N-[3-(1H-indol-3-yl)-3-oxopropyl]acetamide | 197248-47-8

• 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: N-[3-(1H-indol-3-yl)-3-oxopropyl]acetamide
• CAS: 197248-47-8
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: LZKMRHIMCLFHQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  62
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[3-(1H-indol-3-yl)-3-oxopropyl]acetamide 在 lithium aluminium tetrahydride 作用下， 以64%的产率得到ethyl-(3-indol-3-yl-propyl)-amine
  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：

  Nb-acetyl-1-hydroxytryptamine 在 palladium on activated charcoal 氢气 作用下， 以 氯仿 为溶剂， 生成 N-[3-(1H-indol-3-yl)-3-oxopropyl]acetamide
  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

• Synthesis of vinca alkaloids and related compounds LXXXV. Studies with azepino[3,4-<i>b</i>]indoles
  作者：Andràs Dancsó、Mária Kajtár-Peredy、Csaba Szántay

  DOI：10.1002/jhet.5570340430

  日期：1997.7

  The synthesis of some new pyrido[1′,2′:1,2]azepino[3,4-b]indoles starting from indole-3-propanamine 1 is described. Stereochemistry and observed side reactions are discussed.

  描述了从吲哚-3-丙胺1开始合成一些新的吡啶并[1'，2'：1,2] azepino [3,4- b ]吲哚。讨论了立体化学和观察到的副反应。
• 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.