1,2,3,4,6-penta-O-butyryl-α-D-glucopyranose | 269394-46-9

• 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: 1,2,3,4,6-penta-O-butyryl-α-D-glucopyranose
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5,6-tetra(butanoyloxy)oxan-2-yl]methyl butanoate
• CAS: 269394-46-9
• 化学式: C₂₆H₄₂O₁₁
• 分子量: 530.613
• InChiKey: URBLVNWOCAGFPV-ICYCJRDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  37
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  a-无水葡萄糖酯 、 丁酸酐 在 zinc(II) chloride 作用下， 以98 %的产率得到1,2,3,4,6-penta-O-butyryl-α-D-glucopyranose
  参考文献：
  名称：

  一种环状葡萄糖酯类化合物及其制备方法与其应用

  摘要：

  本发明公开了一种环状葡萄糖酯类化合物及其制备方法与其应用。本发明提供的环状葡萄糖酯类化合物具有式I所示结构。本发明提供的环状葡萄糖酯类化合物具有杀菌、抗炎、抗氧化、抗应激等多种生物活性，并具有浓厚的脂肪香味，稳定性强，耐高温，制备方法简单且产率高，可作为绿色功能性饲料添加剂替代抗生素。

  公开号：

  CN117946192A

文献信息

• Synthesis of acylated glycoconjugates as templates to investigate in vitro biopharmaceutical properties
  作者：Cindy J. Carroux、Janina Moeker、Josephine Motte、Marie Lopez、Laurent F. Bornaghi、Kasiram Katneni、Eileen Ryan、Julia Morizzi、David M. Shackleford、Susan A. Charman、Sally-Ann Poulsen

  DOI：10.1016/j.bmcl.2012.11.056

  日期：2013.1

  A series of novel glycopyranosyl azides were synthesised wherein the carbohydrate moiety was peracylated with four acetyl, propionyl, butanoyl, pentanoyl (valeryl) or 3-methylbutanoyl (isovaleryl) ester linked groups. A panel of glycoconjugates was synthesised from these glycopyranosyl azides using copper-catalysed azide-alkyne cycloaddition. The in vitro metabolic stability, plasma stability and plasma protein binding was then measured to establish the impact of the different acyl group when presented on a common scaffold. The acetyl, propionyl and butanoyl esters exhibited metabolism consistent with esterase processing, and various mono-, di- and tri-acylated hydrolysis products as well as the fully hydrolysed compound were detected. In contrast, the pentanoyl and 3-methylbutanoyl esters were stable. (c) 2012 Elsevier Ltd. All rights reserved.
• NOVEL CARBOHYDRATE ESTERS AND POLYOL ESTERS AS PLASTICIZERS FOR POLYMERS, COMPOSITIONS AND ARTICLES INCLUDING SUCH PLASTICIZERS AND METHODS OF USING THE SAME
  申请人：EASTMAN CHEMICAL COMPANY

  公开号：EP1465944B1

  公开（公告）日：2015-02-25