butyl β-isomaltulofuranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: butyl β-isomaltulofuranoside
• 英文别名: Glc(a1-6)Fruf(b)-O-Bu；(2S,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R)-5-butoxy-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₁₆H₃₀O₁₁
• 分子量: 398.408
• InChiKey: INKJBLYLCTUMLE-WSTZZKKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  179
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  Isomaltulose 、 正丁醇 在 MCM-41 作用下， 反应 24.0h， 以74%的产率得到butyl α-isomaltulofuranoside
  参考文献：
  名称：

  Glycosidation of fructose-containing disaccharides using MCM-41 material as the catalyst

  摘要：

  Glycosidation of saccharides combines the essential characteristics of two major renewable classes, viz. triglycerides and carbohydrates, leading to biofriendly surfactants and emulsifiers. The development of the alkylglycosides derived from reducing disaccharides has lagged. because no efficient synthesis was available. We have found that ordered mesoporous materials of the MCM-41 type are active and selective catalysts for the glycosidation of disaccharides containing fructose at the reducing end, i.e., isomaltulose, lactulose and leucrose. No alcoholysis or hydrolysis of the glycosidic bond was observed, demonstrating the mildness of the MCM-41 catalyst. Leucrose was found to be less reactive than the two other disaccharides, in accordance with the absence of furanose forms in leucrose. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00171-4

文献信息

• Glycosidation of fructose-containing disaccharides using MCM-41 material as the catalyst
  作者：Anneke M van der Heijden、Tsz Chung Lee、Fred van Rantwijk、Herman van Bekkum

  DOI：10.1016/s0008-6215(02)00171-4

  日期：2002.11

  Glycosidation of saccharides combines the essential characteristics of two major renewable classes, viz. triglycerides and carbohydrates, leading to biofriendly surfactants and emulsifiers. The development of the alkylglycosides derived from reducing disaccharides has lagged. because no efficient synthesis was available. We have found that ordered mesoporous materials of the MCM-41 type are active and selective catalysts for the glycosidation of disaccharides containing fructose at the reducing end, i.e., isomaltulose, lactulose and leucrose. No alcoholysis or hydrolysis of the glycosidic bond was observed, demonstrating the mildness of the MCM-41 catalyst. Leucrose was found to be less reactive than the two other disaccharides, in accordance with the absence of furanose forms in leucrose. (C) 2002 Elsevier Science Ltd. All rights reserved.