(4,5-Bis(methoxymethoxy)-2-methylphenyl)boronic acid | 532394-19-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4,5-Bis(methoxymethoxy)-2-methylphenyl)boronic acid
• 英文别名: [4,5-bis(methoxymethoxy)-2-methylphenyl]boronic acid
• CAS: 532394-19-7
• 化学式: C₁₁H₁₇BO₆
• 分子量: 256.063
• InChiKey: AQSOZTTWIMGYRC-UHFFFAOYSA-N

物化性质

• 沸点：
  428.6±55.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.36
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4,5-Bis(methoxymethoxy)-2-methylphenyl)boronic acid 在 氢氧化钾 、 potassium phosphate 、 四(三苯基膦)钯 、 三氯化铁 、 potassium bromide 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 生成 dehydroaltenusin
  参考文献：
  名称：

  Total synthesis of dehydroaltenusin

  摘要：

  First total synthesis of dehydroaltenusin, a natural enzyme inhibitor, is described. The key step involves Suzuki-couplig reaction of aryl triflate prepared from 2,4,6-trihydroxy benzoic acid with a catechol-derived boronic acid. The synthetic sample was evaluated as a potent inhibitor against an eukaryotic DNA polymerase a. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00072-8
• 作为产物：
  描述：

  1-bromo-4,5-bis(methoxymethoxy)-2-methylbenzene 在 正丁基锂 、 硼酸三异丙酯 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以95%的产率得到(4,5-Bis(methoxymethoxy)-2-methylphenyl)boronic acid
  参考文献：
  名称：

  Total synthesis of dehydroaltenusin

  摘要：

  First total synthesis of dehydroaltenusin, a natural enzyme inhibitor, is described. The key step involves Suzuki-couplig reaction of aryl triflate prepared from 2,4,6-trihydroxy benzoic acid with a catechol-derived boronic acid. The synthetic sample was evaluated as a potent inhibitor against an eukaryotic DNA polymerase a. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00072-8

文献信息

• Total synthesis of dehydroaltenusin
  作者：Shinji Kamisuki、Shunya Takahashi、Yoshiyuki Mizushina、Shinya Hanashima、Kouji Kuramochi、Susumu Kobayashi、Kengo Sakaguchi、Tadashi Nakata、Fumio Sugawara

  DOI：10.1016/j.tet.2004.05.017

  日期：2004.6

  The first total synthesis of dehydroaltenusin, a natural enzyme inhibitor, is described. The key step involves Suzuki-coupling reaction of an aryl triflate prepared from 2,4,6-trihydroxybenzoic acid with a catechol-derived boronic acid or boronic ester. The synthetic product was evaluated as a potent inhibitor against eukaryotic DNA polymerase a and other DNA polymerases. (C) 2004 Elsevier Ltd. All rights reserved.