dodecyl-6-deoxy-6-azido-β-D-glucopyranoside | 691869-89-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dodecyl-6-deoxy-6-azido-β-D-glucopyranoside
• CAS: 691869-89-3
• 化学式: C₁₈H₃₅N₃O₅
• 分子量: 373.493
• InChiKey: UPEODPCSYVZOAE-UYTYNIKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  26.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  127.91
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  dodecyl-6-deoxy-6-azido-β-D-glucopyranoside 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 24.0h， 以79%的产率得到dodecyl-6-deoxy-6-amino-β-D-glucopyranoside
  参考文献：
  名称：

  Thermotropic and lyotropic properties of long chain alkyl glycopyranosides

  摘要：

  As part of a series of papers, the influence of carbohydrate headgroups and aliphatic chains on the mesogenic properties of glycolipids was investigated. Alkyl glycosides with different types of aliphatic chains were synthesised. Neutral glycolipids were oxidized to their uronic acid derivatives, using the well established TEMPO-oxidation. For comparison a 6-deoxy-6-amino alkylglucopyranoside was synthesised. In addition, the thermotropic and lyotropic phase behaviour of the synthesised compounds were investigated. The thermotropism was characterised by polarising microscopy, the lyotropism by the contact preparation method. (C) 2003 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2003.09.007
• 作为产物：
  描述：

  dodecyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 sodium hydroxide 、 sodium azide 、 四丁基溴化铵 、 sodium methylate 、 1,1,3,3-四甲基脲 作用下， 以 甲醇 、 氯仿 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 dodecyl-6-deoxy-6-azido-β-D-glucopyranoside
  参考文献：
  名称：

  Thermotropic and lyotropic properties of long chain alkyl glycopyranosides

  摘要：

  As part of a series of papers, the influence of carbohydrate headgroups and aliphatic chains on the mesogenic properties of glycolipids was investigated. Alkyl glycosides with different types of aliphatic chains were synthesised. Neutral glycolipids were oxidized to their uronic acid derivatives, using the well established TEMPO-oxidation. For comparison a 6-deoxy-6-amino alkylglucopyranoside was synthesised. In addition, the thermotropic and lyotropic phase behaviour of the synthesised compounds were investigated. The thermotropism was characterised by polarising microscopy, the lyotropism by the contact preparation method. (C) 2003 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2003.09.007