(E)-N-(2-(3,4-dimethoxystyryl)-4,5-dimethoxyphenyl)formamide | 1449213-94-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-N-(2-(3,4-dimethoxystyryl)-4,5-dimethoxyphenyl)formamide
• 英文别名: N-[2-[2-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-4,5-dimethoxyphenyl]ethyl]formamide
• CAS: 1449213-94-8
• 化学式: C₂₁H₂₅NO₅
• 分子量: 371.433
• InChiKey: FCKRKOREFGWFCI-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-N-(2-(3,4-dimethoxystyryl)-4,5-dimethoxyphenyl)formamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以92%的产率得到(E)-2-(2-(3,4-dimethoxystyryl)-4,5-dimethoxyphenyl)-N-methylethanamine
  参考文献：
  名称：

  Catalytic Asymmetric Synthesis of (S)-Laudanosine by Hydroamination

  摘要：

  Lithium amide-chiral bisoxazoline-catalyzed asymmetric intramolecular hydroamination was examined with respect to the structural variants of starting aminoalkenes. Substituents on the nitrogen and olefin of aminoalkenes were found to be important factors affecting reaction efficiency as well as enentioselectivity in the production of chiral tetrahydroisoquinolines and isoindolines. The catalytic asymmetric total synthesis of (S)-laudanosine highlights the utility of the asymmetric hydroamination.

  DOI：

  10.3987/com-12-s(n)44
• 作为产物：
  描述：

  3,4-二甲氧基苯乙烯 在 potassium phosphate 、 lithium aluminium tetrahydride 、 ammonium acetate 、 palladium diacetate 、 乙酸酐 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基乙酰胺 为溶剂， 反应 9.0h， 生成 (E)-N-(2-(3,4-dimethoxystyryl)-4,5-dimethoxyphenyl)formamide
  参考文献：
  名称：

  Catalytic Asymmetric Synthesis of (S)-Laudanosine by Hydroamination

  摘要：

  Lithium amide-chiral bisoxazoline-catalyzed asymmetric intramolecular hydroamination was examined with respect to the structural variants of starting aminoalkenes. Substituents on the nitrogen and olefin of aminoalkenes were found to be important factors affecting reaction efficiency as well as enentioselectivity in the production of chiral tetrahydroisoquinolines and isoindolines. The catalytic asymmetric total synthesis of (S)-laudanosine highlights the utility of the asymmetric hydroamination.

  DOI：

  10.3987/com-12-s(n)44

文献信息

• Catalytic Asymmetric Synthesis of (S)-Laudanosine by Hydroamination
  作者：Kiyoshi Tomioka、Tokutaro Ogata、Tetsutaro Kimachi、Ken-ichi Yamada、Yasutomo Yamamoto

  DOI：10.3987/com-12-s(n)44

  日期：——

  Lithium amide-chiral bisoxazoline-catalyzed asymmetric intramolecular hydroamination was examined with respect to the structural variants of starting aminoalkenes. Substituents on the nitrogen and olefin of aminoalkenes were found to be important factors affecting reaction efficiency as well as enentioselectivity in the production of chiral tetrahydroisoquinolines and isoindolines. The catalytic asymmetric total synthesis of (S)-laudanosine highlights the utility of the asymmetric hydroamination.