(5-oxotetrahydrofuran-2-yl)methyl 2,6-dimethoxybenzoate

• 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: (5-oxotetrahydrofuran-2-yl)methyl 2,6-dimethoxybenzoate
• 英文别名: (5-Oxooxolan-2-yl)methyl 2,6-dimethoxybenzoate
• 化学式: C₁₄H₁₆O₆
• 分子量: 280.277
• InChiKey: JRJOJKFPLFAPSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-戊烯酸 、 2,6-二甲氧基苯甲酸 在 lead(IV) tetraacetate 作用下， 以 甲苯 为溶剂， 反应 3.33h， 以0.36 g的产率得到(5-oxotetrahydrofuran-2-yl)methyl 2,6-dimethoxybenzoate
  参考文献：
  名称：

  Acyloxylactonisations mediated by lead tetracarboxylates

  摘要：

  The reaction of lead(IV) tetracarboxylates with carboxylic acids containing unsaturated side chains has been found to give acyloxy lactone products in a diastereoselective process; the reaction can be extended to lead(IV) tetrazolates to give the analogous outcome. Mechanistic implications of these results are discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.042

文献信息

• Novel alkylation, lactonisation and cascade coupling processes mediated by lead tetracarboxylates: the importance of ligands
  作者：Mark G Moloney、Ewan Nettleton、Kirsty Smithies

  DOI：10.1016/s0040-4039(01)02288-2

  日期：2002.1

  The reactions of lead(IV) tetracarboxylates with carboxylic acids containing unsaturated side chains is reported. At elevated temperature in toluene, facile decarboxylation or lactonisation processes are observed, depending on the length of the carboxylate side chain and in some cases further cascade coupling processes with added nucleophiles are possible. The efficiency of these processes depends on the structure of the carboxylate ligand and the mechanistic implications of these results are briefly discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Acyloxylactonisations mediated by lead tetracarboxylates
  作者：Ian F. Cottrell、Andrew R. Cowley、Laura J. Croft、Lauren Hymns、Mark G. Moloney、Ewan J. Nettleton、H. Kirsty Smithies、Amber L. Thompson

  DOI：10.1016/j.tet.2009.01.042

  日期：2009.3

  The reaction of lead(IV) tetracarboxylates with carboxylic acids containing unsaturated side chains has been found to give acyloxy lactone products in a diastereoselective process; the reaction can be extended to lead(IV) tetrazolates to give the analogous outcome. Mechanistic implications of these results are discussed. (C) 2009 Elsevier Ltd. All rights reserved.