6-O-myristoyl-D-glucose | 75715-01-4

• 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-myristoyl-D-glucose
• 英文别名: 6-O-Miristoyl-D-glucopyranose；[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl tetradecanoate
• CAS: 75715-01-4
• 化学式: C₂₀H₃₈O₇
• 分子量: 390.518
• InChiKey: FPFJRNJCPPQPKA-XIKSMUEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  27
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 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 、 肉豆蔻酸 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， 生成 6-O-myristoyl-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

• General path of O-acyl migration in d-glucose derivatives
  作者：Yoshisuke Tsuda、Kimihiro Yoshimoto

  DOI：10.1016/s0008-6215(00)85219-2

  日期：1980.12
• 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.