2-[(phenyl)-(3,5-dimethyl-pyrazol)-1-yl-methyl]-malonic acid diethyl ester | 1253518-04-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-[(phenyl)-(3,5-dimethyl-pyrazol)-1-yl-methyl]-malonic acid diethyl ester
• 英文别名: 2-[(Phenyl)-(3,5-dimethyl-pyrazol-1-yl)-methyl]-malonic acid diethyl ester；diethyl 2-[(3,5-dimethylpyrazol-1-yl)-phenylmethyl]propanedioate
• CAS: 1253518-04-5
• 化学式: C₁₉H₂₄N₂O₄
• 分子量: 344.411
• InChiKey: PPLIEGWJJKDGRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-二甲基吡唑 、 亚苯甲基丙二酸二乙酯 以 水 为溶剂， 生成 2-[(phenyl)-(3,5-dimethyl-pyrazol)-1-yl-methyl]-malonic acid diethyl ester
  参考文献：
  名称：

  Structure of 2-[(Phenyl)-(3,5-Dimethyl-Pyrazol-1-yl)-Methyl]-Malonic Acid Diethyl Ester

  摘要：

  标题的新功能化配体2-[(苯)-(3,5-二甲基-吡唑-1-基)-甲基]-美克酸二乙酯（4）通过3,5-二甲基-吡唑与2-芳基亚基美克酸二乙酯3的缩合反应以良好产率制备而成。化合物4的结构通过光谱（红外光谱、^1H和^13C核磁共振）、元素分析和X射线衍射数据确定。该化合物（4）以单斜晶系P21/a空间群结晶，晶格参数为a = 7.9253 (2) Å, b = 17.1299 (5) Å, c = 13.4522 (4) Å, β = 90.220 (2)°, V = 1,826.25 (9) ų, Z = 4，且R_int = 0.021。分子构象显示出两个可能的口袋，准备配位两个金属原子。化合物（4）的晶体结构通过分子间的C–H⋯O和C–H⋯N氢键相互作用得到稳定。

  DOI：

  10.1007/s10870-010-9743-5

文献信息

• An efficient protocol for accessing β-amino dicarbonyl compounds through aza-Michael reaction
  作者：Ihssan Meskini、Loïc Toupet、Maria Daoudi、Abdelali Kerbal、Brahim Bennani、Pierre H. Dixneuf、Zahid H. Chohan、Ana Cristina Lima Leite、Taibi Ben Hadda

  DOI：10.1590/s0103-50532010000600025

  日期：——

  beta-Amino dicarbonyl compounds comprise a class of useful ligands on the coordination chemistry. In view of their importance, an efficient and facile method for the synthesis of beta-amino dicarbonyl compounds has been developed, exploring the aza-Michael addition reactions in an aqueous medium. It was possible to achieve good to excellent yields, along with regioselectivity, the substituted diethyl 2-(phenylmethyl)malonates that were easily isolated without any chromatographic purification. The correct configuration of two of these beta-amino dicarbonyl compounds were confirmed by X-ray crystallography. A complementary mechanism of this aza-Michael protocol is proposed to explain the results obtained.