(E)-N-[2-(2,3-dihydro-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide | 212707-64-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-N-[2-(2,3-dihydro-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
• CAS: 212707-64-7
• 化学式: C₂₀H₂₂N₂O₃
• 分子量: 338.406
• InChiKey: QSQHGQGMUMNNGF-VQHVLOKHSA-N

物化性质

• 沸点：
  589.8±50.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  70.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-N-[2-(2,3-dihydro-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide 在 sodium tungstate 、 双氧水 作用下， 以 甲醇 、 水 为溶剂， 以44%的产率得到(E)-N-[2-(1-hydroxyindol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
  参考文献：
  名称：

  Syntheses of 1-Hydroxytryptamines and Serotonins Having Fattyacyl or (E)-3-Phenylpropenoyl Derivatives as an Nb-Substituent, and a Novel Homologation on the 3-Substituent of the 1-Hydroxytryptamines upon Treatment with Diazomethane

  摘要：

  1-Hydroxytryptamines (6a-f) having (E)-3-phenyl-, (E)-3-(4-hydroxypheny)-, (E)-3-(4-hydroxy-3-methoxyphenyl)propenoyl, octanoyl, hexadecanoyl, and docosanoyl group as a Nb-substituent are prepared for the first time. Preparations of serotonins (2a- c, e) from the corresponding 1-hydroxytryptamines (6a- c, e) are also reported. A novel homologation on the 3-substituent of 1-hydroxytryptamines is discovered upon treatment with diazomethane in chloroform or dichloromethane.

  DOI：

  10.3987/com-98-8156
• 作为产物：
  描述：

  (E)-N-[2-(3-吲哚基)乙基]-3-(3-甲氧基-4-羟基苯基)丙烯酰胺 在 sodium cyanoborohydride 作用下， 以 溶剂黄146 为溶剂， 以82%的产率得到(E)-N-[2-(2,3-dihydro-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
  参考文献：
  名称：

  Syntheses of 1-Hydroxytryptamines and Serotonins Having Fattyacyl or (E)-3-Phenylpropenoyl Derivatives as an Nb-Substituent, and a Novel Homologation on the 3-Substituent of the 1-Hydroxytryptamines upon Treatment with Diazomethane

  摘要：

  1-Hydroxytryptamines (6a-f) having (E)-3-phenyl-, (E)-3-(4-hydroxypheny)-, (E)-3-(4-hydroxy-3-methoxyphenyl)propenoyl, octanoyl, hexadecanoyl, and docosanoyl group as a Nb-substituent are prepared for the first time. Preparations of serotonins (2a- c, e) from the corresponding 1-hydroxytryptamines (6a- c, e) are also reported. A novel homologation on the 3-substituent of 1-hydroxytryptamines is discovered upon treatment with diazomethane in chloroform or dichloromethane.

  DOI：

  10.3987/com-98-8156

文献信息

• Syntheses of 1-Hydroxytryptamines and Serotonins Having Fattyacyl or (E)-3-Phenylpropenoyl Derivatives as an Nb-Substituent, and a Novel Homologation on the 3-Substituent of the 1-Hydroxytryptamines upon Treatment with Diazomethane
  作者：Masanori Somei、Harunobu Morikawa、Koji Yamada、Fumio Yamada

  DOI：10.3987/com-98-8156

  日期：——

  1-Hydroxytryptamines (6a-f) having (E)-3-phenyl-, (E)-3-(4-hydroxypheny)-, (E)-3-(4-hydroxy-3-methoxyphenyl)propenoyl, octanoyl, hexadecanoyl, and docosanoyl group as a Nb-substituent are prepared for the first time. Preparations of serotonins (2a- c, e) from the corresponding 1-hydroxytryptamines (6a- c, e) are also reported. A novel homologation on the 3-substituent of 1-hydroxytryptamines is discovered upon treatment with diazomethane in chloroform or dichloromethane.