1,2-di-O-[(2'R,4'R,6'R)-2',4',6'-trimethyloctanoyl]-3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-sn-glycerol | 428863-21-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1,2-di-O-[(2'R,4'R,6'R)-2',4',6'-trimethyloctanoyl]-3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-sn-glycerol
• CAS: 428863-21-2
• 化学式: C₃₉H₆₆O₁₄
• 分子量: 758.945
• InChiKey: ZJRBJCZGIIWIMP-DYWUKLGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  53.0
• 可旋转键数：
  23.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  176.26
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  1,2-di-O-[(2'R,4'R,6'R)-2',4',6'-trimethyloctanoyl]-3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-sn-glycerol 在 一水合肼 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 8.0h， 以49%的产率得到1,2-di-O-[(2'R,4'R,6'R)-2',4',6'-trimethyloctanoyl]-3-O-(β-D-glucopyranosyl)-sn-glycerol
  参考文献：
  名称：

  Synthesis and mesogenic properties of glycosyl diacylglycerols

  摘要：

  We synthesised glycosyl diacylglycerols bearing unsaturated or chiral methyl branched fatty acid chains. The thermotropism was measured with polarising microscopy and additionally the lyotropism with the contact preparation method. The synthesised compounds displayed thermotropic S-A (lamellar), cubic and columnar phases and investigation of the lyotropic phase behaviour led to the observation of inverted bicontinuous cubic V-H phases, lamellar L-x phases and normal bicontinuous cubic V-I phases, The phases are discussed with respect to the chemical structures that have been varied systematically to derive structure-property relationships. (C) 2002 Elsevier Science Ireland Ltd. All rights reserved.

  DOI：

  10.1016/s0009-3084(01)00202-x
• 作为产物：
  描述：

  2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 palladium on activated charcoal 氢气 、 氰化汞 、 4-吡咯烷基吡啶 、 N,N'-二环己基碳二亚胺 、 mercury dibromide 作用下， 以 乙醇 、 二氯甲烷 、 溶剂黄146 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 生成 1,2-di-O-[(2'R,4'R,6'R)-2',4',6'-trimethyloctanoyl]-3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-sn-glycerol
  参考文献：
  名称：

  Synthesis and mesogenic properties of glycosyl diacylglycerols

  摘要：

  We synthesised glycosyl diacylglycerols bearing unsaturated or chiral methyl branched fatty acid chains. The thermotropism was measured with polarising microscopy and additionally the lyotropism with the contact preparation method. The synthesised compounds displayed thermotropic S-A (lamellar), cubic and columnar phases and investigation of the lyotropic phase behaviour led to the observation of inverted bicontinuous cubic V-H phases, lamellar L-x phases and normal bicontinuous cubic V-I phases, The phases are discussed with respect to the chemical structures that have been varied systematically to derive structure-property relationships. (C) 2002 Elsevier Science Ireland Ltd. All rights reserved.

  DOI：

  10.1016/s0009-3084(01)00202-x