undec-10-enyl 2,3,6-tri-O-benzoyl-β-D-galactopyranosyde | 714972-71-1

• 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: undec-10-enyl 2,3,6-tri-O-benzoyl-β-D-galactopyranosyde
• CAS: 714972-71-1
• 化学式: C₃₈H₄₄O₉
• 分子量: 644.762
• InChiKey: YUMGIONAEYMJNS-VTBLHMODSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  47.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  117.59
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  undec-10-enyl 2,3,6-tri-O-benzoyl-β-D-galactopyranosyde 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 21.0h， 以77%的产率得到1,20-bis-(2,3,6-tri-O-benzoyl-β-D-galactopyranosyloxy)eicos-10-ene
  参考文献：
  名称：

  Synthesis and properties of new bolaform and macrocyclic galactose-based surfactants obtained by olefin metathesis

  摘要：

  A series of galactose-based surfactants with various structures likely to display new interesting properties were synthesized. Four monocatenary surfactants were elaborated by microwave-assisted galactosylation of undecanol or 10-undecenol. These compounds were slightly soluble in water. Their tensioactive properties were determined at 45 degreesC. Olefin metathesis was used to synthesize the two single-chain bolaforms from undec-10-enyl galactopyranosides; two pseudomacrocyclic bolaforms were prepared by grafting two carbamates at O-4 and O-4' sugar positions of the single-chain bolaforms. These four surfactants are insoluble in water and undergo monolayer compression. Cyclization of these bolaforms by olefin metathesis led to macrocyclic surfactant analogues of archaeobacterial membrane components. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2004.03.003
• 作为产物：
  描述：

  beta-D-半乳糖五乙酸酯 在 吡啶 、 sodium methylate 、 zinc(II) chloride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.56h， 生成 undec-10-enyl 2,3,6-tri-O-benzoyl-β-D-galactopyranosyde
  参考文献：
  名称：

  Synthesis and properties of new bolaform and macrocyclic galactose-based surfactants obtained by olefin metathesis

  摘要：

  A series of galactose-based surfactants with various structures likely to display new interesting properties were synthesized. Four monocatenary surfactants were elaborated by microwave-assisted galactosylation of undecanol or 10-undecenol. These compounds were slightly soluble in water. Their tensioactive properties were determined at 45 degreesC. Olefin metathesis was used to synthesize the two single-chain bolaforms from undec-10-enyl galactopyranosides; two pseudomacrocyclic bolaforms were prepared by grafting two carbamates at O-4 and O-4' sugar positions of the single-chain bolaforms. These four surfactants are insoluble in water and undergo monolayer compression. Cyclization of these bolaforms by olefin metathesis led to macrocyclic surfactant analogues of archaeobacterial membrane components. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2004.03.003