2-(6-Hydroxy-2,3-dimethoxy-4-methylphenyl)-3,4-dimethoxy-5-methylphenol

• 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-(6-Hydroxy-2,3-dimethoxy-4-methylphenyl)-3,4-dimethoxy-5-methylphenol
• 英文别名: 2-(6-hydroxy-2,3-dimethoxy-4-methylphenyl)-3,4-dimethoxy-5-methylphenol
• 化学式: C₁₈H₂₂O₆
• 分子量: 334.369
• InChiKey: BHFHPQPZKUBPND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  2-(6-Hydroxy-2,3-dimethoxy-4-methylphenyl)-3,4-dimethoxy-5-methylphenol 在 三乙胺 、 copper(l) chloride 、 鹰爪豆碱 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 50.0h， 生成
  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：

  2,2',3,3'-tetramethoxy-6,6'-bis(methoxymethoxy)-4,4'-dimethylbiphenyl 在 盐酸 、 水 、 copper(l) chloride 、 鹰爪豆碱 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 50.5h， 生成 2-(6-Hydroxy-2,3-dimethoxy-4-methylphenyl)-3,4-dimethoxy-5-methylphenol
  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.