2,5,2'-Tris-benzyloxy-4,4',5'-trimethoxy-3,3'-dimethyl-biphenyl | 185981-91-3

• 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: 2,5,2'-Tris-benzyloxy-4,4',5'-trimethoxy-3,3'-dimethyl-biphenyl
• 英文别名: 1,2-Dimethoxy-5-[4-methoxy-3-methyl-2,5-bis(phenylmethoxy)phenyl]-3-methyl-4-phenylmethoxybenzene
• CAS: 185981-91-3
• 化学式: C₃₈H₃₈O₆
• 分子量: 590.716
• InChiKey: PMYKVPHYMBJBOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  44
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,5,2'-Tris-benzyloxy-4,4',5'-trimethoxy-3,3'-dimethyl-biphenyl 在 palladium on activated charcoal 氢气 、 4-甲基苯磺酸吡啶 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙酸乙酯 、 苯 为溶剂， 反应 48.08h， 生成 3,7,8,3',7',8'-Hexamethoxy-4,6,4',6'-tetramethyl-[1,1']bi[dibenzofuranyl]-2,2'-diol
  参考文献：
  名称：

  An Approach to Dibenzofuran Heterocycles. 1. Electron-Transfer Processes en Route to Dibenzofuran-1,4-diones

  摘要：

  DOI：

  10.1021/jo971196x
• 作为产物：
  描述：

  2,6-二羟基甲苯 在 盐酸 、 N-碘代丁二酰亚胺 、 硫酸 、 sodium methylate 、 四丁基碘化铵 、 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 生成 2,5,2'-Tris-benzyloxy-4,4',5'-trimethoxy-3,3'-dimethyl-biphenyl
  参考文献：
  名称：

  Biaryl formation using the suzuki protocol: Considerations of base, halide, and protecting group.

  摘要：

  The generation of aryl anions prior to quenching with a trialkyl borate has been shown to be sensitive to the composition of the aryl substrate. Aryl iodides containing remote benzyl ether substituents undergo trans-metallation with sec-BuLi to cleanly give the desired aryl anions whereas the corresponding bromides afford appreciable quantities of dianionic intermediates. The arylboronic acids derived from alkylation of these anions subsequently undergo a palladium mediated coupling with aryl halides to provide good yields of the desired biaryls. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(96)02065-5

文献信息

• Biaryl formation using the suzuki protocol: Considerations of base, halide, and protecting group.
  作者：John W. Benbow、Bonnie L. Martinez

  DOI：10.1016/s0040-4039(96)02065-5

  日期：1996.12

  The generation of aryl anions prior to quenching with a trialkyl borate has been shown to be sensitive to the composition of the aryl substrate. Aryl iodides containing remote benzyl ether substituents undergo trans-metallation with sec-BuLi to cleanly give the desired aryl anions whereas the corresponding bromides afford appreciable quantities of dianionic intermediates. The arylboronic acids derived from alkylation of these anions subsequently undergo a palladium mediated coupling with aryl halides to provide good yields of the desired biaryls. Copyright (C) 1996 Elsevier Science Ltd.
• An Approach to Dibenzofuran Heterocycles. 1. Electron-Transfer Processes en Route to Dibenzofuran-1,4-diones
  作者：John W. Benbow、Bonnie L. Martinez、William R. Anderson

  DOI：10.1021/jo971196x

  日期：1997.12.1