(2R,3R,4S,5S,6S)-3,4,5-tris(allyloxy)-2-((allyloxy)methyl)-6-(heptyloxy)tetrahydro-2H-pyran | 1234565-51-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3R,4S,5S,6S)-3,4,5-tris(allyloxy)-2-((allyloxy)methyl)-6-(heptyloxy)tetrahydro-2H-pyran
• CAS: 1234565-51-5
• 化学式: C₂₅H₄₂O₆
• 分子量: 438.605
• InChiKey: HZKSIKRABDAOKY-VAFBSOEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.61
• 重原子数：
  31.0
• 可旋转键数：
  20.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5S,6S)-3,4,5-tris(allyloxy)-2-((allyloxy)methyl)-6-(heptyloxy)tetrahydro-2H-pyran 、 2-巯基乙醇 在 偶氮二异丁腈 作用下， 以 1,4-二氧六环 为溶剂， 以82%的产率得到
  参考文献：
  名称：

  Synthesis, CI-MS Analyses and Preliminary Biological Evaluation of a Novel Library of Hydrophobic Persulfide-Spacers α-Alkyl Glycosides

  摘要：

  We report the synthesis of novel polyether-based polyols derived from simple glycosides that bear sulfur spacers in the attempt to potentially provide new antibiotics. The CI-MS demonstrated the stepwise and successive fission of the sulfide-spacer groups; however, it does not distinguish between the alditols having different arrangement of O(CH2)(3)-S(CH2)(2)OH groups. The investigated compounds exhibited antimicrobial activities against Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and antifungal activities against Candida albicans at a concentration of 1 mg / ml in DMF.

  DOI：

  10.2174/157017810790796372
• 作为产物：
  描述：

  n-heptyl α-d-mannopyranoside 、 3-溴丙烯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到(2R,3R,4S,5S,6S)-3,4,5-tris(allyloxy)-2-((allyloxy)methyl)-6-(heptyloxy)tetrahydro-2H-pyran
  参考文献：
  名称：

  Synthesis, CI-MS Analyses and Preliminary Biological Evaluation of a Novel Library of Hydrophobic Persulfide-Spacers α-Alkyl Glycosides

  摘要：

  We report the synthesis of novel polyether-based polyols derived from simple glycosides that bear sulfur spacers in the attempt to potentially provide new antibiotics. The CI-MS demonstrated the stepwise and successive fission of the sulfide-spacer groups; however, it does not distinguish between the alditols having different arrangement of O(CH2)(3)-S(CH2)(2)OH groups. The investigated compounds exhibited antimicrobial activities against Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and antifungal activities against Candida albicans at a concentration of 1 mg / ml in DMF.

  DOI：

  10.2174/157017810790796372