(3R,4R)-3,4-bis[(3,4-dimethoxyphenyl)methyl]-2,5-dimethylhexane-2,5-diol | 1528630-01-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 二苄基丁烷木脂素
• 英文名称: (3R,4R)-3,4-bis[(3,4-dimethoxyphenyl)methyl]-2,5-dimethylhexane-2,5-diol
• CAS: 1528630-01-4
• 化学式: C₂₆H₃₈O₆
• 分子量: 446.584
• InChiKey: AKOKNFCWQCWTSU-WOJBJXKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  (3R,4R)-3,4-bis[(3,4-dimethoxyphenyl)methyl]-2,5-dimethylhexane-2,5-diol 在 三乙胺 、 三氯化磷 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 以53%的产率得到
  参考文献：
  名称：

  从木脂素 Matairesinol 和 Conidendrin 合成手性磷和磷酸衍生物

  摘要：

  开发了从基于木脂素骨架的手性二醇制备亚磷酸盐和磷酸盐的方法。合成并表征了四种新型亚磷酸盐和一种磷酸盐。位阻二醇在亚磷酸酯的形成中显示出非对映选择性，而非位阻二醇显示没有选择性。

  DOI：

  10.1055/s-0035-1562605
• 作为产物：
  描述：

  (3R,4R)-3,4-bis[(3,4-dimethoxyphenyl)methyl]-5,5-dimethyloxolan-2-one 、 甲基溴化镁 以 四氢呋喃 、 乙醚 为溶剂， 反应 72.0h， 以60%的产率得到(3R,4R)-3,4-bis[(3,4-dimethoxyphenyl)methyl]-2,5-dimethylhexane-2,5-diol
  参考文献：
  名称：

  Synthesis of Sterically Hindered Chiral 1,4-Diols from Different Lignan-Based Backbones

  摘要：

  Methods for synthetic modifications of the natural dibenzylbutyrolactone lignan hydroxymatairesinol into chiral 1,4-diols with different lignan-derived backbones have been developed. A stepwise procedure, involving alkylation and oxidation, was shown to be successful and several highly substituted 1,4-diols were prepared. Some substituted butyrolactones resisted alkylation and led to the formation unusually stable hemiketals (butyrolactols). The formation of stable hemiketals was investigated in detail, showing that different backbone structures influence the formation and reactivity of the hemiketals.

  DOI：

  10.1055/s-0033-1340084

文献信息

• Synthesis of Sterically Hindered Chiral 1,4-Diols from Different Lignan-Based Backbones
  作者：Patrik Eklund、Yury Brusentsev、Mikko Hänninen

  DOI：10.1055/s-0033-1340084

  日期：——

  Methods for synthetic modifications of the natural dibenzylbutyrolactone lignan hydroxymatairesinol into chiral 1,4-diols with different lignan-derived backbones have been developed. A stepwise procedure, involving alkylation and oxidation, was shown to be successful and several highly substituted 1,4-diols were prepared. Some substituted butyrolactones resisted alkylation and led to the formation unusually stable hemiketals (butyrolactols). The formation of stable hemiketals was investigated in detail, showing that different backbone structures influence the formation and reactivity of the hemiketals.
• Synthesis of Chiral Phosphorous and Phosphoric Acid Derivatives from the Lignans Matairesinol and Conidendrin
  作者：Patrik Eklund、Yury Brusentsev

  DOI：10.1055/s-0035-1562605

  日期：——

  Methods for the preparation of phosphites and phosphates from chiral diols based on lignan backbones were developed. Four novel phosphites and one phosphate were synthesized and characterized. Sterically hindered diols showed diastereoselectivity in formations of phosphites, whereas non-hindered diols showed no selectivity.

  开发了从基于木脂素骨架的手性二醇制备亚磷酸盐和磷酸盐的方法。合成并表征了四种新型亚磷酸盐和一种磷酸盐。位阻二醇在亚磷酸酯的形成中显示出非对映选择性，而非位阻二醇显示没有选择性。