2-Benzyl-1,4-dimethyl-3,6-dioxo-piperazine-2-carboxylic acid | 519141-25-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2-Benzyl-1,4-dimethyl-3,6-dioxo-piperazine-2-carboxylic acid
• 英文别名: 2-Benzyl-1,4-dimethyl-3,6-dioxopiperazine-2-carboxylic acid
• CAS: 519141-25-4
• 化学式: C₁₄H₁₆N₂O₄
• 分子量: 276.292
• InChiKey: UDNMGKQQCYPEME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  77.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Benzyl-1,4-dimethyl-3,6-dioxo-piperazine-2-carboxylic acid 在 三氟化硼乙醚 、 碘 作用下， 以 二氯甲烷 为溶剂， 反应 32.0h， 生成 (Z)-3-benzylidene-1,4-dimethylpiperazine-2,5-dione
  参考文献：
  名称：

  The synthetic versatility of alkoxycarbonyl- and hydroxymethyl-piperazine-2,5-diones

  摘要：

  Alkoxycarbonylpiperazine-2,5-diones are versatile precursors for the alpha-functionalisation of piperazine-2,5-diones. The alkoxycarbonyl group activates the a-carbon position to alkylation reactions and this provides a mild and selective method for the extension of the carbon framework of piperazine-2,5-diones. In addition, the alkoxycarbonyl group can be converted to the carboxy group, which in turn can be 'deleted' or manipulated for the installation of carbon and/or heteroatom substituents where desired, the latter via N-acyliminium chemistry. We also demonstrate that hydroxymethylpiperazine-2,5-diones complement carboxypiperazinediones as precursors for the generation of N-acyliminium ions. (c) 2005 Elsevier Ltd. All-rights reserved.

  DOI：

  10.1016/j.tet.2005.06.084
• 作为产物：
  描述：

  3-benzyloxycarbonyl-1,4-dimethylpiperazine-2,5-dione 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 生成 2-Benzyl-1,4-dimethyl-3,6-dioxo-piperazine-2-carboxylic acid
  参考文献：
  名称：

  Multi-purpose functionality for the structural elaboration of the piperazine-2,5-dione motif

  摘要：

  Mild methods for controlled C- and N-alkylation of 3-benzyloxycarbonylpiperazine-2,5-diones are reported. The benzyloxylcarbonyl substituent can also serve as latent functionality for N-acyliminium ion formation and subsequent trapping enables installation of new carbon and/or heteroatom substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02571-6