ethyl 2-(5-bromoisatin-1-yl)propanoate | 710983-44-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-(5-bromoisatin-1-yl)propanoate
• 英文别名: ethyl 2-(5-bromisatin-1-yl)propanoate；Ethyl 2-(5-bromo-2,3-dioxoindol-1-yl)propanoate
• CAS: 710983-44-1
• 化学式: C₁₃H₁₂BrNO₄
• 分子量: 326.147
• InChiKey: ZGDLSQMVIQVBNT-UHFFFAOYSA-N

物化性质

• 熔点：
  125 °C
• 沸点：
  440.9±55.0 °C(Predicted)
• 密度：
  1.572±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-(5-bromoisatin-1-yl)propanoate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到ethyl 2-(6-bromo-2,4-dioxo-2H-3,1-benzoxazin-1(4H)-yl)propanoate
  参考文献：
  名称：

  Synthesis of N-alkylanthranilamides with a chiral substituent at the nitrogen atom

  摘要：

  Novel anthranilamides containing a chiral substituent at the nitrogen atom and different substituents on the benzene ring were prepared from the corresponding isatins in good yields and high enantioselectivities (up to 98%). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.001
• 作为产物：
  描述：

  5-溴靛红 、 2-溴丙酸乙酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以78%的产率得到ethyl 2-(5-bromoisatin-1-yl)propanoate
  参考文献：
  名称：

  Synthesis of N-alkylanthranilamides with a chiral substituent at the nitrogen atom

  摘要：

  Novel anthranilamides containing a chiral substituent at the nitrogen atom and different substituents on the benzene ring were prepared from the corresponding isatins in good yields and high enantioselectivities (up to 98%). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.001

文献信息

• Synthesis of isatins with a chiral substituent at the nitrogen atom
  作者：Alexander V. Kurkin、Anna A. Bernovskaya、Marina A. Yurovskaya

  DOI：10.1016/j.tetasy.2009.05.015

  日期：2009.7

  (R)-Ethyl 2-(isatin-1-yl)propanoates 8a-c were prepared from the corresponding (R)-arylalanines by Sandmeyer's method in high yield and good enantioselectivity (up to 99%). The key step of the process is the Mitsunobu reaction. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of N-alkylanthranilamides with a chiral substituent at the nitrogen atom
  作者：Alexander V. Kurkin、Anna A. Bernovskaya、Marina A. Yurovskaya

  DOI：10.1016/j.tetasy.2010.07.001

  日期：2010.9

  Novel anthranilamides containing a chiral substituent at the nitrogen atom and different substituents on the benzene ring were prepared from the corresponding isatins in good yields and high enantioselectivities (up to 98%). (C) 2010 Elsevier Ltd. All rights reserved.