2-(methoxymethoxy)-5-pentylbenzeneboronic acid | 829666-60-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(methoxymethoxy)-5-pentylbenzeneboronic acid
• 英文别名: (2-(Methoxymethoxy)-5-pentylphenyl)boronic acid；[2-(methoxymethoxy)-5-pentylphenyl]boronic acid
• CAS: 829666-60-6
• 化学式: C₁₃H₂₁BO₄
• 分子量: 252.118
• InChiKey: DXGXLRAUACCRLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(methoxymethoxy)-5-pentylbenzeneboronic acid 在 barium dihydroxide 、 四(三苯基膦)钯 、 甲酸 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 水 为溶剂， 反应 34.0h， 生成 1,3,5-tris(2-hydroxy-5-pentylphenyl)-2,4,6-trimethylbenzene
  参考文献：
  名称：

  A Rigid C_3v-Symmetrical Host for Saccharide Recognition:  1,3,5-Tris(2-hydroxyaryl)-2,4,6-trimethylbenzenes

  摘要：

  A rigid C-3v-symmetrical host molecule, syn-1,3,5-tris(2-hydroxy-5-pentylphenyl)-2,4,6-trimethylbenzene, was readily obtained via Suzuki coupling and thermal atropisomerization. The host molecule effectively associated with various saccharides by multipoint hydrogen bonds, whereas its anti-atropisomer and analogue lacking in methyl groups showed much weaker association with saccharides. Thermodynamic analyses suggested that the difference of the association strength was caused by entropic factors.

  DOI：

  10.1021/ol047907c
• 作为产物：
  描述：

  4-戊基苯酚 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 8.0h， 生成 2-(methoxymethoxy)-5-pentylbenzeneboronic acid
  参考文献：
  名称：

  A Rigid C_3v-Symmetrical Host for Saccharide Recognition:  1,3,5-Tris(2-hydroxyaryl)-2,4,6-trimethylbenzenes

  摘要：

  A rigid C-3v-symmetrical host molecule, syn-1,3,5-tris(2-hydroxy-5-pentylphenyl)-2,4,6-trimethylbenzene, was readily obtained via Suzuki coupling and thermal atropisomerization. The host molecule effectively associated with various saccharides by multipoint hydrogen bonds, whereas its anti-atropisomer and analogue lacking in methyl groups showed much weaker association with saccharides. Thermodynamic analyses suggested that the difference of the association strength was caused by entropic factors.

  DOI：

  10.1021/ol047907c

文献信息

• A Rigid <i>C</i>₃<i>_v</i>-Symmetrical Host for Saccharide Recognition:  1,3,5-Tris(2-hydroxyaryl)-2,4,6-trimethylbenzenes
  作者：Hajime Abe、Yoshinobu Aoyagi、Masahiko Inouye

  DOI：10.1021/ol047907c

  日期：2005.1.1

  A rigid C-3v-symmetrical host molecule, syn-1,3,5-tris(2-hydroxy-5-pentylphenyl)-2,4,6-trimethylbenzene, was readily obtained via Suzuki coupling and thermal atropisomerization. The host molecule effectively associated with various saccharides by multipoint hydrogen bonds, whereas its anti-atropisomer and analogue lacking in methyl groups showed much weaker association with saccharides. Thermodynamic analyses suggested that the difference of the association strength was caused by entropic factors.