9-decenyl β-D-galactofuranosyl-3-O-β-D-galactofuranoside | 1130008-06-8

• 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: 9-decenyl β-D-galactofuranosyl-3-O-β-D-galactofuranoside
• 英文别名: (2S,3R,4R,5S)-2-[(2S,3R,4R,5R)-5-dec-9-enoxy-2-[(1R)-1,2-dihydroxyethyl]-4-hydroxyoxolan-3-yl]oxy-5-[(1R)-1,2-dihydroxyethyl]oxolane-3,4-diol
• CAS: 1130008-06-8
• 化学式: C₂₂H₄₀O₁₁
• 分子量: 480.553
• InChiKey: PNSKDFHWFWZDQC-HAEFMBLESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  33
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  179
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以34 mg的产率得到9-decenyl β-D-galactofuranosyl-3-O-β-D-galactofuranoside
  参考文献：
  名称：

  Facile Synthesis of per-O-tert-Butyldimethylsilyl-β-d-galactofuranose and Efficient Glycosylation via the Galactofuranosyl Iodide

  摘要：

  The synthesis of crystalline per-O-TBS-beta-D-galactofuranose (4 beta) as a new precursor of D-Galf units is described. Anomeric iodination by reaction with TMSI followed by in situ coupling with simple alcohols and a wide variety of glycosyl acceptors, in the absence of a promoter, was employed as a new efficient glycosylation method for the assembly Of D-galactofuranosyl moieties with high beta-stereoselectivity. Under the mild conditions of this reaction labile protective groups, like acetals, and furanosyl linkages are preserved.

  DOI：

  10.1021/jo8025274