(3-Methyloxetan-3-yl)methyl 2-[4-[2-[(3-methyloxetan-3-yl)methoxy]-2-oxoethyl]phenyl]acetate | 622407-53-8

• 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: (3-Methyloxetan-3-yl)methyl 2-[4-[2-[(3-methyloxetan-3-yl)methoxy]-2-oxoethyl]phenyl]acetate
• CAS: 622407-53-8
• 化学式: C₂₀H₂₆O₆
• 分子量: 362.423
• InChiKey: WAFAUQSVWUJGQO-UHFFFAOYSA-N

物化性质

• 沸点：
  466.2±25.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3-Methyloxetan-3-yl)methyl 2-[4-[2-[(3-methyloxetan-3-yl)methoxy]-2-oxoethyl]phenyl]acetate 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以264 mg的产率得到4-Methyl-1-[[4-[(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)methyl]phenyl]methyl]-2,6,7-trioxabicyclo[2.2.2]octane
  参考文献：
  名称：

  Binding of Tetramethylammonium to Polyether Side-Chained Aromatic Hosts. Evaluation of the Binding Contribution from Ether Oxygen Donors

  摘要：

  A set of macrocyclic and open-chain aromatic ligands endowed with polyether side chains has been prepared to assess the contribution of ether oxygen donors to the binding of tetramethylammonium (TMA), a cation believed incapable of interacting with oxygen donors. The open-chain hosts consisted of an aromatic binding site and side chains possessing a variable number of ether oxygen donors; the macrocyclic ligands were based on the structure of a previously investigated host, the dimeric cyclophane 1,4-xylylene-1,4-phenylene diacetate (DXPDA), implemented with polyether-type side chains in the backbone. Association to tetramethylammonium picrate (TMAP) was measured in CDCl3 at T = 296 K by H-1 NMR titrations. Results confirm that the main contribution to the binding of TMA comes from the cation-pi interaction established with the aromatic binding sites, but they unequivocally show that polyether chains participate with cooperative contributions, although of markedly smaller entity. Water is also bound, but the two guests interact with aromatic rings and oxygen donors in an essentially noncompetitive way. An improved procedure for the preparation of cyclophanic tetraester derivatives has been developed that conveniently recycles the oligomeric ester byproducts formed in the one-pot cyclization reaction. An alternative entry to benzylic diketones has also been provided that makes use of a low-order cyanocuprate reagent to prepare in fair yields a class of compounds otherwise uneasily accessible.

  DOI：

  10.1021/jo034905h
• 作为产物：
  描述：

  1,4-苯二乙酸 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (3-Methyloxetan-3-yl)methyl 2-[4-[2-[(3-methyloxetan-3-yl)methoxy]-2-oxoethyl]phenyl]acetate
  参考文献：
  名称：

  Binding of Tetramethylammonium to Polyether Side-Chained Aromatic Hosts. Evaluation of the Binding Contribution from Ether Oxygen Donors

  摘要：

  A set of macrocyclic and open-chain aromatic ligands endowed with polyether side chains has been prepared to assess the contribution of ether oxygen donors to the binding of tetramethylammonium (TMA), a cation believed incapable of interacting with oxygen donors. The open-chain hosts consisted of an aromatic binding site and side chains possessing a variable number of ether oxygen donors; the macrocyclic ligands were based on the structure of a previously investigated host, the dimeric cyclophane 1,4-xylylene-1,4-phenylene diacetate (DXPDA), implemented with polyether-type side chains in the backbone. Association to tetramethylammonium picrate (TMAP) was measured in CDCl3 at T = 296 K by H-1 NMR titrations. Results confirm that the main contribution to the binding of TMA comes from the cation-pi interaction established with the aromatic binding sites, but they unequivocally show that polyether chains participate with cooperative contributions, although of markedly smaller entity. Water is also bound, but the two guests interact with aromatic rings and oxygen donors in an essentially noncompetitive way. An improved procedure for the preparation of cyclophanic tetraester derivatives has been developed that conveniently recycles the oligomeric ester byproducts formed in the one-pot cyclization reaction. An alternative entry to benzylic diketones has also been provided that makes use of a low-order cyanocuprate reagent to prepare in fair yields a class of compounds otherwise uneasily accessible.

  DOI：

  10.1021/jo034905h

文献信息

• Binding of Tetramethylammonium to Polyether Side-Chained Aromatic Hosts. Evaluation of the Binding Contribution from Ether Oxygen Donors
  作者：Sandra Bartoli、Gina De Nicola、Stefano Roelens

  DOI：10.1021/jo034905h

  日期：2003.10.1

  A set of macrocyclic and open-chain aromatic ligands endowed with polyether side chains has been prepared to assess the contribution of ether oxygen donors to the binding of tetramethylammonium (TMA), a cation believed incapable of interacting with oxygen donors. The open-chain hosts consisted of an aromatic binding site and side chains possessing a variable number of ether oxygen donors; the macrocyclic ligands were based on the structure of a previously investigated host, the dimeric cyclophane 1,4-xylylene-1,4-phenylene diacetate (DXPDA), implemented with polyether-type side chains in the backbone. Association to tetramethylammonium picrate (TMAP) was measured in CDCl3 at T = 296 K by H-1 NMR titrations. Results confirm that the main contribution to the binding of TMA comes from the cation-pi interaction established with the aromatic binding sites, but they unequivocally show that polyether chains participate with cooperative contributions, although of markedly smaller entity. Water is also bound, but the two guests interact with aromatic rings and oxygen donors in an essentially noncompetitive way. An improved procedure for the preparation of cyclophanic tetraester derivatives has been developed that conveniently recycles the oligomeric ester byproducts formed in the one-pot cyclization reaction. An alternative entry to benzylic diketones has also been provided that makes use of a low-order cyanocuprate reagent to prepare in fair yields a class of compounds otherwise uneasily accessible.