称：

  Consecutive Cyclization of Allylaminoalkene by Intramolecular Aminolithiation−Carbolithiation

  摘要：

  Consecutive cyclization of allylaminoalkenes by tandem aminolithiation-carbolithiation proceeded smoothly by using a lithium amide as a lithiating agent as well as protonating agent to give bicyclic amines, octahydroindolizine and hexahydro-1H-pyrrolizine, in reasonably high yield and diastereoselectivity.

  DOI：

  10.1021/ol801397v
• 作为产物：
  描述：

  (E)-N-(2-styrylphenethyl)prop-2-en-1-amine 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以92%的产率得到2-allyl-1-benzyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Consecutive Cyclization of Allylaminoalkene by Intramolecular Aminolithiation−Carbolithiation

  摘要：

  Consecutive cyclization of allylaminoalkenes by tandem aminolithiation-carbolithiation proceeded smoothly by using a lithium amide as a lithiating agent as well as protonating agent to give bicyclic amines, octahydroindolizine and hexahydro-1H-pyrrolizine, in reasonably high yield and diastereoselectivity.

  DOI：

  10.1021/ol801397v

文献信息

• Consecutive Cyclization of Allylaminoalkene by Intramolecular Aminolithiation−Carbolithiation
  作者：Susumu Tsuchida、Atsunori Kaneshige、Tokutaro Ogata、Hiromi Baba、Yasutomo Yamamoto、Kiyoshi Tomioka

  DOI：10.1021/ol801397v

  日期：2008.8.21

  Consecutive cyclization of allylaminoalkenes by tandem aminolithiation-carbolithiation proceeded smoothly by using a lithium amide as a lithiating agent as well as protonating agent to give bicyclic amines, octahydroindolizine and hexahydro-1H-pyrrolizine, in reasonably high yield and diastereoselectivity.