Hexadecanoic acid [2-(1-hydroxy-1H-indol-3-yl)-ethyl]-amide | 180910-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Hexadecanoic acid [2-(1-hydroxy-1H-indol-3-yl)-ethyl]-amide
• 英文别名: N-[2-(1-hydroxyindol-3-yl)ethyl]hexadecanamide
• CAS: 180910-56-9
• 化学式: C₂₆H₄₂N₂O₂
• 分子量: 414.632
• InChiKey: WVKDWFWLNKJXJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  30
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  54.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Hexadecanoic acid [2-(1-hydroxy-1H-indol-3-yl)-ethyl]-amide 在 palladium on activated charcoal 氢气 作用下， 以 二氯甲烷 为溶剂， 生成 Hexadecanoic acid [3-(1H-indol-3-yl)-3-oxo-propyl]-amide
  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：

  N-palmitoyltryptamine 在 三乙基硅烷 、 sodium tungstate 、 双氧水 作用下， 以 甲醇 、 氯仿 、 水 、 三氟乙酸 为溶剂， 反应 2.0h， 生成 Hexadecanoic acid [2-(1-hydroxy-1H-indol-3-yl)-ethyl]-amide
  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