1H-吡唑-3-羧酸,4-(羟甲基)-,甲基酯(9CI) | 124598-39-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1H-吡唑-3-羧酸,4-(羟甲基)-,甲基酯(9CI)
• 中文别名: 甲基4-(羟基甲基)-1H-吡唑-3-羧酸酯
• 英文名称: Methyl 4-hydroxyoxymethyl-1H-3(5)-pyrazolecarboxylate
• 英文别名: methyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate；methyl 4-(hydroxymethyl)-1H-pyrazole-5-carboxylate
• CAS: 124598-39-6
• 化学式: C₆H₈N₂O₃
• 分子量: 156.141
• InChiKey: HJTUQHAUIYTECK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Dimethyl 2,2,9,9-tetraisopropyl-3,10-dioxa-1,7,8,14-tetraaza-2,9-disilatricyclo[10.2.1.15.8]hexadeca-5(16),6,12(15),13-tetraene-6,13-dicarboxylate 在 水 、 溶剂黄146 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 26.0h， 生成 1H-吡唑-3-羧酸,4-(羟甲基)-,甲基酯(9CI)
  参考文献：
  名称：

  Macrocyclization of -(Alkynyloxy)silyl--diazoacetates by Inter-/Intramolecular [3+2] Cycloaddition Reaction Sequences

  摘要：

  Thermally induced intra-/intermolecular [3 + 2] cycloaddition reaction sequences of alpha-(alkynyloxy)silyl-alpha-diazoacetates 1 lead to [3.3](1,4)pyrazolophanes (2)(2) and higher cyclooligomers thereof [(2)(n), n > 2]. In most cases, the cyclodimer was isolated by crystallization, while a complete separation of the mixture of the higher cyclooligomers was not possible. Solid state structures of cyclodimers (2b)(2) and (2c)(2), cyclotrimer (2b)(3), and cyclotetramer (2e)(4) were determined by X-ray diffraction analysis. Field-desorption mass spectra were used to characterize the cyclooligomer mixtures. The relative amounts of the cyclooligomers depend on the substitution pattern of the diazo compound. The cyclooligomerization reactions reported herein demonstrate, for the first time, the involvement of diazo functions in macrocyclization reactions via 1,3-dipolar cycloaddition.

  DOI：

  10.1002/(sici)1521-3765(20000502)6:9<1646::aid-chem1646>3.3.co;2-3

文献信息

• Macrocyclization of -(Alkynyloxy)silyl--diazoacetates by Inter-/Intramolecular [3+2] Cycloaddition Reaction Sequences
  作者：Gerhard Maas、Volker Gettwert、Fred Krebs、Günter Schmidtberg

  DOI：10.1002/(sici)1521-3765(20000502)6:9<1646::aid-chem1646>3.3.co;2-3

  日期：2000.5.2

  Thermally induced intra-/intermolecular [3 + 2] cycloaddition reaction sequences of alpha-(alkynyloxy)silyl-alpha-diazoacetates 1 lead to [3.3](1,4)pyrazolophanes (2)(2) and higher cyclooligomers thereof [(2)(n), n > 2]. In most cases, the cyclodimer was isolated by crystallization, while a complete separation of the mixture of the higher cyclooligomers was not possible. Solid state structures of cyclodimers (2b)(2) and (2c)(2), cyclotrimer (2b)(3), and cyclotetramer (2e)(4) were determined by X-ray diffraction analysis. Field-desorption mass spectra were used to characterize the cyclooligomer mixtures. The relative amounts of the cyclooligomers depend on the substitution pattern of the diazo compound. The cyclooligomerization reactions reported herein demonstrate, for the first time, the involvement of diazo functions in macrocyclization reactions via 1,3-dipolar cycloaddition.