allyl-[tetra-O-allyl-α-D-galactopyranoside | 63976-05-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl-[tetra-O-allyl-α-D-galactopyranoside
• 英文别名: Allyl-[tetra-O-allyl-α-D-galactopyranosid；(2S,3R,4S,5S,6R)-2,3,4,5-tetrakis(prop-2-enoxy)-6-(prop-2-enoxymethyl)oxane
• CAS: 63976-05-6
• 化学式: C₂₁H₃₂O₆
• 分子量: 380.481
• InChiKey: UCHNNEUPIPRPNU-IFLJBQAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-巯基乙醇 、 allyl-[tetra-O-allyl-α-D-galactopyranoside 在 偶氮二异丁腈 作用下， 以 1,4-二氧六环 为溶剂， 以88%的产率得到1,2,3,4,6-penta-O-[3-(hydroxythioethyl)propyl]-α-D-galactopyranoside
  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：

  口服葡萄糖 在 盐酸 、 sodium hydroxide 作用下， 生成 allyl-[tetra-O-allyl-α-D-galactopyranoside
  参考文献：
  名称：

  Allyl Ethers of Carbohydrates. III. Ethers of Glucose and Galactose^1a

  摘要：

  DOI：

  10.1021/ja01227a050