1,2-O-(5-Nonylidene)-α-D-glucofuranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-O-(5-Nonylidene)-α-D-glucofuranose
• 英文别名: 1.2-O-(5-Nonylidene)-α-D-glucofuranose；(1R)-1-[(3aR,5R,6S,6aR)-2,2-dibutyl-6-hydroxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
• 化学式: C₁₅H₂₈O₆
• 分子量: 304.384
• InChiKey: WCXOLQJLHYHIIY-XVIXHAIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  葡萄糖 、 5-壬酮 在 磷酸 、 zinc(II) chloride 作用下， 以8%的产率得到1,2-O-(5-Nonylidene)-α-D-glucofuranose
  参考文献：
  名称：

  Glucofuranose derivatives as a library for designing and investigating low molecular mass organogelators

  摘要：

  We designed and synthesized a class of saccharide-based gelators having three free OH groups in the glucofuranose fragment. The gelating abilities of fourteen compounds were examined to systematically study the influence of the hydrophobic fragment connected to the C2' carbon. Also the correlation between the saccharide crystal structure and its gelating properties was examined, showing limited usefulness in this particular case. SEM observations were carried out in order to investigate the hierarchical structure of xerogels and changes depending on different gel concentration. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.093

文献信息

• US5095104A
  申请人：——

  公开号：US5095104A

  公开（公告）日：1992-03-10
• US5358936A
  申请人：——

  公开号：US5358936A

  公开（公告）日：1994-10-25
• [EN] ANIONIC FURANOSE DERIVATIVES, METHODS OF MAKING AND USING THE SAME
  申请人：——

  公开号：WO1992002525A1

  公开（公告）日：1992-02-20

  [EN] A glucofuranose derivative substituted at the 3,5,6- or 3,6-positions with a radical that provides an anionic charge at physiological pH values is disclosed, as are pharmaceutical compositions, and methods of making and using the same. The compounds are useful in treating inflammation, and particularly conditions that involve neutrophil influx; they are also useful in inhibiting gastric ulcer formation.
  [FR] On décrit un dérivé de glucofuranose substituté aux positions 3,5,6 ou 3,6 à l'aide d'un radical qui produit une charge anionique à des valeurs de pH physiologiques. On décrit également des compositions pharmaceutiques, des procédés de fabrication et d'utilisation de celles-ci. Les composés sont utiles dans le traitement de l'inflammation, et en particulier, des conditions comprenant l'afflux de granulocytes neutrophiles; ils sont également utiles pour inhiber la formation d'ulcères gastriques.
• Glucofuranose derivatives as a library for designing and investigating low molecular mass organogelators
  作者：Roman Luboradzki、Zbigniew Pakulski、Bożena Sartowska

  DOI：10.1016/j.tet.2005.07.093

  日期：2005.10

  We designed and synthesized a class of saccharide-based gelators having three free OH groups in the glucofuranose fragment. The gelating abilities of fourteen compounds were examined to systematically study the influence of the hydrophobic fragment connected to the C2' carbon. Also the correlation between the saccharide crystal structure and its gelating properties was examined, showing limited usefulness in this particular case. SEM observations were carried out in order to investigate the hierarchical structure of xerogels and changes depending on different gel concentration. (c) 2005 Elsevier Ltd. All rights reserved.