methyl 2-benzyl-3-oxo-3-(pyridin-3-yl)propanoate | 393812-65-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-benzyl-3-oxo-3-(pyridin-3-yl)propanoate
• 英文别名: Methyl 2-benzyl-3-oxo-3-pyridin-3-ylpropanoate
• CAS: 393812-65-2
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: GDRZKWMDORSKAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  428.9±35.0 °C(Predicted)
• 密度：
  1.179±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  56.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  碘苯 、 methyl 2-[hydroxy(pyridin-3-yl)methyl]propenoate 在 [5-Cl-2-{(4-Cl-phenyl)-[(E)-HO-imino]methyl}phenyl-PdCl]2 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以70%的产率得到methyl 2-benzyl-3-oxo-3-(pyridin-3-yl)propanoate
  参考文献：
  名称：

  Nájera oxime-derived palladacycles catalyze intermolecular Heck reaction with Morita–Baylis–Hillman adducts. An improved and highly efficient synthesis of α-benzyl-β-ketoesters

  摘要：

  An improved and highly efficient synthesis of several alpha-benzyl-beta-ketoesters from Morita-Baylis-Hillman adducts is described. These adducts were used as substrates for an intermolecular Heck reaction catalyzed by a Najera oxime-derived palladacycles. These efficient catalytic conditions probed to be very selective providing only the corresponding functionalized beta-ketoesters in high yield with no decarboxylation product. It seems that the method herein described is one of the most efficient for the synthesis of alpha-benzyl-beta-ketoesters. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.084

文献信息

• Coumarin derivatives useful as tnf alpha inhibitors
  申请人：Cheng Fei Jie

  公开号：US20050014705A1

  公开（公告）日：2005-01-20

  Novel compounds composition capable of inhibiting TNFα and having antiimmunoinflammatory and autoimmune properties useful in a pharmaceutical composition, such as for a drug containing this as an active ingredient; and a therapeutic method with the use of these novel compounds.

  一种新型化合物组合，能够抑制TNFα，具有抗免疫炎症和自身免疫性质，在制药组合物中有用，例如作为含有此化合物作为活性成分的药物；以及使用这些新型化合物的治疗方法。
• Coumarin derivatives useful as TNFalpha inhibitors
  申请人：Cheng Fei Jie

  公开号：US20060020138A1

  公开（公告）日：2006-01-26

  Novel compounds composition capable of inhibiting TNFα and having anti immunoinflammatory and autoimmune properties useful in a pharmaceutical composition, such as for a drug containing this as an active ingredient; and a therapeutic method with the use of these novel compounds.

  一种能够抑制TNFα并具有抗免疫炎症和自身免疫特性的新型化合物组合，适用于制备药物组合物，例如含有该化合物作为活性成分的药物；以及使用这些新型化合物的治疗方法。
• COUMARIN DERIVATIVES USEFUL AS TNF ALPHA INHIBITORS
  申请人：Cheng Jie Fei

  公开号：US20100197917A1

  公开（公告）日：2010-08-05

  Novel compounds composition capable of inhibiting TNFα and having antiimmunionflammatory and autoimmune properties useful in a pharmaceutical composition, such as for a drug containing this as an active ingredient; and a therapeutic method with the use of these novel compounds.

  一种能够抑制TNFα并具有抗免疫炎症和自身免疫性质的新型化合物组合，可用于制备药物组合物，例如包含该化合物作为活性成分的药物；以及使用这些新型化合物的治疗方法。
• US7026491B2
  申请人：——

  公开号：US7026491B2

  公开（公告）日：2006-04-11
• US7709664B2
  申请人：——

  公开号：US7709664B2

  公开（公告）日：2010-05-04