2-(1-ethyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetic acid | 1203474-54-7

• 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-(1-ethyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetic acid
• 英文别名: 2-(1-ethyl-2-oxo-3H-indol-3-yl)acetic acid
• CAS: 1203474-54-7
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: LHDFZRGQDYIISA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 2-(1-ethyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetic acid 在 对甲苯磺酸 作用下， 反应 4.0h， 以83%的产率得到methyl (1-ethyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetate
  参考文献：
  名称：

  Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives

  摘要：

  We describe a reliable method for determining the absolute configuration of 2-(2-oxo-3-indolyl)acetamides based on analysis of the H-1 NMR spectra of their phenylethylamide diastereomers. The conformational preferences for two diastereomeric amides were calculated by DFT, which matched well with the experimental results. X-ray diffraction analysis allowed us to validate the method. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.09.017
• 作为产物：
  描述：

  N-ethyl-3-indoleacetic acid methyl ester 在 盐酸 、 水 、 二甲基亚砜 作用下， 反应 2.5h， 以71%的产率得到2-(1-ethyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetic acid
  参考文献：
  名称：

  Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives

  摘要：

  We describe a reliable method for determining the absolute configuration of 2-(2-oxo-3-indolyl)acetamides based on analysis of the H-1 NMR spectra of their phenylethylamide diastereomers. The conformational preferences for two diastereomeric amides were calculated by DFT, which matched well with the experimental results. X-ray diffraction analysis allowed us to validate the method. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.09.017

文献信息

• Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives
  作者：Oscar R. Suárez-Castillo、Myriam Meléndez-Rodríguez、Luis Enrique Castelán-Duarte、Maricruz Sánchez-Zavala、Ernesto Rivera-Becerril、Martha S. Morales-Ríos、Pedro Joseph-Nathan

  DOI：10.1016/j.tetasy.2009.09.017

  日期：2009.10

  We describe a reliable method for determining the absolute configuration of 2-(2-oxo-3-indolyl)acetamides based on analysis of the H-1 NMR spectra of their phenylethylamide diastereomers. The conformational preferences for two diastereomeric amides were calculated by DFT, which matched well with the experimental results. X-ray diffraction analysis allowed us to validate the method. (C) 2009 Elsevier Ltd. All rights reserved.