4-(trans-4-butylcyclohexyl)phenylmethyl 2,3,4,6-tetra-O-methyl-β-D-glucopyranoside | 1616345-46-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(trans-4-butylcyclohexyl)phenylmethyl 2,3,4,6-tetra-O-methyl-β-D-glucopyranoside
• CAS: 1616345-46-0
• 化学式: C₂₇H₄₄O₆
• 分子量: 464.643
• InChiKey: XYFNBMGIFDSBRD-SAJXIYPBSA-N

物化性质

• 沸点：
  548.0±50.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  33.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4-(trans-4-butylcyclohexyl)phenylmethyl β-D-glucopyranoside 、 碘甲烷 在 sodium hydride 作用下， 以 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.33h， 以58.9%的产率得到4-(trans-4-butylcyclohexyl)phenylmethyl 2,3,4,6-tetra-O-methyl-β-D-glucopyranoside
  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