6-deoxy-α-D-altrofuranose | 64761-43-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-deoxy-α-D-altrofuranose
• 英文别名: (2S,3S,4S,5R)-5-[(1R)-1-hydroxyethyl]oxolane-2,3,4-triol
• CAS: 64761-43-9
• 化学式: C₆H₁₂O₅
• 分子量: 164.158
• InChiKey: AFNUZVCFKQUDBJ-PHYPRBDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  90.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-deoxy-α-D-altrofuranose 在 三氟化硼乙醚 、 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 2.0h， 生成 (2-methyl-5-tert-butylphenyl) 2,3,5-tri-O-benzyl-1-thio-β-Lfucofuranoside
  参考文献：
  名称：

  13C-NMR glycosylation effects in (1→3)-linked furanosyl-pyranosides

  摘要：

  Synthesis, theoretical conformational analysis (molecular mechanics and DFT calculations) and NMR spectral data including the C-13-NMR glycosylation effects for six pairs of isomeric furanosyl-(1 -> 3)-pyranosides with different anomeric and absolute configurations of furanosyl units as well as configurations of C2 and C4 in the pyranoside units are described. The determined C-13-NMR glycosylation effects were shown to correlate with the pattern of intramolecular interactions around the inter-unit bonds. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2015.08.014
• 作为产物：
  描述：

  L(-)岩藻糖 在 吡啶 、 苯甲酰氯 作用下， 反应 2.0h， 生成 6-deoxy-α-D-altrofuranose
  参考文献：
  名称：

  13C-NMR glycosylation effects in (1→3)-linked furanosyl-pyranosides

  摘要：

  Synthesis, theoretical conformational analysis (molecular mechanics and DFT calculations) and NMR spectral data including the C-13-NMR glycosylation effects for six pairs of isomeric furanosyl-(1 -> 3)-pyranosides with different anomeric and absolute configurations of furanosyl units as well as configurations of C2 and C4 in the pyranoside units are described. The determined C-13-NMR glycosylation effects were shown to correlate with the pattern of intramolecular interactions around the inter-unit bonds. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2015.08.014