[(2S,6S)-8-hydroxy-6-methoxyoctan-2-yl] 2-(3,5-dimethoxyphenyl)acetate | 1000866-26-1

• 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: [(2S,6S)-8-hydroxy-6-methoxyoctan-2-yl] 2-(3,5-dimethoxyphenyl)acetate
• CAS: 1000866-26-1
• 化学式: C₁₉H₃₀O₆
• 分子量: 354.444
• InChiKey: FAFVZVRWQOBFIN-HOCLYGCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2S,6S)-8-hydroxy-6-methoxyoctan-2-yl] 2-(3,5-dimethoxyphenyl)acetate 在 jones reagent 作用下， 以 丙酮 为溶剂， 反应 0.25h， 以86%的产率得到(3S,7S)-7-[2-(3,5-dimethoxyphenyl)acetyl]oxy-3-methoxyoctanoic acid
  参考文献：
  名称：

  First Total Syntheses and Spectral Data Corrections of 11-α-Methoxycurvularin and 11-β-Methoxycurvularin

  摘要：

  [Graphics]Concise and efficient total syntheses of 11-alpha-methoxycurvularin and 11-beta-methoxycurvularin were accomplished for the first time. The three-component linchpin coupling and intramolecular acylation reactions were key steps, in which we found the spectral data of 11-alpha-methoxycurvularin and 11-beta-methoxycurvularin, reported in the literature, were reversed with each other.

  DOI：

  10.1021/jo701885n
• 作为产物：
  描述：

  在 镍 氢气 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以75.4%的产率得到[(2S,6S)-8-hydroxy-6-methoxyoctan-2-yl] 2-(3,5-dimethoxyphenyl)acetate
  参考文献：
  名称：

  First Total Syntheses and Spectral Data Corrections of 11-α-Methoxycurvularin and 11-β-Methoxycurvularin

  摘要：

  [Graphics]Concise and efficient total syntheses of 11-alpha-methoxycurvularin and 11-beta-methoxycurvularin were accomplished for the first time. The three-component linchpin coupling and intramolecular acylation reactions were key steps, in which we found the spectral data of 11-alpha-methoxycurvularin and 11-beta-methoxycurvularin, reported in the literature, were reversed with each other.

  DOI：

  10.1021/jo701885n

文献信息

• First Total Syntheses and Spectral Data Corrections of 11-α-Methoxycurvularin and 11-β-Methoxycurvularin
  作者：Qiren Liang、Yongquan Sun、Binxun Yu、Xuegong She、Xinfu Pan

  DOI：10.1021/jo701885n

  日期：2007.12.1

  [Graphics]Concise and efficient total syntheses of 11-alpha-methoxycurvularin and 11-beta-methoxycurvularin were accomplished for the first time. The three-component linchpin coupling and intramolecular acylation reactions were key steps, in which we found the spectral data of 11-alpha-methoxycurvularin and 11-beta-methoxycurvularin, reported in the literature, were reversed with each other.
• Stereoselective syntheses of 11-α-methoxycurvularin and 11-β-methoxycurvularin
  作者：G. Venkateswar Reddy、R. Sateesh Chandra Kumar、K. Suresh Babu、J. Madhusudana Rao

  DOI：10.1016/j.tetlet.2009.04.120

  日期：2009.7

  A stereoselective synthesis of potent cytotoxic macrolides, 11-alpha-methoxycurvularin and 11-beta-methoxycurvularin has been accomplished. The synthesis entailed Maruoka asymmetric allylation to introduce the stereocentres at C-11 and the key fragment was installed by using Grubbs cross-metathesis followed by CBS-reduction. (C) 2009 Published by Elsevier Ltd.