1-(β-D-Xylopyranosyl)-3,5-dimethylpyrazole | 30784-72-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(β-D-Xylopyranosyl)-3,5-dimethylpyrazole
• 英文别名: (2R,3R,4S,5R)-2-(3,5-dimethylpyrazol-1-yl)oxane-3,4,5-triol
• CAS: 30784-72-6
• 化学式: C₁₀H₁₆N₂O₄
• 分子量: 228.248
• InChiKey: RFJWOXPLBGPMHK-UTINFBMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(β-D-Xylopyranosyl)-3,5-dimethylpyrazole 在 吡啶 作用下， 反应 5.0h， 生成 1-(2,4-Di-O-benzyl-3-O-methanesulphonyl-β-D-xylopyranosyl)-3,5-dimethylpyrazole
  参考文献：
  名称：

  Moczulska, Antonina, Journal of Carbohydrate Chemistry, 1994, vol. 13, # 8, p. 1179 - 1192

  摘要：

  DOI：
• 作为产物：
  描述：

  xylose hydrazone 、 乙酰丙酮 以 水 为溶剂， 反应 2.0h， 生成 1-(β-D-Xylopyranosyl)-3,5-dimethylpyrazole 、 (2S,3R,4S,5R)-2-(3,5-Dimethyl-pyrazol-1-yl)-tetrahydro-pyran-3,4,5-triol 、 (2R,3R,4R,5R)-2-(3,5-Dimethyl-pyrazol-1-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol 、 (2S,3R,4R,5R)-2-(3,5-Dimethyl-pyrazol-1-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol
  参考文献：
  名称：

  Heterocyclic derivatives of sugars: an NMR study of the formation of 1-glycosyl-3,5-dimethyl-1 H-pyrazoles from hydrazones

  摘要：

  Hydrazones were prepared by treatment of monosaccharides and disaccharides with hydrazine hydrate and converted in high yield to mixtures of 1-glycosyl-3,5-dimethyl-1 H-pyrazoles by reaction with pentan-2,4-dione (acetylacetone). The isomeric products were separated by HPLC and characterized by NMR spectroscopy. This represents a new approach to the introduction of a heteroaromatic label into sugars under nonacidic and nonreducing conditions, and it is a process likely to be especially useful for glycan hydrazones obtained from glycoproteins by hydrazinolysis or beta elimination in the presence of hydrazine. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00007-4