6-O-lauroyl-D-glucose

• 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-O-lauroyl-D-glucose
• 英文别名: [(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl dodecanoate
• 化学式: C₁₈H₃₄O₇
• 分子量: 362.464
• InChiKey: FASGYTZSPZMRIT-SOVHRIKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  可得然胶 、 月桂酸乙烯酯 在 Candida antarctica lipase B 、 4 A molecular sieve 、 1-butyl-3-methylimidazolium Tetrafluoroborate 作用下， 以 叔丁醇 为溶剂， 反应 72.0h， 以75%的产率得到6-O-lauroyl-D-glucose
  参考文献：
  名称：

  Lipase-Catalyzed Glucose Fatty Acid Ester Synthesis in Ionic Liquids

  摘要：

  Glucose fatty acid ester synthesis with poly(ethylene glycol)-modified Candida antarctica lipase B (CAL-B) was performed in pure 1-butyl-3-methyl imidazolium tetrafluoroborate [BMIM][BF4] (30% conversion) and in pure 1-butyl-3-methyl imidazolium hexafluorophosphate [BMIM]-[PF6] (35% conversion). In a solvent system composed of ionic liquid and 40% t-BuOH conversions up to 90% and isolated yields of up to 89% were achieved using fatty acid vinyl esters as acyl donors and commercial CAL-B.

  DOI：

  10.1021/ol0511169

文献信息

• Lipase-Catalyzed Glucose Fatty Acid Ester Synthesis in Ionic Liquids
  作者：Franka Ganske、Uwe T. Bornscheuer

  DOI：10.1021/ol0511169

  日期：2005.7.1

  Glucose fatty acid ester synthesis with poly(ethylene glycol)-modified Candida antarctica lipase B (CAL-B) was performed in pure 1-butyl-3-methyl imidazolium tetrafluoroborate [BMIM][BF4] (30% conversion) and in pure 1-butyl-3-methyl imidazolium hexafluorophosphate [BMIM]-[PF6] (35% conversion). In a solvent system composed of ionic liquid and 40% t-BuOH conversions up to 90% and isolated yields of up to 89% were achieved using fatty acid vinyl esters as acyl donors and commercial CAL-B.