2-(4-Benzoyloxy-benzyl)-malonic acid diethyl ester | 756488-28-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 2-(4-Benzoyloxy-benzyl)-malonic acid diethyl ester
• 英文别名: diethyl 2-[(4-benzoyloxyphenyl)methyl]propanedioate
• CAS: 756488-28-5
• 化学式: C₂₁H₂₂O₆
• 分子量: 370.402
• InChiKey: LXROXAVHOXRWFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(4-Benzoyloxy-benzyl)-malonic acid diethyl ester 在 Pearlman's catalyst sodium hydroxide 、 18-冠醚-6 、 potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 水 、 叔丁醇 为溶剂， 生成
  参考文献：
  名称：

  The β-glucuronyl-based prodrug strategy allows for its application on β-glucuronyl-platinum conjugates

  摘要：

  The use of platinum drugs in antitumour therapy is well established. An important drawback of these chemotherapeutics is the lack of selectivity for tumour cells, usually resulting in severe toxic side effects. A glucuronyl-platinum conjugate was designed and synthesised to test the compatibility of platinum compounds with beta-glucuronidase-based prodrug therapy. Instantaneous cleavage of the beta-glucuronic bond in the glucuronyl-platinum conjugate was observed upon addition of beta-glucuronidase resulting in Pt-II(dach)(4-hydroxybenzylmalonate) and glucuronic acid. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.015
• 作为产物：
  描述：

  苯甲酸-4-甲基苯酯 在 N-溴代丁二酰亚胺(NBS) 、 18-冠醚-6 、 偶氮二异丁腈 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 生成 2-(4-Benzoyloxy-benzyl)-malonic acid diethyl ester
  参考文献：
  名称：

  The β-glucuronyl-based prodrug strategy allows for its application on β-glucuronyl-platinum conjugates

  摘要：

  The use of platinum drugs in antitumour therapy is well established. An important drawback of these chemotherapeutics is the lack of selectivity for tumour cells, usually resulting in severe toxic side effects. A glucuronyl-platinum conjugate was designed and synthesised to test the compatibility of platinum compounds with beta-glucuronidase-based prodrug therapy. Instantaneous cleavage of the beta-glucuronic bond in the glucuronyl-platinum conjugate was observed upon addition of beta-glucuronidase resulting in Pt-II(dach)(4-hydroxybenzylmalonate) and glucuronic acid. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.015

文献信息

• Anodic benzylic C(sp³)–H amination: unified access to pyrrolidines and piperidines
  作者：Sebastian Herold、Daniel Bafaluy、Kilian Muñiz

  DOI：10.1039/c8gc01411f

  日期：——

  important heterocyclic motifs of pyrrolidines and piperidines within a uniform reaction protocol. The mechanism of this unprecedented C–H amination strategy involves anodic C–H activation to generate a benzylic cation, which is efficiently trapped by a nitrogen nucleophile. The applicability of the process is demonstrated for 40 examples comprising both 5- and 6-membered ring formations.

  开发了一种电化学脂肪族CH胺化策略，以在统一的反应方案中访问吡咯烷和哌啶的重要杂环基序。这种前所未有的C–H胺化策略的机制涉及阳极C–H活化以生成苄基阳离子，该阳离子被氮亲核试剂有效捕获。对于包含5元和6元环形成的40个实例证明了该方法的适用性。