3-((2-(3,4-Dimethoxyphenyl)ethyl)amino)-5,5-dimethylcyclohex-2-EN-1-one | 95602-14-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-((2-(3,4-Dimethoxyphenyl)ethyl)amino)-5,5-dimethylcyclohex-2-EN-1-one
• 英文别名: 3-[2-(3,4-dimethoxyphenyl)ethylamino]-5,5-dimethylcyclohex-2-en-1-one
• CAS: 95602-14-5
• 化学式: C₁₈H₂₅NO₃
• mdl: MFCD00129528
• 分子量: 303.401
• InChiKey: PUJSHSWJAXGSTB-UHFFFAOYSA-N

物化性质

• 熔点：
  161-166 °C
• 沸点：
  442.7±45.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-((2-(3,4-Dimethoxyphenyl)ethyl)amino)-5,5-dimethylcyclohex-2-EN-1-one 在 sodium tetrahydroborate 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 82.33h， 生成 3-(1-benzyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-5,5-dimethylcyclohex-2-enone
  参考文献：
  名称：

  Selective Reduction ofortho-Acylated β-Enaminones of Homoveratryamine and Their Cyclization to 1,2,3,4-Tetrahydroisoquinolines with β-Enaminone Moiety

  摘要：

  Enaminones are very stable compounds and can be prepared from cheap and easily available starting materials. Therefore they are excellent starting materials in organic synthesis. The selective reduction of ortho-acylated beta-enaminones under mild conditions, keeping the enaminone moiety intact, is reported. The appropriated conditions for cyclization of newly obtained hydroxienamides were found. Novel 1-substituted 1,2,3,4-tetrahydroisoquinolines with potential anticonvulsic activity were synthesized.

  DOI：

  10.1080/00397911.2011.589020
• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 3,4-二甲氧基苯乙胺 生成 3-((2-(3,4-Dimethoxyphenyl)ethyl)amino)-5,5-dimethylcyclohex-2-EN-1-one
  参考文献：
  名称：

  Anodic intramolecular arylation of enaminones

  摘要：

  DOI：

  10.1016/s0040-4039(01)91108-6

文献信息

• Selective amidoalkylation of cyclic enamino ketones with N-acyliminium salts of 3,4-dihydroisoquinolines
  作者：Stela Statkova-Abeghe、Plamen A. Angelov、Iliyan Ivanov、Stoyanka Nikolova、Ekaterina Kochovska

  DOI：10.1016/j.tetlet.2007.07.116

  日期：2007.9

  A series of cyclic enaminoketones were selectively amidoalkylated at the α-carbon in reactions with acyliminium reagents derived from 3,4-dihydroisoquinolines.

  在与衍生自3,4-二氢异喹啉的酰基lim试剂反应中，一系列环状烯胺酮在α-碳上被选择性酰胺化。
• Alkylative coupling of enaminones and benzimidazole
  作者：Milena Staykova、Stela Statkova-Abeghe、Plamen Angelov、Iliyan Ivanov

  DOI：10.3998/ark.5550190.p008.153

  日期：——

  N-Acyliminium reagents derived from benzimidazole have been used successfully in C-C bond forming reactions with β-enaminones. The new 2-substituted derivatives of 2,3dihydrobenzimidazole are interesting both from synthetic point of view and as potential bioactive compounds.

  衍生自苯并咪唑的 N-Acyliminium 试剂已成功用于与 β-烯胺酮的 CC 键形成反应。2,3-二氢苯并咪唑的新 2-取代衍生物无论是从合成的角度还是作为潜在的生物活性化合物都是令人感兴趣的。
• EILENBERG, W.;SCHAEFER, H. J., TETRAHEDRON LETT., 1984, 25, N 44, 5023-5026
  作者：EILENBERG, W.、SCHAEFER, H. J.

  DOI：——

  日期：——
• Anodic intramolecular arylation of enaminones
  作者：W Eilenberg、H.J Schäfer

  DOI：10.1016/s0040-4039(01)91108-6

  日期：1984.1
• Selective Reduction of<i>ortho</i>-Acylated β-Enaminones of Homoveratryamine and Their Cyclization to 1,2,3,4-Tetrahydroisoquinolines with β-Enaminone Moiety
  作者：Stoyanka Nikolova、Ekaterina Kochovska、Iliyan Ivanov

  DOI：10.1080/00397911.2011.589020

  日期：2013.1

  Enaminones are very stable compounds and can be prepared from cheap and easily available starting materials. Therefore they are excellent starting materials in organic synthesis. The selective reduction of ortho-acylated beta-enaminones under mild conditions, keeping the enaminone moiety intact, is reported. The appropriated conditions for cyclization of newly obtained hydroxienamides were found. Novel 1-substituted 1,2,3,4-tetrahydroisoquinolines with potential anticonvulsic activity were synthesized.