3-(3,4-dimethoxyphenyl)-2-{[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]methylamino}propionitrile | 846601-44-3

• 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-(3,4-dimethoxyphenyl)-2-{[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]methylamino}propionitrile
• 英文别名: 3-(3,4-Dimethoxyphenyl)-2-{[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]methylamino} propionitrile；3-(3,4-dimethoxyphenyl)-2-[2-(2-iodo-4,5-dimethoxyphenyl)ethyl-methylamino]propanenitrile
• CAS: 846601-44-3
• 化学式: C₂₂H₂₇IN₂O₄
• 分子量: 510.372
• InChiKey: NVGURSYBEUCVAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(3,4-dimethoxyphenyl)-2-{[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]methylamino}propionitrile 在 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 以55%的产率得到劳丹素
  参考文献：
  名称：

  A Convenient Synthesis of 1-Benzyl-1,2,3,4-tetrahydroisoquinolines by Combined Strecker/Bruylants Reaction

  摘要：

  Strecker reaction of iodophenethylamines with phenylacetaldehydes afforded the corresponding alpha-aminonitriles, which on treatment with i-propyl magnesium chloride underwent a Bruylants reaction to give the title compounds. Their structures were deduced by NMR and by an independent preparation starting from papaverine. The educts were easily available by standard procedures.

  DOI：

  10.1007/s00706-004-0204-8
• 作为产物：
  描述：

  N-甲基-2-(3,4-二甲氧基苯基)乙胺 在 碘 、 silver trifluoroacetate 、 sodium hydrogensulfite 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 1.33h， 生成 3-(3,4-dimethoxyphenyl)-2-{[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]methylamino}propionitrile
  参考文献：
  名称：

  A Convenient Synthesis of 1-Benzyl-1,2,3,4-tetrahydroisoquinolines by Combined Strecker/Bruylants Reaction

  摘要：

  Strecker reaction of iodophenethylamines with phenylacetaldehydes afforded the corresponding alpha-aminonitriles, which on treatment with i-propyl magnesium chloride underwent a Bruylants reaction to give the title compounds. Their structures were deduced by NMR and by an independent preparation starting from papaverine. The educts were easily available by standard procedures.

  DOI：

  10.1007/s00706-004-0204-8