(Z)-1-acetyl-3-(2,5-difluorobenzylidene)-piperazine-2,5-dione | 1393792-58-9

• 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: (Z)-1-acetyl-3-(2,5-difluorobenzylidene)-piperazine-2,5-dione
• 英文别名: (3Z)-1-acetyl-3-[(2,5-difluorophenyl)methylidene]piperazine-2,5-dione
• CAS: 1393792-58-9
• 化学式: C₁₃H₁₀F₂N₂O₃
• 分子量: 280.231
• InChiKey: XEEMPDBQOGFLLI-WZUFQYTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-1-acetyl-3-(2,5-difluorobenzylidene)-piperazine-2,5-dione 在 盐酸 、 水 作用下， 反应 4.0h， 以90%的产率得到(Z)-3-(2,5-difluorophenyl)-2-hydroxyacrylic acid
  参考文献：
  名称：

  Novel approach to the synthesis of aliphatic and aromatic α-keto acids

  摘要：

  A new practical and efficient synthesis of alpha-keto acids was accomplished starting from the synthon 1,4-diacetylpiperazine-2,5-dione. The synthesis encompasses both aromatic and aliphatic substrates proving to be versatile and innovative with excellent carbon economy and recycling of the glycine by-product. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.078
• 作为产物：
  描述：

  1,4-二乙酰基哌嗪-2,5-二酮 、 2,5-二氟苯甲醛 在 potassium tert-butylate 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 反应 3.0h， 以92%的产率得到(Z)-1-acetyl-3-(2,5-difluorobenzylidene)-piperazine-2,5-dione
  参考文献：
  名称：

  Novel approach to the synthesis of aliphatic and aromatic α-keto acids

  摘要：

  A new practical and efficient synthesis of alpha-keto acids was accomplished starting from the synthon 1,4-diacetylpiperazine-2,5-dione. The synthesis encompasses both aromatic and aliphatic substrates proving to be versatile and innovative with excellent carbon economy and recycling of the glycine by-product. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.078

文献信息

• Novel approach to the synthesis of aliphatic and aromatic α-keto acids
  作者：Daniele Balducci、Philip A. Conway、Giulia Sapuppo、Helge Müller-Bunz、Francesca Paradisi

  DOI：10.1016/j.tet.2012.06.078

  日期：2012.9

  A new practical and efficient synthesis of alpha-keto acids was accomplished starting from the synthon 1,4-diacetylpiperazine-2,5-dione. The synthesis encompasses both aromatic and aliphatic substrates proving to be versatile and innovative with excellent carbon economy and recycling of the glycine by-product. (C) 2012 Elsevier Ltd. All rights reserved.