3,5-bis(methoxymethoxy)-4-<2-(methoxymethoxy)-6-(1,3-dioxanyl)benzoyl>benzoic acid | 159425-46-4

• 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: 3,5-bis(methoxymethoxy)-4-<2-(methoxymethoxy)-6-(1,3-dioxanyl)benzoyl>benzoic acid
• 英文别名: 4-[2-(1,3-Dioxan-2-yl)-6-(methoxymethoxy)benzoyl]-3,5-bis(methoxymethoxy)benzoic acid
• CAS: 159425-46-4
• 化学式: C₂₄H₂₈O₁₁
• 分子量: 492.48
• InChiKey: LDYWPEBBSADLBR-UHFFFAOYSA-N

物化性质

• 沸点：
  701.6±60.0 °C(predicted)
• 密度：
  1.282±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  3,5-bis(methoxymethoxy)-4-<2-(methoxymethoxy)-6-(1,3-dioxanyl)benzoyl>benzoic acid 、 N-((1R,2R)-1-Hydroxy-indan-2-yl)-4-methoxymethoxy-benzamide 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以97%的产率得到4-(2-[1,3]Dioxan-2-yl-6-methoxymethoxy-benzoyl)-3,5-bis-methoxymethoxy-benzoic acid (1R,2R)-2-(4-methoxymethoxy-benzoylamino)-indan-1-yl ester
  参考文献：
  名称：

  Synthesis and protein kinase C inhibitory activities of indane analogs of balanol

  摘要：

  DOI：

  10.1016/0960-894x(96)00151-5
• 作为产物：
  描述：

  3,5-二羟基苯甲酸甲酯 在 咪唑 、 manganese(IV) oxide 、 sodium chlorite 、 sodium dihydrogenphosphate 、 lithium aluminium tetrahydride 、 正丁基锂 、 四丁基氟化铵 、 双氧水 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 68.0h， 生成 3,5-bis(methoxymethoxy)-4-<2-(methoxymethoxy)-6-(1,3-dioxanyl)benzoyl>benzoic acid
  参考文献：
  名称：

  Two Practical Syntheses of Sterically Congested Benzophenones

  摘要：

  Two efficient syntheses of the sterically congested tetraortho-substituted benzophenone portion of balanol 1 (a potent PKC inhibitor) in a protected form are described. Ortho lithiation reactions are employed for the preparation of the required 1,2,3-trisubstituted aryl aldehydes (11 and 26) and for their subsequent coupling reactions (with 6 and 23, respectively). The resulting carbinol intermediates [12, 27 and 35 (from cross coupling of 11 and 23)] were then manipulated to the corresponding benzophenonecarboxylic acids 2, 31, and 39, respectively. This chemistry is amenable to large scale synthesis, and multigram quantities of final products have been prepared.

  DOI：

  10.1021/jo00101a032

文献信息

• Two Practical Syntheses of Sterically Congested Benzophenones
  作者：Sean P. Hollinshead、Jeffrey B. Nichols、Joseph W. Wilson

  DOI：10.1021/jo00101a032

  日期：1994.11

  Two efficient syntheses of the sterically congested tetraortho-substituted benzophenone portion of balanol 1 (a potent PKC inhibitor) in a protected form are described. Ortho lithiation reactions are employed for the preparation of the required 1,2,3-trisubstituted aryl aldehydes (11 and 26) and for their subsequent coupling reactions (with 6 and 23, respectively). The resulting carbinol intermediates [12, 27 and 35 (from cross coupling of 11 and 23)] were then manipulated to the corresponding benzophenonecarboxylic acids 2, 31, and 39, respectively. This chemistry is amenable to large scale synthesis, and multigram quantities of final products have been prepared.
• Synthesis and protein kinase C inhibitory activities of indane analogs of balanol
  作者：Hong Hu、Sean P. Hollinshead、Steven E. Hall、Kiyomi Kalter、Lawrence M. Ballas

  DOI：10.1016/0960-894x(96)00151-5

  日期：1996.4