4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[2-(1H-indol-3-yl)ethyl]butanamide | 1000563-61-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[2-(1H-indol-3-yl)ethyl]butanamide
• 英文别名: 4-(1,3-dioxoisoindol-2-yl)-N-[2-(1H-indol-3-yl)ethyl]butanamide
• CAS: 1000563-61-0
• 化学式: C₂₂H₂₁N₃O₃
• 分子量: 375.427
• InChiKey: XIXNHIILEGVAKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  82.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[2-(1H-indol-3-yl)ethyl]butanamide 在 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以85%的产率得到2-[3-(4,9-dihydro-3H-β-carbolin-1-yl)propyl]isoindole-1,3-dione
  参考文献：
  名称：

  Enantioselective synthesis of (+)-trypargine and (+)-crispine E

  摘要：

  Asymmetric transfer hydrogenation was used as a key step in the synthesis of two guanidine-derived alkaloids (+)-trypargine and (+)-crispine E. The enantiomeric compositions of key intermediates were established on the basis of H-1 NMR spectra with chiral solvating agents. The absolute stereochemistry was proven by X-ray crystallography. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.088
• 作为产物：
  描述：

  色胺 、 4-(1,3-二氧代异吲哚啉-2-基)丁酰氯 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以8.3 g的产率得到4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N-[2-(1H-indol-3-yl)ethyl]butanamide
  参考文献：
  名称：

  Enantioselective synthesis of (+)-trypargine and (+)-crispine E

  摘要：

  Asymmetric transfer hydrogenation was used as a key step in the synthesis of two guanidine-derived alkaloids (+)-trypargine and (+)-crispine E. The enantiomeric compositions of key intermediates were established on the basis of H-1 NMR spectra with chiral solvating agents. The absolute stereochemistry was proven by X-ray crystallography. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.088

文献信息

• Enantioselective synthesis of (+)-trypargine and (+)-crispine E
  作者：Stefan J. Czarnocki、Krystyna Wojtasiewicz、Adam P. Jóźwiak、Jan K. Maurin、Zbigniew Czarnocki、Józef Drabowicz

  DOI：10.1016/j.tet.2008.01.088

  日期：2008.3

  Asymmetric transfer hydrogenation was used as a key step in the synthesis of two guanidine-derived alkaloids (+)-trypargine and (+)-crispine E. The enantiomeric compositions of key intermediates were established on the basis of H-1 NMR spectra with chiral solvating agents. The absolute stereochemistry was proven by X-ray crystallography. (c) 2008 Elsevier Ltd. All rights reserved.