2-methyl-hexahydropyrido[1,2-a]pyrazine-1,4-dione | 32883-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌嗪基哌啶类
• 英文名称: 2-methyl-hexahydropyrido[1,2-a]pyrazine-1,4-dione
• 英文别名: 2-Methyl-3,6,7,8,9,9a-hexahydropyrido[1,2-a]pyrazine-1,4-dione
• CAS: 32883-68-4
• 化学式: C₉H₁₄N₂O₂
• 分子量: 182.222
• InChiKey: ABLWNTKTZWJIBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate 在 palladium on activated charcoal 氢气 、 sodium hydride 、 三氟乙酸 作用下， 以 甲醇 、 氯仿 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 89.0h， 生成 2-methyl-hexahydropyrido[1,2-a]pyrazine-1,4-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

文献信息

• Multi-purpose functionality for the structural elaboration of the piperazine-2,5-dione motif
  作者：Christina L.L. Chai、John A. Elix、Paul B. Huleatt

  DOI：10.1016/s0040-4039(02)02571-6

  日期：2003.1

  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.