3-(Cyanomethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose | 30694-90-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(Cyanomethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose
• CAS: 30694-90-7
• 化学式: C₁₄H₂₁NO₅
• 分子量: 283.324
• InChiKey: VPKLJKSPGLPDDQ-RMPHRYRLSA-N

反应信息

• 作为产物：
  描述：

  3-(Cyanomethylene)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-ribo-hexofuranose 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 25.0 ℃ 、101.32 kPa 条件下， 反应 2.25h， 以98%的产率得到3-(Cyanomethyl)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose
  参考文献：
  名称：

  NMR spectroscopy and conformational analysis of substituted 1,2:5,6-di-O-isopropylidene-α-d-allofuranose derivatives

  摘要：

  We have utilized contemporary multidimensional NMR techniques to establish stereochemical and conformational relationships in two cyano-containing furanoses. Concurrently, theoretical calculations were performed on these two compounds using computer-assisted model building (MacroModel) and molecular mechanics (MM2). From the NOE and J-coupling constraints obtained from NMR experiments coupled with the results of our theoretical calculations, refined structures for these compounds have been identified and optimized. This study further highlights the significance of combining the results of NMR investigations concurrently with computational approaches in the elucidation of molecular structure in solution.

  DOI：

  10.1016/s0008-6215(00)90574-3