N-[2-(3,4-dimethoxyphenyl)ethyl]-4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butanamide | 611176-87-5

• 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: N-[2-(3,4-dimethoxyphenyl)ethyl]-4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butanamide
• 英文别名: N-[2-(3,4-Dimethoxy-phenyl)-ethyl]-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyramide；N-[2-(3,4-dimethoxyphenyl)ethyl]-4-(1,3-dioxoisoindol-2-yl)butanamide
• CAS: 611176-87-5
• 化学式: C₂₂H₂₄N₂O₅
• 分子量: 396.443
• InChiKey: FRXOXWSWRBWCAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[2-(3,4-dimethoxyphenyl)ethyl]-4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butanamide 在 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以91%的产率得到2-[3-(6,7-二甲氧基-3,4-二氢异喹啉-1-基)丙基]异吲哚-1,3-二酮
  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：

  4-(1,3-二氧代异吲哚啉-2-基)丁酰氯 、 3,4-二甲氧基苯乙胺 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以8.4 g的产率得到N-[2-(3,4-dimethoxyphenyl)ethyl]-4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)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.