β-D-galactofuranosyl-3-O-α-D-galactopyranose | 133299-24-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-D-galactofuranosyl-3-O-α-D-galactopyranose
• 英文别名: Galf(b1-3)a-Gal；(2S,3R,4S,5S,6R)-4-[(2S,3R,4R,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol
• CAS: 133299-24-8
• 化学式: C₁₂H₂₂O₁₁
• 分子量: 342.3
• InChiKey: RZAIXMBMAFKSQR-DSCCCJCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  190
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  在 sodium methylate 作用下， 生成 β-D-galactofuranosyl-3-O-β-D-galactopyranose 、 β-D-galactofuranosyl-3-O-α-D-galactopyranose
  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