2'-methoxyaucuparin | 3810-90-0

• 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'-methoxyaucuparin
• 英文别名: 4-Hydroxy-3,5,2'-trimethoxy-biphenyl；2,6-Dimethoxy-4-(2-methoxyphenyl)phenol
• CAS: 3810-90-0
• 化学式: C₁₅H₁₆O₄
• 分子量: 260.29
• InChiKey: GTMXRTKUWSWHFI-UHFFFAOYSA-N

物化性质

• 熔点：
  122 °C
• 沸点：
  354.4±37.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2'-methoxyaucuparin 在 氢溴酸 作用下， 生成 3,4,5,2'-Tetrahydroxy-biphenyl
  参考文献：
  名称：

  Erdtman,H. et al., Acta Chemica Scandinavica (1947), 1963, vol. 17, p. 1151 - 1156

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-Dihydroxy-2'-methoxy-biphenyl 生成 2'-methoxyaucuparin
  参考文献：
  名称：

  Nilsson,M.; Norin,T., Acta Chemica Scandinavica (1947), 1963, vol. 17, # 4, p. 1157 - 1159

  摘要：

  DOI：

文献信息

• Suzuki–Miyaura Coupling of Halophenols and Phenol Boronic Acids: Systematic Investigation of Positional Isomer Effects and Conclusions for the Synthesis of Phytoalexins from Pyrinae
  作者：Bernd Schmidt、Martin Riemer

  DOI：10.1021/jo500675a

  日期：2014.5.2

  The Suzuki-Miyaura couplings of o-, m-, and p-halophenols with o-, m-, and p-phenol boronic acids were investigated for all combinations under standardized conditions, using Pd/C as a heterogeneous catalyst and water as a solvent. In the case of iodophenols, conventional heating was used, while for bromophenols significantly better results could be obtained using microwave irradiation. This systematic study revealed that 2,4'-biphenol is particularly difficult to access, irrespective of the starting materials used, but that these difficulties can be overcome by using different additives. The conclusions drawn from this investigation allowed us to identify conditions for the protecting group-free or minimized total synthesis of biaryl-type phytoalexins. These compounds possess antibacterial activity and are produced by fruit trees as a response to microbial infection.
• Formation and exudation of biphenyl and dibenzofuran phytoalexins by roots of the apple rootstock M26 grown in apple replant disease soil
  作者：Belnaser A. Busnena、Till Beuerle、Felix Mahnkopp-Dirks、Traud Winkelmann、Ludger Beerhues、Benye Liu

  DOI：10.1016/j.phytochem.2021.112972

  日期：2021.12
• Malterud, Karl E.; Dugstad, Eva K. Sandanger, Zeitschrift für Naturforschung. Teil B, Anorganische Chemie, organische Chemie, 1985, vol. 40, # 6, p. 853 - 854
  作者：Malterud, Karl E.、Dugstad, Eva K. Sandanger

  DOI：——

  日期：——
• Nilsson,M.; Norin,T., Acta Chemica Scandinavica (1947), 1963, vol. 17, # 4, p. 1157 - 1159
  作者：Nilsson,M.、Norin,T.

  DOI：——

  日期：——
• Erdtman,H. et al., Acta Chemica Scandinavica (1947), 1963, vol. 17, p. 1151 - 1156
  作者：Erdtman,H. et al.

  DOI：——

  日期：——