2,2'-(piperazine-1,4-diyl)bis(N-(pyridin-3-ylmethyl)acetamide) | 1413576-08-5

• 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: 2,2'-(piperazine-1,4-diyl)bis(N-(pyridin-3-ylmethyl)acetamide)
• 英文别名: 2-[4-[2-oxo-2-(pyridin-3-ylmethylamino)ethyl]piperazin-1-yl]-N-(pyridin-3-ylmethyl)acetamide
• CAS: 1413576-08-5
• 化学式: C₂₀H₂₆N₆O₂
• 分子量: 382.465
• InChiKey: ZVHINXSFYHSDNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  90.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  哌嗪 、 聚合甲醛 、 3-(异氰基甲基)吡啶 在 2-(羟基甲基)苯甲酸 作用下， 以 甲醇 为溶剂， 以70%的产率得到2,2'-(piperazine-1,4-diyl)bis(N-(pyridin-3-ylmethyl)acetamide)
  参考文献：
  名称：

  An Efficient Synthesis of Symmetric and Unsymmetric Bis-(β-aminoamides) via Ugi Multicomponent Reaction

  摘要：

  A library of symmetrical and unsymmetrical bis-(beta-aminoamides) has been prepared starting from symmetrical secondary diamines by using a double Ugi four-component reaction. A sacrifical Mumm rearrangement, thanks to the use of 2-hydroxymethyl benzoic acid, is necessary to suppress the competing split-Ugi reaction, increasing the yield and simplifying the purification step. The scope, the reaction conditions, and the role of water in trapping the nitrilium intermediate are also discussed.

  DOI：

  10.1021/ol302935y

文献信息

• An Efficient Synthesis of Symmetric and Unsymmetric Bis-(β-aminoamides) via Ugi Multicomponent Reaction
  作者：Fabio La Spisa、Alberto Feo、Riccardo Mossetti、Gian Cesare Tron

  DOI：10.1021/ol302935y

  日期：2012.12.7

  A library of symmetrical and unsymmetrical bis-(beta-aminoamides) has been prepared starting from symmetrical secondary diamines by using a double Ugi four-component reaction. A sacrifical Mumm rearrangement, thanks to the use of 2-hydroxymethyl benzoic acid, is necessary to suppress the competing split-Ugi reaction, increasing the yield and simplifying the purification step. The scope, the reaction conditions, and the role of water in trapping the nitrilium intermediate are also discussed.