6,6'-di-O-(12,12,13,13,14,14,15,15,16,16,17,17,17-tridecafluoroheptadecanoyl)-α,α-trehalose | 135754-25-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: 6,6'-di-O-(12,12,13,13,14,14,15,15,16,16,17,17,17-tridecafluoroheptadecanoyl)-α,α-trehalose
• 英文别名: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(12,12,13,13,14,14,15,15,16,16,17,17,17-tridecafluoroheptadecanoyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 12,12,13,13,14,14,15,15,16,16,17,17,17-tridecafluoroheptadecanoate
• CAS: 135754-25-5
• 化学式: C₄₆H₆₀F₂₆O₁₃
• 分子量: 1314.93
• InChiKey: ZKFJGCTULLCLQR-YPLLLCRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.98
• 重原子数：
  85.0
• 可旋转键数：
  36.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  201.67
• 氢给体数：
  6.0
• 氢受体数：
  13.0

反应信息

• 作为产物：
  描述：

  海藻糖 、 11-(F-hexyl)-undecanoic acid 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以2.6%的产率得到6,6'-di-O-(12,12,13,13,14,14,15,15,16,16,17,17,17-tridecafluoroheptadecanoyl)-α,α-trehalose
  参考文献：
  名称：

  One-step preparation of 6-perfluoroalkylalkanoates of trehalose and sucrose for biomedical uses

  摘要：

  The Mitsunobu reaction has been used to obtain 6-polyfluoroalkanoates of alpha,alpha-trehalose and sucrose in yields of approximately 40% and approximately 25%, respectively. 6,6'-Diesters (3-6%) were formed in some reactions and a 6-ester (1.3%) of alpha-D-glucopyranosyl 3,4-anhydro-beta-D-tagatofuranoside in one reaction. The monoesters displayed strong surfactant properties, and reduced considerably the water surface and fluorocarbon/water interfacial tensions. Preliminary results on biocompatibility were encouraging, especially for the 6-esters of alpha,alpha-trehalose.

  DOI：

  10.1016/0008-6215(91)84045-g

文献信息

• ABOUHILALE, SAMIR;GREINER, JACQUES;RIESS, JEAN G., CARBOHYDR. RES., 212,(1991) C. 55-64
  作者：ABOUHILALE, SAMIR、GREINER, JACQUES、RIESS, JEAN G.

  DOI：——

  日期：——