1-O-{4-(trans-4-butylcyclohexyl)benzoyl}-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose | 1616345-49-3

• 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: 1-O-{4-(trans-4-butylcyclohexyl)benzoyl}-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose
• CAS: 1616345-49-3
• 化学式: C₅₁H₅₈O₇
• 分子量: 783.017
• InChiKey: QQEWNCAWNLZAKN-VMNJCRKZSA-N

物化性质

• 沸点：
  832.2±65.0 °C(predicted)
• 密度：
  1.17±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.01
• 重原子数：
  58.0
• 可旋转键数：
  19.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  72.45
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  2,3,4,6-四苄基-D-吡喃葡萄糖 、 4-(trans-4-Butylcyclohexyl)benzoic acid 在 4-二甲氨基吡啶 、 1,2-二氯乙烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 1-O-{4-(trans-4-butylcyclohexyl)benzoyl}-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose 、 1-O-{4-(trans-4-butylcyclohexyl)benzoyl}-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose
  参考文献：
  名称：

  Synthesis of chiral dopants based on carbohydrates

  摘要：

  Chiral dopants based on carbohydrates for nematic liquid crystals were synthesized from D-glucose, and their helical twisting power (HTP) values were evaluated. The chiral dopants induced helices in the host nematic liquid crystals. An acetyl derivative having an ether-type glycosidic linkage between carbohydrate and a mesogenic moiety showed the highest HTP value of 10.4 mu m (1), while an acetyl derivative having an anomeric ester-type linkage did not show any HTP. It was surprising that this molecule had no HTP despite the presence of chirality in the molecule. A relationship between HTP and specific rotation was not observed in this study. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.04.007