(2S,3S)-1,4-bis(2,4-dimethoxyphenyl)-2,3-butanediol

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (2S,3S)-1,4-bis(2,4-dimethoxyphenyl)-2,3-butanediol
• 化学式: C₂₀H₂₆O₆
• 分子量: 362.423
• InChiKey: AZDJQLCXFYSFNL-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  77.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S,3S)-1,4-bis(2,4-dimethoxyphenyl)-2,3-butanediol 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 (4S,5S)-4,5-bis[(2,4-dimethoxyphenyl)methyl]-2-fluoro-1,3,2-dioxaborolane
  参考文献：
  名称：

  Use of chiral B(III) complexes in the cycloaddition of C,N-diphenylnitrone to tert-butyl vinyl ether

  摘要：

  The 1,3-dipolar cycloaddition of C,N-diphenylnitrone to tert-butyl vinyl ether in the presence of several chiral B(III) complexes which incorporate different bidentate ligands has been investigated. The use of these B(III) species reverses the endo/exo diastereoselectivity in relation to the uncatalysed reaction, giving trans cycloadducts as major products. Some of the catalysts gave very fast and high yielding reactions, but the enantioselectivities were only low to moderate. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00405-5
• 作为产物：
  描述：

  (2S)-2-[(2S)-环氧乙烷-2-基]环氧乙烷 、 magnesium,1,3-dimethoxybenzene-6-ide,bromide 在 copper(l) iodide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.08h， 以64%的产率得到(2S,3S)-1,4-bis(2,4-dimethoxyphenyl)-2,3-butanediol
  参考文献：
  名称：

  Use of chiral B(III) complexes in the cycloaddition of C,N-diphenylnitrone to tert-butyl vinyl ether

  摘要：

  The 1,3-dipolar cycloaddition of C,N-diphenylnitrone to tert-butyl vinyl ether in the presence of several chiral B(III) complexes which incorporate different bidentate ligands has been investigated. The use of these B(III) species reverses the endo/exo diastereoselectivity in relation to the uncatalysed reaction, giving trans cycloadducts as major products. Some of the catalysts gave very fast and high yielding reactions, but the enantioselectivities were only low to moderate. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00405-5

文献信息

• Use of chiral B(III) complexes in the cycloaddition of C,N-diphenylnitrone to tert-butyl vinyl ether
  作者：Pau Bayón、Pedro de March、Marta Figueredo、Josep Font、Jordi Medrano

  DOI：10.1016/s0957-4166(00)00405-5

  日期：2000.11

  The 1,3-dipolar cycloaddition of C,N-diphenylnitrone to tert-butyl vinyl ether in the presence of several chiral B(III) complexes which incorporate different bidentate ligands has been investigated. The use of these B(III) species reverses the endo/exo diastereoselectivity in relation to the uncatalysed reaction, giving trans cycloadducts as major products. Some of the catalysts gave very fast and high yielding reactions, but the enantioselectivities were only low to moderate. (C) 2000 Elsevier Science Ltd. All rights reserved.