[(2R,4R,6R,8R)-2',4',6',8'-tetramethyldecyl]-β-D-galactopyranoside | 691869-84-8

• 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: [(2R,4R,6R,8R)-2',4',6',8'-tetramethyldecyl]-β-D-galactopyranoside
• CAS: 691869-84-8
• 化学式: C₂₀H₄₀O₆
• 分子量: 376.534
• InChiKey: VOUTXLAIMBWIQA-HIGSRJIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.93
• 重原子数：
  26.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.38
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [(2R,4R,6R,8R)-2',4',6',8'-tetramethyldecyl]-β-D-galactopyranoside 在 sodium hypochlorite 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 碳酸氢钠 、 potassium bromide 作用下， 以38%的产率得到[(2R,4R,6R,8R)-2',4',6',8'-tetramethyldecyl]-β-D-galactopyranoside uronic acid
  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：

  (2R,4R,6R,8R)-2,4,6,8-tetramethyldecyl alcohol 在 sodium methylate 、 氰化汞 、 mercury dibromide 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 [(2R,4R,6R,8R)-2',4',6',8'-tetramethyldecyl]-β-D-galactopyranoside
  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