2-(1-Hydroxy-3-methyl-butyl)-3,5-dimethoxy-phenol | 167385-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(1-Hydroxy-3-methyl-butyl)-3,5-dimethoxy-phenol
• 英文别名: 2-(1-Hydroxy-3-methylbutyl)-3,5-dimethoxyphenol
• CAS: 167385-77-5
• 化学式: C₁₃H₂₀O₄
• 分子量: 240.299
• InChiKey: WYIWPUHPNOARHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-Hydroxy-3-methyl-butyl)-3,5-dimethoxy-phenol 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 2-Isopentyl-3,5-dimethoxy-phenol
  参考文献：
  名称：

  Regioselective synthesis and estrogenicity of (±)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins

  摘要：

  Nine new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins have been synthesized from 2,4,6-trimethoxybenzaldehyde via a short, efficient, and regioselective pathway, together with the unsubstituted analogue (+/-)-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarin. The compounds were tested for estrogenic activity using a yeast-based estrogen screen. Weak estrogenicity was determined for seven members of the series. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.04.010
• 作为产物：
  描述：

  2,4,6-三甲氧基苯甲醛 在 三溴化硼 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 2-(1-Hydroxy-3-methyl-butyl)-3,5-dimethoxy-phenol
  参考文献：
  名称：

  Regioselective synthesis and estrogenicity of (±)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins

  摘要：

  Nine new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins have been synthesized from 2,4,6-trimethoxybenzaldehyde via a short, efficient, and regioselective pathway, together with the unsubstituted analogue (+/-)-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarin. The compounds were tested for estrogenic activity using a yeast-based estrogen screen. Weak estrogenicity was determined for seven members of the series. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.04.010

文献信息

• Electrochemical synthesis of chroman and euglobal skeletons via cycloaddition reaction of o-quinone methides and alkenes
  作者：Kazuhiro Chiba、Junko Sonoyama、Masahiro Tada

  DOI：10.1039/p19960001435

  日期：——

  synthesized by the intermolecular cycloaddition reaction of terpenes and o-quinone methides generated in situ by electrochemical oxidation. In a two-phase reaction medium composed of hexane-lithium perchlorate/nitromethane, 2-[1-(propylsulfanyl)alkyl]phenols were selectively oxidized to give the corresponding unstable o-quinone methides. These intermediates were trapped in situ by unactivated alkenes or easily

  通过萜烯与通过电化学氧化原位生成的邻醌甲基化物的分子间环加成反应合成了Euglobal骨架。在由己烷-高氯酸锂/硝基甲烷组成的两相反应介质中，将2- [1-（丙基硫烷基）烷基]酚选择性氧化，得到相应的不稳定的邻醌甲基化物。这些中间体被未活化的烯烃或易氧化的萜烯原位捕获，形成各种色度和螺色度，包括真球形。特别是，在β蒎烯的存在下，蓝桉醛II b骨架，其具有一个β水芹烯基部分，通过环加成形成经由 β-pine烯的骨架重排。
• The first total synthesis of sideroxylonal B
  作者：Kuniaki Tatsuta、Takuya Tamura、Takanobu Mase

  DOI：10.1016/s0040-4039(99)00045-3

  日期：1999.3

  Sideroxylonal B (2c) has been synthesized through biomimetic cycloaddition of the o-quinone methide and the isopentenyl intermediates (5 and 6t), both of which were simultaneously derived from isopentenyl phloroglucinol precursor 4. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Regioselective synthesis and estrogenicity of (±)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins
  作者：Frederik Roelens、Kevin Huvaere、Willem Dhooge、Marjan Van Cleemput、Frank Comhaire、Denis De Keukeleire

  DOI：10.1016/j.ejmech.2005.04.010

  日期：2005.10

  Nine new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins have been synthesized from 2,4,6-trimethoxybenzaldehyde via a short, efficient, and regioselective pathway, together with the unsubstituted analogue (+/-)-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarin. The compounds were tested for estrogenic activity using a yeast-based estrogen screen. Weak estrogenicity was determined for seven members of the series. (c) 2005 Elsevier SAS. All rights reserved.