diethyl 2-piperidinomalonate | 40479-09-2

• 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: diethyl 2-piperidinomalonate
• 英文别名: Ethyl-N-piperidylmalonat；piperidino-malonic acid diethyl ester；Piperidino-malonsaeure-diaethylester；Diethyl 2-piperidin-1-ylpropanedioate
• CAS: 40479-09-2
• 化学式: C₁₂H₂₁NO₄
• 分子量: 243.303
• InChiKey: SHFAKXBSISADFA-UHFFFAOYSA-N

物化性质

• 沸点：
  153-155 °C(Press: 15 Torr)
• 密度：
  1.092±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 2-piperidinomalonate 生成 piperidino-(2-piperidino-ethyl)-malonic acid diethyl ester
  参考文献：
  名称：

  Goldhahn, Acta Chimica Academiae Scientiarum Hungaricae, 1959, vol. 18, p. 395,397

  摘要：

  DOI：
• 作为产物：
  描述：

  哌啶 、 溴代丙二酸二乙酯 以 乙醚 为溶剂， 反应 24.0h， 生成 diethyl 2-piperidinomalonate
  参考文献：
  名称：

  丙二酸二烷基酯和相关化合物中酸性CH键的平衡酸度和均裂键解离焓

  摘要：

  平衡酸度，对ķ HA，18丙二酸二烷基酯，五个烷基2-氰基乙酸酯和九个丙二腈和它们的共轭阴离子的氧化电位ë OX（A - ），是在二甲亚砜溶液中测得。均裂键离解焓（BDE它们的酸性C-H的多个）通过组合它们的p估计ķ HA和ë OX（A - ）的值。发现二烷基丙二酸酯的p K HA值从15·9增加到16·4到18·4，因为二烷基从二甲基变成二乙基再到二叔丁基，但是BDEs的酸性C–H键保持恒定[95·3±0·3 kcal mol -1 ]（1 kcal = 4·184 kJ）。在丙二酸二乙酯的2位上引入甲基，乙基，异丙基和叔丁基会导致平衡酸度分别增加2·0、2·4、3·8和8·0 p K HA单位，并且的BDE值来通过4·4,3·7,2·5,0·8千卡摩尔减少-1分别。在丙二酸二乙酯的2位上引入苯基对酸度没有影响，但通过10 kcal mol -1减弱了酸性C–H键。引入3,4,5-（MeO）3

  DOI：

  10.1002/poc.610071214

文献信息

• Steric, Electronic and Conformational Synergistic Effects in the Gold(I)‐catalyzed α <i>‐</i> C−H Bond Functionalization of Tertiary Amines**
  作者：David F. León Rayo、Ali Mansour、Wenbin Wu、Benjamin N. Bhawal、Fabien Gagosz

  DOI：10.1002/anie.202212893

  日期：2023.1.16

  gold-catalyzed α-C−H bond functionalization of tertiary amine was achieved via the intermediacy of a reactive α-imino gold carbene. The use of a malonate group exerting electronic, steric and conformational synergistic effects was key to the success of the transformation. The tetrahydro-γ-carboline products could be subsequently oxidized to access structural motifs found in bioactive natural products.

  具有挑战性的金催化的叔胺 α-C-H 键功能化是通过反应性 α-亚氨基金卡宾的中介实现的。使用发挥电子、空间和构象协同作用的丙二酸基团是转化成功的关键。四氢-γ-咔啉产物随后可以被氧化以获得生物活性天然产物中发现的结构基序。
• Catalysts for the polymerization of olefins
  申请人：——

  公开号：US20030199388A1

  公开（公告）日：2003-10-23

  The present invention relates to catalyst components for the polymerization of olefins, and to the catalyst obtained therefrom, particularly suitable for the stereospecific polymerization of olefins, comprising Ti, Mg, halogen and an electron donor compound selected from heteroatom containing esters of malonic acids (hereroatom containing malonates). Said catalyst components when used in the polymerization of olefins, and in particular of propylene, are capable to give polymers in high yields and with high isotactic index expressed in terms of high xylene insolubility.

  本发明涉及用于烯烃聚合的催化剂组分，以及由此获得的催化剂，特别适用于烯烃的立体聚合，该催化剂组分包括钛、镁、卤素和一种电子供体化合物，该电子供体化合物选自含丙二酸杂原子酯（含丙二酸异原子酯）。上述催化剂成分用于烯烃，特别是丙烯的聚合时，能够产生高产率和高同素异形指数（以高二甲苯不溶性表示）的聚合物。
• Heteroatom containing malonates used in catalysts for the polymerization of olefins
  申请人：——

  公开号：US20030207755A1

  公开（公告）日：2003-11-06

  The present invention relates to catalyst components for the polymerization of olefins, and to the catalyst obtained therefrom, particularly suitable for the stereospecific polymerization of olefins, comprising Ti, Mg, halogen and an electron donor compound selected from heteroatom containing esters of malonic acids (heteroatom containing malonates). Said catalyst components when used in the polymerization of olefins, and in particular of propylene, are capable to give polymers in high yields and with high isotactic index expressed in terms of high xylene insolubility.

  本发明涉及用于烯烃聚合的催化剂组分，以及由此获得的催化剂，尤其适用于烯烃的立体聚合，该催化剂组分包括钛、镁、卤素和一种电子供体化合物，该化合物选自含丙二酸杂原子酯（含丙二酸杂原子酯）。上述催化剂成分用于烯烃，特别是丙烯的聚合时，能够产生高产率和高同素异形指数（以高二甲苯不溶性表示）的聚合物。
• Discovery of Novel Pyrazolo[3,4-<i>b</i>] Pyridine Derivatives with Dual Activities of Vascular Remodeling Inhibition and Vasodilation for the Treatment of Pulmonary Arterial Hypertension
  作者：Liqing Hu、Lijun Li、Qi Chang、Songsen Fu、Jia Qin、Zhuo Chen、Xiaohui Li、Qinglian Liu、Gaoyun Hu、Qianbin Li

  DOI：10.1021/acs.jmedchem.0c01132

  日期：2020.10.8

  Current pulmonary arterial hypertension (PAH) therapeutic strategies mainly focus on vascular relaxation with less emphasis on vascular remodeling, which results in poor prognosis. Hence, dual pathway regulators with vasodilation effect via soluble guanylate cyclase (sGC) stimulation and vascular remodeling regulation effect by AMP-activated protein kinase (AMPK) inhibition provide more advantages and potentialities. Herein, we designed and synthesized a series of novel pyrazolo[3,4-b] pyridine derivatives based on sGC stimulator and AMPK inhibitor scaffolds. In vitro, 2 exhibited moderate vasodilation activity and higher proliferation and migration suppressive effects compared to riociguat. In vivo, 2 significantly decreased right ventricular systolic pressure (RVSP), attenuated pulmonary artery medial thickness (PAMT), and right ventricular hypertrophy (RVH) in hypoxia-induced PAH rat models (i.g.). Given the unique advantages of significant vascular remodeling inhibition and moderate vascular relaxation based on the dual pathway regulation, we proposed 2 as a promising lead for anti-PAH drug discovery.
• Maier, Ludwig; Lea, Peter J., Phosphorus and Sulfur and the Related Elements, 1983, vol. 17, p. 1 - 20
  作者：Maier, Ludwig、Lea, Peter J.

  DOI：——

  日期：——