(S,S)-1,3-bis(1-methoxyethyl)-5-(hydroxymethyl)benzene | 949575-57-9

• 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: (S,S)-1,3-bis(1-methoxyethyl)-5-(hydroxymethyl)benzene
• 英文别名: (-)-1,3-bis(1-methoxyethyl)-5-(hydroxymethyl)benzene
• CAS: 949575-57-9
• 化学式: C₁₃H₂₀O₃
• 分子量: 224.3
• InChiKey: PTVLPKNNBVGEDN-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S,S)-1,3-bis(1-methoxyethyl)-5-(hydroxymethyl)benzene 在 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 1.08h， 生成 1,3,5-tris[(1R)-2-[3,5-bis[(1S)-1-methoxyethyl]phenyl]-1-methoxyethyl]benzene
  参考文献：
  名称：

  Interplay between Core and Peripheral Chirality in Polyethers

  摘要：

  A chiral-base mediated reaction has been used to synthesise the polyethers illustrated and their enantiomers; CD spectroscopy revealed that the homochiral isomers A may be viewed as a C-3-symmetric arrangement of fixed paddles while the heterochiral isomers B form a C-3-symmetric arrangement of rotating paddles.

  DOI：

  10.1021/ol070934t
• 作为产物：
  描述：

  (S,S)-1,3-bis(1-methoxyethyl)-5-(triisopropylsilyloxymethyl)benzene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以91%的产率得到(S,S)-1,3-bis(1-methoxyethyl)-5-(hydroxymethyl)benzene
  参考文献：
  名称：

  Interplay between Core and Peripheral Chirality in Polyethers

  摘要：

  A chiral-base mediated reaction has been used to synthesise the polyethers illustrated and their enantiomers; CD spectroscopy revealed that the homochiral isomers A may be viewed as a C-3-symmetric arrangement of fixed paddles while the heterochiral isomers B form a C-3-symmetric arrangement of rotating paddles.

  DOI：

  10.1021/ol070934t

文献信息

• Synthesis and CD spectroscopy of polyethers with homochiral and heterochiral layers of stereocentres
  作者：Alice R.E. Brewer、Alex F. Drake、Susan E. Gibson、Jacob T. Rendell

  DOI：10.1016/j.tet.2008.05.028

  日期：2008.7

  Eight polyethers with three to nine stereocentres have been synthesised using chiral base methodology. Examination of the polyethers by CD spectroscopy revealed clear differences between homochiral isomers and isorners with a heterochiral relationship between an 'inner' layer of stereocentres and an outer' layer of stereocentres. A hypothesis to account for these differences has been advanced. (C) 2008 Elsevier Ltd. All rights reserved.