1-lactosyl-3-methylpyrazol-5-one

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-lactosyl-3-methylpyrazol-5-one
• 英文别名: 2-[(3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5-methyl-4H-pyrazol-3-one
• 化学式: C₁₆H₂₆N₂O₁₁
• 分子量: 422.389
• InChiKey: RCARDQVCNSBENR-PUNPGHMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  202
• 氢给体数：
  7
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  4-甲基偶氮苯 、 1-lactosyl-3-methylpyrazol-5-one 在 碳酸氢钠 作用下， 以 水 为溶剂， 反应 0.33h， 以15%的产率得到1-β-D-lactosyl-4-(4-methylbenzeneazo)-3-methylpyrazol-5-one
  参考文献：
  名称：

  Heterocyclic derivatives of sugars: the formation of 1-glycosyl-3-methylpyrazol-5-ones from hydrazones

  摘要：

  Conditions to effect the conversion of monosaccharide and disaccharide hydrazones to 1-glycosyl-3-methylpyrazol-5-ones were examined. The sugar pyrazolone derivatives were sensitive to oxidation, but high yields were achieved with 2,2,2-trifluoroethyl acetoacetate in mildly acidic solution. Azo coupling of the pyrazolones produced highly coloured azopyrazolone derivatives that prevented further degradation, and these may prove useful labels for chromatographic analysis of carbohydrates. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00165-8
• 作为产物：
  描述：

  2,2,2-trifluoroethyl 3-oxobutanoate 、 (2S,3R,4S,5R,6R)-2-((2R,3S,4R,5R)-6-Hydrazino-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 以 水 、 乙腈 为溶剂， 反应 3.0h， 生成 3-甲基-2-吡唑啉-5-酮 、 1-lactosyl-3-methylpyrazol-5-one
  参考文献：
  名称：

  Heterocyclic derivatives of sugars: the formation of 1-glycosyl-3-methylpyrazol-5-ones from hydrazones

  摘要：

  Conditions to effect the conversion of monosaccharide and disaccharide hydrazones to 1-glycosyl-3-methylpyrazol-5-ones were examined. The sugar pyrazolone derivatives were sensitive to oxidation, but high yields were achieved with 2,2,2-trifluoroethyl acetoacetate in mildly acidic solution. Azo coupling of the pyrazolones produced highly coloured azopyrazolone derivatives that prevented further degradation, and these may prove useful labels for chromatographic analysis of carbohydrates. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00165-8