methyl 4,6-O-benzylidene-2-O-octanoyl-α-D-glucopyranoside | 393057-50-6

• 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: methyl 4,6-O-benzylidene-2-O-octanoyl-α-D-glucopyranoside
• CAS: 393057-50-6
• 化学式: C₂₂H₃₂O₇
• 分子量: 408.492
• InChiKey: UAMFPJMDPAWGMV-ORLNPVNMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  83.45
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl 4,6-O-benzylidene-2-O-octanoyl-α-D-glucopyranoside 、 乙酸酐 在 吡啶 作用下， 以80 %的产率得到methyl 3-O-acetyl-4,6-O-benzylidene-2-O-octanoyl-α-D-glucopyranoside
  参考文献：
  名称：

  作为毛霉菌病抑制剂的受保护的 D-吡喃葡萄糖苷的合成：DFT、对接、ADMET 和 SAR 研究

  摘要：

  DOI：

  10.21608/ejchem.2022.133698.5895
• 作为产物：
  描述：

  、 辛酰氯 以 1,4-二氧六环 为溶剂， 以81 %的产率得到methyl 4,6-O-benzylidene-2-O-octanoyl-α-D-glucopyranoside
  参考文献：
  名称：

  作为毛霉菌病抑制剂的受保护的 D-吡喃葡萄糖苷的合成：DFT、对接、ADMET 和 SAR 研究

  摘要：

  DOI：

  10.21608/ejchem.2022.133698.5895

文献信息

• Synthesis and structural analysis of a series of d-glucose derivatives as low molecular weight gelators
  作者：Sherwin Cheuk、Edwin D. Stevens、Guijun Wang

  DOI：10.1016/j.carres.2008.12.006

  日期：2009.3

  Low molecular weight gelators are an interesting new type of compounds that are important in supramolecular chemistry and advanced materials. Previously, we had synthesized several acyl derivatives of methyl 4,6-O-benzylidene-alpha-D-glucopyranoside and found that a number of terminal acetylene-containing esters are good gelators. To understand the structure requirement of the acyl chains, we synthesized a series of analogs containing different functional groups including aryl, alkenyl, and halogen derivatives. X-ray crystal structures of a monoester and a diester derivative were also obtained to help understand the relationship between structure and gelation. For good gelation properties, the carboxyl derivatives should possess alkyl groups containing a terminal acetylene group and aryl derivatives. (C) 2009 Elsevier Ltd. All rights reserved.