1-(2-hydroxy-5-benzyloxyphenyl)-3,7-dimethylocta-1,6-dien-3-ol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-(2-hydroxy-5-benzyloxyphenyl)-3,7-dimethylocta-1,6-dien-3-ol
• 英文别名: 2-[(1E)-3-hydroxy-3,7-dimethylocta-1,6-dienyl]-4-phenylmethoxyphenol
• 化学式: C₂₃H₂₈O₃
• 分子量: 352.474
• InChiKey: DHXFRWQKXWYWLN-FYWRMAATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-hydroxy-5-benzyloxyphenyl)-3,7-dimethylocta-1,6-dien-3-ol 在 三氯化铝 、 乙硫醇 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 cordiachromene
  参考文献：
  名称：

  Synthesis of various 2H-benzopyran compounds and their kinetic resolution by asymmetric hydrolysis of their racemic acetates mediated by lipases

  摘要：

  The preparation of 2H-benzopyrans from bromophenols and tertiary allylic alcohols is described. The reaction is characterised by its mildness, good yields and ease of work-up. Kinetic resolution of the latter up to 95% ee was obtained by using enzyme-catalysed enantioselective hydrolysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00176-2
• 作为产物：
  描述：

  芳樟醇 、 4-苄氧基-2-溴苯酚 在 palladium diacetate 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以77%的产率得到1-(2-hydroxy-5-benzyloxyphenyl)-3,7-dimethylocta-1,6-dien-3-ol
  参考文献：
  名称：

  Synthesis of various 2H-benzopyran compounds and their kinetic resolution by asymmetric hydrolysis of their racemic acetates mediated by lipases

  摘要：

  The preparation of 2H-benzopyrans from bromophenols and tertiary allylic alcohols is described. The reaction is characterised by its mildness, good yields and ease of work-up. Kinetic resolution of the latter up to 95% ee was obtained by using enzyme-catalysed enantioselective hydrolysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00176-2

文献信息

• Expeditious preparation of various Δ9-6a,10a cis and trans 2-substituted tetrahydrocannabinoids
  作者：Jean-Yves Goujon、Françoise Zammattio、Bernard Kirschleger

  DOI：10.1039/b203366f

  日期：2002.6.27

  The one-step preparation of various cis and trans 2-substituted tetrahydrocannabinoids (Δ9-THC) from aryl tertiary allylic alcohols is described. The reactions are characterized by their mild conditions, good yields and ease of work-up.

  的一步法各种的制备顺式和反式2-取代tetrahydrocannabinoids（Δ 9 -THC）从芳基 第三烯丙基 酒类描述。该反应的特征在于其温和的条件，良好的收率和易于后处理。
• Synthesis of various 2H-benzopyran compounds and their kinetic resolution by asymmetric hydrolysis of their racemic acetates mediated by lipases
  作者：J.Y Goujon、F Zammattio、B Kirschleger

  DOI：10.1016/s0957-4166(00)00176-2

  日期：2000.6

  The preparation of 2H-benzopyrans from bromophenols and tertiary allylic alcohols is described. The reaction is characterised by its mildness, good yields and ease of work-up. Kinetic resolution of the latter up to 95% ee was obtained by using enzyme-catalysed enantioselective hydrolysis. (C) 2000 Elsevier Science Ltd. All rights reserved.