1-ethyl-5,6,7,8-tetrahydroisoquinoline | 1372807-47-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-ethyl-5,6,7,8-tetrahydroisoquinoline
• 英文别名: 1-Ethyl-5,6,7,8-tetrahydroisoquinoline
• CAS: 1372807-47-0
• 化学式: C₁₁H₁₅N
• 分子量: 161.247
• InChiKey: PLYRGGHWPHUPEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  、 氯磷酸二乙酯 在 sodium hydride 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 四氢呋喃 、 mineral oil 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.18h， 以8.4 mg的产率得到1-ethyl-5,6,7,8-tetrahydroisoquinoline
  参考文献：
  名称：

  Investigation on Amino-Heck Cyclization of 1-(2-Vinylcyclohexyl)ketone Diethyl Phosphinyloximes

  摘要：

  Upon the treatment with Pd(PPh3)4 and Et3N in DMF at 80 degrees C, a range of trans-1-(2-vinylcyclohexyl)-substituted ketone diethylphosphinyloximes underwent the cyclization in a 6-endo pathway to afford 1-substituted tetrahydroisoquinolines in varying yields. Among which, the reactions of the substrates bearing the saturated alkyl groups were severely competed by hydrolysis and/or Beckmann rearrangement, while these undesired side reactions could be suppressed by introducing a beta-aryl moiety possibly due to the stabilizing pi-pi stacking interactions between the phosphoryl and/or vinyl group and the aryl rings.

  DOI：

  10.3987/com-11-12396

文献信息

• [EN] SILICON BASED DRUG CONJUGATES AND METHODS OF USING SAME<br/>[FR] CONJUGUÉS DE MÉDICAMENT À BASE DE SILICIUM ET LEURS PROCÉDÉS D'UTILISATION
  申请人：BLINKBIO INC

  公开号：WO2016183359A1

  公开（公告）日：2016-11-17

  Described herein are silicon based conjugates capable of delivering one or more pay load moieties to a target cell or tissue. Contemplated conjugates may include a silicon-heteroatom core, one or more optional catalytic moieties, a targeting moiety that permits accumulation of the conjugate within a target cell or tissue, one or more pay load moieties (e.g., a therapeutic agent or imaging agent), and two or more non-interfering moieties covalently bound to the silicon-heteroatom core.
• Investigation on Amino-Heck Cyclization of 1-(2-Vinylcyclohexyl)ketone Diethyl Phosphinyloximes
  作者：Jia-Liang Zhu、Sheng-Wei Tsao

  DOI：10.3987/com-11-12396

  日期：——

  Upon the treatment with Pd(PPh3)4 and Et3N in DMF at 80 degrees C, a range of trans-1-(2-vinylcyclohexyl)-substituted ketone diethylphosphinyloximes underwent the cyclization in a 6-endo pathway to afford 1-substituted tetrahydroisoquinolines in varying yields. Among which, the reactions of the substrates bearing the saturated alkyl groups were severely competed by hydrolysis and/or Beckmann rearrangement, while these undesired side reactions could be suppressed by introducing a beta-aryl moiety possibly due to the stabilizing pi-pi stacking interactions between the phosphoryl and/or vinyl group and the aryl rings.