sodium 1-thio-α-D-altropyranose | 1242450-71-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: sodium 1-thio-α-D-altropyranose
• 英文别名: sodium;(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxane-2-thiolate
• CAS: 1242450-71-0
• 化学式: C₆H₁₁O₅S*Na
• 分子量: 218.206
• InChiKey: VKPBZIVFRYLHPT-JJGKWSPASA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -5.66
• 重原子数：
  13
• 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：
  91.2
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  sodium 1-thio-α-D-altropyranose 生成 1-thio-β-D-altropyranose
  参考文献：
  名称：

  pH-Dependent Mutarotation of 1-Thioaldoses in Water. Unexpected Behavior of (2S)-d-Aldopyranoses

  摘要：

  The pH-dependent mutarotation of 1-thioaldopyranoses in aqueous media has been investigated. Anomerization readily occurred at lower and neutral pH for all aldopyranoses studied, whereas mainly for (2S)-D-aldopyranoses at higher pH. 1-Thio-D-mannopyranose and 1-thio-D-altropyranose showed very strong pH dependence where the anomeric equilibrium ratios changed dramatically from a preference for the beta-anomer at lower pH to the alpha-anomer at higher pH.

  DOI：

  10.1021/jo100826e
• 作为产物：
  描述：

  2,3,4,6-tetra-O-acetyl-1-S-acetyl-1-thio-α-D-altropyranose 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以100%的产率得到sodium 1-thio-α-D-altropyranose
  参考文献：
  名称：

  pH-Dependent Mutarotation of 1-Thioaldoses in Water. Unexpected Behavior of (2S)-d-Aldopyranoses

  摘要：

  The pH-dependent mutarotation of 1-thioaldopyranoses in aqueous media has been investigated. Anomerization readily occurred at lower and neutral pH for all aldopyranoses studied, whereas mainly for (2S)-D-aldopyranoses at higher pH. 1-Thio-D-mannopyranose and 1-thio-D-altropyranose showed very strong pH dependence where the anomeric equilibrium ratios changed dramatically from a preference for the beta-anomer at lower pH to the alpha-anomer at higher pH.

  DOI：

  10.1021/jo100826e

文献信息

• pH-Dependent Mutarotation of 1-Thioaldoses in Water. Unexpected Behavior of (2<i>S</i>)-<scp>d</scp>-Aldopyranoses
  作者：Rémi Caraballo、Lingquan Deng、Luis Amorim、Tore Brinck、Olof Ramström

  DOI：10.1021/jo100826e

  日期：2010.9.17

  The pH-dependent mutarotation of 1-thioaldopyranoses in aqueous media has been investigated. Anomerization readily occurred at lower and neutral pH for all aldopyranoses studied, whereas mainly for (2S)-D-aldopyranoses at higher pH. 1-Thio-D-mannopyranose and 1-thio-D-altropyranose showed very strong pH dependence where the anomeric equilibrium ratios changed dramatically from a preference for the beta-anomer at lower pH to the alpha-anomer at higher pH.