2-[2-(1H-indol-3-yl)ethyl]-4,9-dihydro-3H-pyrido[3,4-b]indol-1-one | 158195-14-3

• 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: 2-[2-(1H-indol-3-yl)ethyl]-4,9-dihydro-3H-pyrido[3,4-b]indol-1-one
• CAS: 158195-14-3
• 化学式: C₂₁H₁₉N₃O
• 分子量: 329.401
• InChiKey: AJVINRPNGZWYLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  651.4±55.0 °C(predicted)
• 密度：
  1.333±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  51.89
• 氢给体数：
  2.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-[2-(1H-indol-3-yl)ethyl]-4,9-dihydro-3H-pyrido[3,4-b]indol-1-one 在 sodium hydroxide 、 三氯氧磷 作用下， 生成 5,6,7,8,13,14-hexahydrobisindolo<2,3-a><3,2-h>quinolizinium chloride
  参考文献：
  名称：

  Indoles XIII. Syntheses and Stereochemistry of 14H-Bisindolo[2,3-a][3,2-h]quinolizine and of Some Benz[a]indolo[3,2-h]quinolizines

  摘要：

  Starting from hexahydrobenz[a]indolo[3,2-h]quinolizine (1a-c) and hexahydrobisindolo[2,3-a][3,2-h]quinolizine (4)(2) we succeeded in generating their completely dehydrogenated derivatives. The structures were investigated by H-1- and C-13-nmr spectroscopy as well as by X-ray analysis.

  DOI：

  10.3987/com-94-6915
• 作为产物：
  描述：

  色胺 、 4,9-Dihydropyrano<3,4-b>indol-1(3H)-on 在 molecular sieve 作用下， 以57%的产率得到2-[2-(1H-indol-3-yl)ethyl]-4,9-dihydro-3H-pyrido[3,4-b]indol-1-one
  参考文献：
  名称：

  Indoles XI. Syntheses and Stereochemistry of 5,6,7,8,13,13b-Hexahydrobenz[a]indolo[2,3-h]quinolizines and of 5,6,7,8,13,13b-Hexahydro-14H-bisindolo[3,2-a][2,3-h]quinolizine

  摘要：

  A new and efficient synthesis of substituted 5,6,7,8,13,]3b-hexahydro-benz[a]indolo[2,3-h]quinolizines (5b,d) via lactamisation of dihydropyrano[3,4-b]indol-1-one (3), cyclisation with phosphorus oxychloride and reduction with sodium borohydride is described. The unsubstituted 5,6,7,8,13,13b-hexahydro benz[a]indolo[2,3-h]quinolizine (5) is prepared by analogy starting with the lactamisation of isochromanone with tryptamine. The unsubstituted 5,6,7,8,13,13b-hexahydro-14H-bisindolo[3,2-a][2,3-h]quinolizine (9) is synthesized by lactamisafion of 3 with tryptamine, cyclisation and again reduction of the intermediate immonium salt. The stereochemistry of the unsubstituted quinolizine derivatives is investigated by H-1-, C-13-nmr-, NOE spectroscopy and by X-ray analysis.

  DOI：

  10.3987/com-93-6527

文献信息

• Lehmann Jochen, Nieger Martin, Witt Thomas, Heterocycles, 41 (1995) N 1, S 119-130
  作者：Lehmann Jochen, Nieger Martin, Witt Thomas

  DOI：——

  日期：——