3-hydroxy-2-(hydroxymethyl)-2-methylpropyl 4-methylbenzoate | 1163693-69-3

• 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-hydroxy-2-(hydroxymethyl)-2-methylpropyl 4-methylbenzoate
• 英文别名: [3-Hydroxy-2-(hydroxymethyl)-2-methylpropyl] 4-methylbenzoate；[3-hydroxy-2-(hydroxymethyl)-2-methylpropyl] 4-methylbenzoate
• CAS: 1163693-69-3
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: QAYUSRNQVMMMTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-hydroxy-2-(hydroxymethyl)-2-methylpropyl 4-methylbenzoate 、 4-三氟甲基苯甲酰氯 在 四甲基乙二胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以80%的产率得到3-hydroxy-2-methyl-2-((4-(trifluoromethyl)benzoyloxy)methyl)propyl 4-methylbenzoate
  参考文献：
  名称：

  Chemoselective Chemical and Electrochemical Deprotections of Aromatic Esters

  摘要：

  Alcohols can be easily and chemoselectively deprotected from the corresponding aromatic esters by using either Sml(2)/HMPA or by electrolysis in the presence of a proton source.

  DOI：

  10.1021/ol900828x
• 作为产物：
  描述：

  2-methyl-3-(4-methylbenzoyloxy)-2-((4-(trifluoromethyl)benzoyloxy)methyl)propyl 3,5-bis(trifluoromethyl)benzoate 在 tetrabutylammonium tetrafluoroborate 、 异丙醇 作用下， 以 N-甲基吡咯烷酮 为溶剂， 以70%的产率得到3-hydroxy-2-(hydroxymethyl)-2-methylpropyl 4-methylbenzoate
  参考文献：
  名称：

  Toluates: unexpectedly versatile reagents

  摘要：

  The mechanism of the monoelectronic reduction of aromatic esters has been investigated. The unexpected synthetic utility of the toluate moiety in the deoxygenation of alcohols and the allylation of ketones is also reported. Finally, the use of aromatic esters as robust, though easily removable, protecting groups is depicted. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.111

文献信息

• Toluates: unexpectedly versatile reagents
  作者：Kevin Lam、István E. Markó

  DOI：10.1016/j.tet.2009.09.111

  日期：2009.12

  The mechanism of the monoelectronic reduction of aromatic esters has been investigated. The unexpected synthetic utility of the toluate moiety in the deoxygenation of alcohols and the allylation of ketones is also reported. Finally, the use of aromatic esters as robust, though easily removable, protecting groups is depicted. (C) 2009 Elsevier Ltd. All rights reserved.
• Chemoselective Chemical and Electrochemical Deprotections of Aromatic Esters
  作者：Kevin Lam、István E. Markó

  DOI：10.1021/ol900828x

  日期：2009.7.2

  Alcohols can be easily and chemoselectively deprotected from the corresponding aromatic esters by using either Sml(2)/HMPA or by electrolysis in the presence of a proton source.