methyl 3,5-bis(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)benzoate | 1233766-31-8

• 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: methyl 3,5-bis(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)benzoate
• CAS: 1233766-31-8
• 化学式: C₂₀H₂₈O₈
• 分子量: 396.438
• InChiKey: PIYCYMSKYCRRGA-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  81.68
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  methyl 3,5-bis(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)benzoate 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以91%的产率得到3,5-bis(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)benzoic acid
  参考文献：
  名称：

  A study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy

  摘要：

  A range of water soluble lanthanoid benzoate complexes of composition [Ln(Bz)(3)(H2O)(n)] (Ln = La, Gd, Ho and Yb; Bz = 3,5-bis((R)-2,3-dihydroxypropoxy)benzoate and 3,4,5-tris((R)-2,3-dihydroxypropoxy)benzoate) have been prepared by reaction of lanthanoid bicarbonates with three equivalents of the corresponding optically active benzoic acid in water. Application of [Ln(Bz)3(H2O)(n)] as asymmetric catalysts for epoxide ring opening reactions has been investigated using styrene oxide, showing complete conversion after 20 h, albeit with no significant enantiomeric excess observed. The formation of the lanthanoid complexes and subsequent catalytic conversion of styrene oxide to phenylethane-1,2-diol were monitored using real-time infrared (RTIR) spectroscopy, yielding information about reaction pathways and intermediates. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.02.024
• 作为产物：
  描述：

  3,5-二羟基苯甲酸甲酯 、 (R)-(-)-对甲基苯磺酸-2,2-二甲基-1,3-二氧戊环基-4-甲酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以96%的产率得到methyl 3,5-bis(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)benzoate
  参考文献：
  名称：

  A study of the formation and application of new chiral water soluble lanthanoid benzoates using real-time infrared spectroscopy

  摘要：

  A range of water soluble lanthanoid benzoate complexes of composition [Ln(Bz)(3)(H2O)(n)] (Ln = La, Gd, Ho and Yb; Bz = 3,5-bis((R)-2,3-dihydroxypropoxy)benzoate and 3,4,5-tris((R)-2,3-dihydroxypropoxy)benzoate) have been prepared by reaction of lanthanoid bicarbonates with three equivalents of the corresponding optically active benzoic acid in water. Application of [Ln(Bz)3(H2O)(n)] as asymmetric catalysts for epoxide ring opening reactions has been investigated using styrene oxide, showing complete conversion after 20 h, albeit with no significant enantiomeric excess observed. The formation of the lanthanoid complexes and subsequent catalytic conversion of styrene oxide to phenylethane-1,2-diol were monitored using real-time infrared (RTIR) spectroscopy, yielding information about reaction pathways and intermediates. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.02.024