6,6'-bis(benzyloxy)-2,2',3,3'-tetramethoxy-4,4'-dimethylbiphenyl | 1319714-08-3

• 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: 6,6'-bis(benzyloxy)-2,2',3,3'-tetramethoxy-4,4'-dimethylbiphenyl
• 英文别名: 4-(2,3-Dimethoxy-4-methyl-6-phenylmethoxyphenyl)-2,3-dimethoxy-1-methyl-5-phenylmethoxybenzene；4-(2,3-dimethoxy-4-methyl-6-phenylmethoxyphenyl)-2,3-dimethoxy-1-methyl-5-phenylmethoxybenzene
• CAS: 1319714-08-3
• 化学式: C₃₂H₃₄O₆
• 分子量: 514.618
• InChiKey: ZQLULERMQMJTJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  6,6'-bis(benzyloxy)-2,2',3,3'-tetramethoxy-4,4'-dimethylbiphenyl 在 4-二甲氨基吡啶 、 5%-palladium/activated carbon 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 23.0 ℃ 、101.33 kPa 条件下， 反应 40.0h， 生成 [2-[2,3-dimethoxy-4-methyl-6-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxyphenyl]-3,4-dimethoxy-5-methylphenyl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Assignment and Stereocontrol of Hibarimicin Atropoisomers

  摘要：

  A stereochemical feature of the hibarimicins is a central biaryl (HMP-Y6) or aryl-quinone (hibarimicinone) incorporated as a single atropodiastereomer. Herein, a chiral resolution and deracemization process to access optically enriched biaryls aR-3 and aS-3 is described. From these atropoenantiomers the BCD-EFG ring system of HMP-Y6 is constructed [(+)-aR-7]. Comparison of CD spectra of aR-7 to HMP-Y6 leads to the assignment of HMP-Y6 and hibarimicin B atropoisomers as aR and aS, respectively.

  DOI：

  10.1021/ol2017005
• 作为产物：
  描述：

  3-溴-4,5-二甲氧基苯酚 在 正丁基锂 、 potassium carbonate 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 43.5h， 生成 6,6'-bis(benzyloxy)-2,2',3,3'-tetramethoxy-4,4'-dimethylbiphenyl
  参考文献：
  名称：

  Assignment and Stereocontrol of Hibarimicin Atropoisomers

  摘要：

  A stereochemical feature of the hibarimicins is a central biaryl (HMP-Y6) or aryl-quinone (hibarimicinone) incorporated as a single atropodiastereomer. Herein, a chiral resolution and deracemization process to access optically enriched biaryls aR-3 and aS-3 is described. From these atropoenantiomers the BCD-EFG ring system of HMP-Y6 is constructed [(+)-aR-7]. Comparison of CD spectra of aR-7 to HMP-Y6 leads to the assignment of HMP-Y6 and hibarimicin B atropoisomers as aR and aS, respectively.

  DOI：

  10.1021/ol2017005

文献信息

• Assignment and Stereocontrol of Hibarimicin Atropoisomers
  作者：Ian M. Romaine、Jonathan E. Hempel、Ganesh Shanmugam、Hiroshi Hori、Yasuhiro Igarashi、Prasad L. Polavarapu、Gary A. Sulikowski

  DOI：10.1021/ol2017005

  日期：2011.9.2

  A stereochemical feature of the hibarimicins is a central biaryl (HMP-Y6) or aryl-quinone (hibarimicinone) incorporated as a single atropodiastereomer. Herein, a chiral resolution and deracemization process to access optically enriched biaryls aR-3 and aS-3 is described. From these atropoenantiomers the BCD-EFG ring system of HMP-Y6 is constructed [(+)-aR-7]. Comparison of CD spectra of aR-7 to HMP-Y6 leads to the assignment of HMP-Y6 and hibarimicin B atropoisomers as aR and aS, respectively.