(2R,3R)-1,1,4,4-tetra(n-butyl)butane-1,2,3,4-tetraol | 1103686-55-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3R)-1,1,4,4-tetra(n-butyl)butane-1,2,3,4-tetraol
• 英文别名: (6R,7R)-5,8-dibutyldodecane-5,6,7,8-tetraol
• CAS: 1103686-55-0
• 化学式: C₂₀H₄₂O₄
• 分子量: 346.551
• InChiKey: VMQHBMKNTJTDIR-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  24.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  80.92
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2R,3R)-1,1,4,4-tetra(n-butyl)butane-1,2,3,4-tetraol 、 苯硼酸 以52%的产率得到{(1R,6R)-5,5,10,10-tetra(n-butyl)-3,8-diphenyl-2,4,7,9-tetraoxa-3,8-diborobicyclo-[4.4.0]decane}
  参考文献：
  名称：

  Selective 1,3-cycloboronation of enantiopure 1,1,4,4-tetrasubstituted butanetetraols: versatile preparation, structural characterization, and properties of chiral cyclic boron-containing bifunctional Lewis acids

  摘要：

  The selective cycloboronation of enantiopure 1,1,4,4-tetrasubstituted butanetetraols was investigated, and a general preparation of chiral cyclic boron-containing bifunctional Lewis acids was discovered. Compounds (2R,3R)- or (2S,3S)-1,1,4,4-tetrasubstituted butanetetraols were reacted with ArB(OH)(2) at reflux in toluene, or THF, or under solvent-free condition to furnish tricoordinated, chiral bicyclo[4.4.0]diboronic esters in high yield via selective 1,3-cycloboronation. Structural characterization and properties of the novel chiral boron compounds are also reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.030
• 作为产物：
  描述：

  溴丁基-镁 、 L-(+)-酒石酸二乙酯 以 四氢呋喃 为溶剂， 生成 (2R,3R)-1,1,4,4-tetra(n-butyl)butane-1,2,3,4-tetraol
  参考文献：
  名称：

  Selective 1,3-cycloboronation of enantiopure 1,1,4,4-tetrasubstituted butanetetraols: versatile preparation, structural characterization, and properties of chiral cyclic boron-containing bifunctional Lewis acids

  摘要：

  The selective cycloboronation of enantiopure 1,1,4,4-tetrasubstituted butanetetraols was investigated, and a general preparation of chiral cyclic boron-containing bifunctional Lewis acids was discovered. Compounds (2R,3R)- or (2S,3S)-1,1,4,4-tetrasubstituted butanetetraols were reacted with ArB(OH)(2) at reflux in toluene, or THF, or under solvent-free condition to furnish tricoordinated, chiral bicyclo[4.4.0]diboronic esters in high yield via selective 1,3-cycloboronation. Structural characterization and properties of the novel chiral boron compounds are also reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.030

文献信息

• A Convenient Approach to<i>C</i>₂-Chiral 1,1,4,4-Tetrasubstituted Butanetetraols: Direct Alkylation or Arylation of Enantiomerically Pure Diethyl Tartrates
  作者：Zixing Shan、Xiaoyun Hu、Yan Zhou、Xitian Peng、Zhen Li

  DOI：10.1002/hlca.200900274

  日期：2010.3

  C2‐Chiral 1,1,4,4‐tetraaryl‐ or 1,1,4,4‐tetraalkyl‐substituted butanetetraols have been conveniently synthesized via arylation or alkylation of unprotected diethyl (2R,3R)‐ and (2S,3S)‐tartrates with Grignard reagent. The chiral 1,1,4,4‐tetrasubstituted butanetetraols were characterized by IR, 1H‐ and 13C‐NMR, as well as LC/MS.

  c ^ 2 -手性1,1,4,4- tetraaryl-或1,1,4,4-四烷基取代butanetetraols已经方便地合成通过芳基化或未被保护的二（2-烷基化- [R，3 - [R ）-和（2小号，3 S）-用格氏试剂酒石酸氢盐。手性1,1,4,4-四取代丁四醇的特征在于IR，1 H-和13 C-NMR以及LC / MS。