(2S,3R,4S,5S,6R)-2-[3-(2-hydroxyethylsulfanyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol | 1234565-41-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3R,4S,5S,6R)-2-[3-(2-hydroxyethylsulfanyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1234565-41-3
• 化学式: C₁₁H₂₂O₇S
• 分子量: 298.357
• InChiKey: AABJEUZGSHYPGX-NZFPMDFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  145
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-巯基乙醇 、 烯丙基-alpha-D-吡喃葡萄糖苷 在 偶氮二异丁腈 作用下， 以 1,4-二氧六环 为溶剂， 以92%的产率得到(2S,3R,4S,5S,6R)-2-[3-(2-hydroxyethylsulfanyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
  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

文献信息

• Synthesis, CI-MS Analyses and Preliminary Biological Evaluation of a Novel Library of Hydrophobic Persulfide-Spacers α-Alkyl Glycosides
  作者：Hammed H. Hassan

  DOI：10.2174/157017810790796372

  日期：2010.3.1

  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.