4,6-O-(4''-Formylbenzylidene) n-pentyl 1-thio-β-D-glucopyranoside | 171291-75-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,6-O-(4''-Formylbenzylidene) n-pentyl 1-thio-β-D-glucopyranoside
• CAS: 171291-75-1
• 化学式: C₁₉H₂₆O₆S
• 分子量: 382.478
• InChiKey: NXHNDXNUGOFTBJ-UPGMHYFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.28
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  85.22
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  甲氧苯胺 、 4,6-O-(4''-Formylbenzylidene) n-pentyl 1-thio-β-D-glucopyranoside 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成 (2R,4aR,6S,7R,8R,8aS)-2-(4-{[(E)-4-Methoxy-phenylimino]-methyl}-phenyl)-6-pentylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
  参考文献：
  名称：

  Non-Amphiphilic Carbohydrate Liquid Crystals Containing an Intact Monosaccharide Moiety

  摘要：

  A chiral rigid moiety which forms the basis of a new class of non-amphiphilic carbohydrate liquid crystals has been developed. This moiety contains a fully intact glucopyranose ring embedded in a trans-decalin structure. The original carbohydrate is substituted so that only two hydroxyl groups are left, resulting in derivatives with reduced hydrophilicity. The substituents R and X-R' on the 4,6-O-ylidene beta-D-glucopyranoside are in the equatorial position and can be varied extensively, using straightforward synthetic procedures. Investigations as to the requirements for R and X-R' for inducing liquid-crystalline behavior have shown that at least one of the substituents should contain a large, polarizable aromatic moiety. An aromatic Schiff base fulfils this requirement.

  DOI：

  10.1080/10587259508038691
• 作为产物：
  描述：

  对苯二甲醛 、 (2R,4aR,6S,7R,8R,8aS)-6-Pentylsulfanyl-2-undecyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 在 甲烷磺酸 作用下， 以 乙酸乙酯 为溶剂， 反应 24.0h， 生成 4,6-O-(4''-Formylbenzylidene) n-pentyl 1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Non-Amphiphilic Carbohydrate Liquid Crystals Containing an Intact Monosaccharide Moiety

  摘要：

  A chiral rigid moiety which forms the basis of a new class of non-amphiphilic carbohydrate liquid crystals has been developed. This moiety contains a fully intact glucopyranose ring embedded in a trans-decalin structure. The original carbohydrate is substituted so that only two hydroxyl groups are left, resulting in derivatives with reduced hydrophilicity. The substituents R and X-R' on the 4,6-O-ylidene beta-D-glucopyranoside are in the equatorial position and can be varied extensively, using straightforward synthetic procedures. Investigations as to the requirements for R and X-R' for inducing liquid-crystalline behavior have shown that at least one of the substituents should contain a large, polarizable aromatic moiety. An aromatic Schiff base fulfils this requirement.

  DOI：

  10.1080/10587259508038691