2,5-bis-tert-butoxycarbonyloxy-benzoic acid ethyl ester | 918402-91-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,5-bis-tert-butoxycarbonyloxy-benzoic acid ethyl ester
• 英文别名: Ethyl 2,5-bis[(tert-butoxycarbonyl)oxy]benzoate；ethyl 2,5-bis[(2-methylpropan-2-yl)oxycarbonyloxy]benzoate
• CAS: 918402-91-2
• 化学式: C₁₉H₂₆O₈
• 分子量: 382.411
• InChiKey: WBFQDXBLNWQPCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,5-bis-tert-butoxycarbonyloxy-benzoic acid ethyl ester 在 tetramethylpiperidyl MgCl LiCl 、 苯磺酰氯 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以78%的产率得到3,6-bis-tert-butoxycarbonyloxy-2-chloro-benzoic acid ethyl ester
  参考文献：
  名称：

  Highly Functionalized Benzene Syntheses by Directed Mono or Multiple Magnesiations with TMPMgCl·LiCl

  摘要：

  The direct magnesiation of highly functionalized aromatics bearing an ester, a nitrile, or a ketone can be readily performed by using an OBoc as a directing group and TMPMgCl-LiCl as a base. It allows, for example, the preparation of a meta-magnesiated benzophenone in > 95%. After quenching, highly functionalized and substituted benzenes are obtained.

  DOI：

  10.1021/ol0625536
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 二羟基苯甲酸乙酯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到2,5-bis-tert-butoxycarbonyloxy-benzoic acid ethyl ester
  参考文献：
  名称：

  Highly Functionalized Benzene Syntheses by Directed Mono or Multiple Magnesiations with TMPMgCl·LiCl

  摘要：

  The direct magnesiation of highly functionalized aromatics bearing an ester, a nitrile, or a ketone can be readily performed by using an OBoc as a directing group and TMPMgCl-LiCl as a base. It allows, for example, the preparation of a meta-magnesiated benzophenone in > 95%. After quenching, highly functionalized and substituted benzenes are obtained.

  DOI：

  10.1021/ol0625536

文献信息

• Highly Functionalized Benzene Syntheses by Directed Mono or Multiple Magnesiations with TMPMgCl·LiCl
  作者：Wenwei Lin、Oliver Baron、Paul Knochel

  DOI：10.1021/ol0625536

  日期：2006.11.1

  The direct magnesiation of highly functionalized aromatics bearing an ester, a nitrile, or a ketone can be readily performed by using an OBoc as a directing group and TMPMgCl-LiCl as a base. It allows, for example, the preparation of a meta-magnesiated benzophenone in > 95%. After quenching, highly functionalized and substituted benzenes are obtained.