N-[(2,4-dimethoxyphenyl)methyl]-3-(1H-indol-3-yl)propanethioamide | 1228540-82-6

• 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-[(2,4-dimethoxyphenyl)methyl]-3-(1H-indol-3-yl)propanethioamide
• CAS: 1228540-82-6
• 化学式: C₂₀H₂₂N₂O₂S
• 分子量: 354.473
• InChiKey: FUSVLVDDXWKDNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[(2,4-dimethoxyphenyl)methyl]-3-(1H-indol-3-yl)propanethioamide 、 苯乙酸肼 在 silver benzoate 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以47%的产率得到3-(2-(5-benzyl-4-(2,4-dimethoxybenzyl)-4H-1,2,4-triazol-3-yl)ethyl)-1H-indole
  参考文献：
  名称：

  Multi-gram scale mercury-free synthesis of optically pure 3,4,5-trisubstituted 1,2,4-triazoles using silver benzoate

  摘要：

  We report a new method using silver benzoate instead of mercury salts as a key reagent for the synthesis of 3,4,5-trisubstituted 1,2,4-triazoles. This method allows the introduction of a large variety of substituents in the three positions. We demonstrated that we could introduce one chiral center without any loss of the optical purity. This method is compatible with at least multi-gram scale-up. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.037
• 作为产物：
  描述：

  3-吲哚丙酸 、 2,4-二甲氧基苯甲胺 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 劳森试剂 作用下， 以 二氯甲烷 、 乙二醇二甲醚 为溶剂， 反应 2.5h， 以96%的产率得到N-[(2,4-dimethoxyphenyl)methyl]-3-(1H-indol-3-yl)propanethioamide
  参考文献：
  名称：

  Multi-gram scale mercury-free synthesis of optically pure 3,4,5-trisubstituted 1,2,4-triazoles using silver benzoate

  摘要：

  We report a new method using silver benzoate instead of mercury salts as a key reagent for the synthesis of 3,4,5-trisubstituted 1,2,4-triazoles. This method allows the introduction of a large variety of substituents in the three positions. We demonstrated that we could introduce one chiral center without any loss of the optical purity. This method is compatible with at least multi-gram scale-up. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.037

文献信息

• [EN] NOVEL 1,2,4-TRIAZOLE DERIVATIVES AND PROCESS OF MANUFACTURING THEREOF<br/>[FR] NOUVEAUX DÉRIVÉS DE 1,2,4-TRIAZOLE ET LEUR PROCÉDÉ DE FABRICATION
  申请人：AETERNA ZENTARIS GMBH

  公开号：WO2009115503A1

  公开（公告）日：2009-09-24

  The invention discloses a process of manufacturing 1,2,4-triazole derivatives comprising steps (a) to (e). The invention further discloses novel 1,2,4-triazole derivatives and their use as medicaments.
• Multi-gram scale mercury-free synthesis of optically pure 3,4,5-trisubstituted 1,2,4-triazoles using silver benzoate
  作者：Mathieu Bibian、Anne-Laure Blayo、Aline Moulin、Jean Martinez、Jean-Alain Fehrentz

  DOI：10.1016/j.tetlet.2010.03.037

  日期：2010.5

  We report a new method using silver benzoate instead of mercury salts as a key reagent for the synthesis of 3,4,5-trisubstituted 1,2,4-triazoles. This method allows the introduction of a large variety of substituents in the three positions. We demonstrated that we could introduce one chiral center without any loss of the optical purity. This method is compatible with at least multi-gram scale-up. (C) 2010 Elsevier Ltd. All rights reserved.