3-((2-acetyl-4,5-dimethoxyphenethyl)amino)-5,5-dimethylcyclohex-2-en-1-one | 944129-27-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-((2-acetyl-4,5-dimethoxyphenethyl)amino)-5,5-dimethylcyclohex-2-en-1-one
• CAS: 944129-27-5
• 化学式: C₂₀H₂₇NO₄
• 分子量: 345.439
• InChiKey: XCKUNVFWUOIDEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-((2-acetyl-4,5-dimethoxyphenethyl)amino)-5,5-dimethylcyclohex-2-en-1-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以88%的产率得到3-{2-[2-(1-hydroxyethyl)-4,5-dimethoxyphenyl]ethylamino}-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：

  3-((2-(3,4-Dimethoxyphenyl)ethyl)amino)-5,5-dimethylcyclohex-2-EN-1-one 、 溶剂黄146 在 polyphosphoric acid (PPA) 作用下， 以 二氯甲烷 为溶剂， 反应 80.0h， 生成 3-((2-acetyl-4,5-dimethoxyphenethyl)amino)-5,5-dimethylcyclohex-2-en-1-one
  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