3-amino-7-(aminocarbonyl)-1-benzyl-6-methyl-4-(trifluoromethyl)-1H-indole-2-carboxylic acid | 853053-03-9

• 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: 3-amino-7-(aminocarbonyl)-1-benzyl-6-methyl-4-(trifluoromethyl)-1H-indole-2-carboxylic acid
• 英文别名: 3-Amino-1-benzyl-7-carbamoyl-6-methyl-4-(trifluoromethyl)indole-2-carboxylic acid；3-amino-1-benzyl-7-carbamoyl-6-methyl-4-(trifluoromethyl)indole-2-carboxylic acid
• CAS: 853053-03-9
• 化学式: C₁₉H₁₆F₃N₃O₃
• 分子量: 391.35
• InChiKey: ZSACSCJDVPLDHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-amino-7-(aminocarbonyl)-1-benzyl-6-methyl-4-(trifluoromethyl)-1H-indole-2-carboxylic acid 、 乙酸酐 反应 2.0h， 以80%的产率得到5-benzyl-2,7-dimethyl-4-oxo-9-(trifluoromethyl)-4,5-dihydro[1,3]oxazino[5,4-b]indole-6-carbonitrile
  参考文献：
  名称：

  Regioselective cyclization of unsymmetrical dicyanoanilines to novel 2,3-bifunctionalised indole regioisomers and their use in the synthesis of 4,5-dihydro[1,3]oxazino[5,4-b]indole-6-carbonitriles

  摘要：

  Synthesis of novel-2,3-bifunetionalised indole regioisomers (2/3 and 6/7) from unsymmetrical dicyanoanilines 1 by regioselective cyclization in two independent ways. Regioisomers 6 are further utilized in synthesis of novel 4,5-dihydro[1,3]oxazino[5,4-b] indole-6-carbonitriles 9. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.046
• 作为产物：
  描述：

  2-iodo-4-methyl-6-(trifluoromethyl)isophthalonitrile 在 氢氧化钾 、 potassium carbonate 、 potassium iodide 作用下， 以 水 、 乙腈 为溶剂， 反应 8.0h， 生成 3-amino-7-(aminocarbonyl)-1-benzyl-6-methyl-4-(trifluoromethyl)-1H-indole-2-carboxylic acid
  参考文献：
  名称：

  Regioselective cyclization of unsymmetrical dicyanoanilines to novel 2,3-bifunctionalised indole regioisomers and their use in the synthesis of 4,5-dihydro[1,3]oxazino[5,4-b]indole-6-carbonitriles

  摘要：

  Synthesis of novel-2,3-bifunetionalised indole regioisomers (2/3 and 6/7) from unsymmetrical dicyanoanilines 1 by regioselective cyclization in two independent ways. Regioisomers 6 are further utilized in synthesis of novel 4,5-dihydro[1,3]oxazino[5,4-b] indole-6-carbonitriles 9. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.046

文献信息

• Regioselective cyclization of unsymmetrical dicyanoanilines to novel 2,3-bifunctionalised indole regioisomers and their use in the synthesis of 4,5-dihydro[1,3]oxazino[5,4-b]indole-6-carbonitriles
  作者：D. Maitraie、G. Venkat Reddy、V.V.V.N.S. Rama Rao、S. Ravikanth、B. Narsaiah、P. Shanthan Rao、K. Ravikumar、B. Sridhar

  DOI：10.1016/j.tet.2005.02.046

  日期：2005.4

  Synthesis of novel-2,3-bifunetionalised indole regioisomers (2/3 and 6/7) from unsymmetrical dicyanoanilines 1 by regioselective cyclization in two independent ways. Regioisomers 6 are further utilized in synthesis of novel 4,5-dihydro[1,3]oxazino[5,4-b] indole-6-carbonitriles 9. (c) 2005 Elsevier Ltd. All rights reserved.