N-{2-[3'-(2-Acetylamino-ethyl)-5,5'-dimethoxy-2,3-dihydro-1H,1'H-[2,2']biindolyl-3-yl]-ethyl}-acetamide | 241476-14-2

• 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-{2-[3'-(2-Acetylamino-ethyl)-5,5'-dimethoxy-2,3-dihydro-1H,1'H-[2,2']biindolyl-3-yl]-ethyl}-acetamide
• CAS: 241476-14-2
• 化学式: C₂₆H₃₂N₄O₄
• 分子量: 464.564
• InChiKey: VIMZIEOLIOJLOD-UHFFFAOYSA-N

物化性质

• 沸点：
  768.4±60.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  104.48
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-{2-[3'-(2-Acetylamino-ethyl)-5,5'-dimethoxy-2,3-dihydro-1H,1'H-[2,2']biindolyl-3-yl]-ethyl}-acetamide 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 以61%的产率得到2,2'-bismelatonin
  参考文献：
  名称：

  Preparations of Melatonin and 1-Hydroxymelatonin, and Its Novel Nucleophilic Dimerization to (±)-3a,3a'-Bispyrrolo[2,3-b]indoles

  摘要：

  A unique synthetic method for melatonin was established through biologically promising synthetic intermediates, 1-Hydroxymelatonin was prepared as crystals for the first time. It reacted with 85% formic acid to give (+/-)-3a,3a'-bispyrrolo[2,3-b]indole compound, whose structure was unequivocally determined by X-Ray crystallographic analysis.

  DOI：

  10.3987/com-99-8542
• 作为产物：
  描述：

  褪黑素 在 三氟乙酸 作用下， 以36%的产率得到N-{2-[3'-(2-Acetylamino-ethyl)-5,5'-dimethoxy-2,3-dihydro-1H,1'H-[2,2']biindolyl-3-yl]-ethyl}-acetamide
  参考文献：
  名称：

  Preparations of Melatonin and 1-Hydroxymelatonin, and Its Novel Nucleophilic Dimerization to (±)-3a,3a'-Bispyrrolo[2,3-b]indoles

  摘要：

  A unique synthetic method for melatonin was established through biologically promising synthetic intermediates, 1-Hydroxymelatonin was prepared as crystals for the first time. It reacted with 85% formic acid to give (+/-)-3a,3a'-bispyrrolo[2,3-b]indole compound, whose structure was unequivocally determined by X-Ray crystallographic analysis.

  DOI：

  10.3987/com-99-8542

文献信息

• Charlet-Fagnere, Catherine, Bulletin de la Societe Chimique de France, 1996, vol. 133, # 1, p. 39 - 50
  作者：Charlet-Fagnere, Catherine

  DOI：——

  日期：——
• Preparations of Melatonin and 1-Hydroxymelatonin, and Its Novel Nucleophilic Dimerization to (±)-3a,3a'-Bispyrrolo[2,3-b]indoles
  作者：Masanori Somei、Naoki Oshikiri、Masakazu Hasegawa、Fumio Yamada

  DOI：10.3987/com-99-8542

  日期：——

  A unique synthetic method for melatonin was established through biologically promising synthetic intermediates, 1-Hydroxymelatonin was prepared as crystals for the first time. It reacted with 85% formic acid to give (+/-)-3a,3a'-bispyrrolo[2,3-b]indole compound, whose structure was unequivocally determined by X-Ray crystallographic analysis.