3,5-di-O-pivaloyl-1,2-O-sulfinyl-D-xylofuranose | 121200-19-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-di-O-pivaloyl-1,2-O-sulfinyl-D-xylofuranose
• 英文别名: [(3aR,5R,6S,6aR)-6-(2,2-dimethylpropanoyloxy)-2-oxo-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3,2]dioxathiol-5-yl]methyl 2,2-dimethylpropanoate
• CAS: 121200-19-9
• 化学式: C₁₅H₂₄O₈S
• 分子量: 364.417
• InChiKey: JIWRNPGIDSOPGE-OSXLBDETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-氰基噻吩 、 3,5-di-O-pivaloyl-1,2-O-sulfinyl-D-xylofuranose 在 zinc(II) chloride 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 16.0h， 以34%的产率得到3,5-di-O-pivaloyl-2'-thiophen-2-yl-α-D-xylofuranoso[1,2-d]-Δ2'-oxazoline
  参考文献：
  名称：

  Reactivity of 1,2-cyclic sulfite xylosides towards nucleophiles

  摘要：

  1,2-Cyclic sulfite xylosides offer facile access to 1,2-oxazolines upon reaction with aromatic and alkyl nitrites under Lewis or Bronsted acid conditions. Additionally, hydrophobic ionic liquids facilitate acid-catalysed formations of such oxazolines and C- and O-linked xylosides, providing means to carry out fast reactions at room temperature, and this in yields comparable to reactions conducted in xylene at high temperature for extended reaction time. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.053
• 作为产物：
  描述：

  3,5-di-O-pivaloyl α-D-xylofuranose 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到3,5-di-O-pivaloyl-1,2-O-sulfinyl-D-xylofuranose
  参考文献：
  名称：

  Reactivity of 1,2-cyclic sulfite xylosides towards nucleophiles

  摘要：

  1,2-Cyclic sulfite xylosides offer facile access to 1,2-oxazolines upon reaction with aromatic and alkyl nitrites under Lewis or Bronsted acid conditions. Additionally, hydrophobic ionic liquids facilitate acid-catalysed formations of such oxazolines and C- and O-linked xylosides, providing means to carry out fast reactions at room temperature, and this in yields comparable to reactions conducted in xylene at high temperature for extended reaction time. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.053