Dimethyl 2,2,9,9-tetraisopropyl-4,4,11,11-tetramethyl-3,10-dioxa-1,7,8,14-tetraaza-2,9-disilatricyclo[10.2.1.1^5.8]hexadeca-5(16),6,12(15),13-tetraene-6,13-dicarboxylate | 279694-23-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Dimethyl 2,2,9,9-tetraisopropyl-4,4,11,11-tetramethyl-3,10-dioxa-1,7,8,14-tetraaza-2,9-disilatricyclo[10.2.1.1^5.8]hexadeca-5(16),6,12(15),13-tetraene-6,13-dicarboxylate
• 英文别名: Dimethyl 4,4,11,11-tetramethyl-2,2,9,9-tetra(propan-2-yl)-3,10-dioxa-1,7,8,14-tetraza-2,9-disilatricyclo[10.2.1.15,8]hexadeca-5(16),6,12(15),13-tetraene-6,13-dicarboxylate
• CAS: 279694-23-4
• 化学式: C₂₈H₄₈N₄O₆Si₂
• 分子量: 592.883
• InChiKey: UMCIIERURDWQAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.09
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Dimethyl 2,2,9,9-tetraisopropyl-4,4,11,11-tetramethyl-3,10-dioxa-1,7,8,14-tetraaza-2,9-disilatricyclo[10.2.1.1^5.8]hexadeca-5(16),6,12(15),13-tetraene-6,13-dicarboxylate 在 水 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以100%的产率得到Methyl 4-{1-[(hydroxy-diisopropylsilyl)oxy]-1-methylethyl}-1H-3(5)-pyrazolecarboxylate
  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
• 作为产物：
  描述：

  methyl α-diazo-α-<<(1,1-dimethyl-2-propynyl)oxy>diisopropylsilyl>acetate 以 xylene 为溶剂， 反应 1.0h， 生成 Dimethyl 2,2,9,9-tetraisopropyl-4,4,11,11-tetramethyl-3,10-dioxa-1,7,8,14-tetraaza-2,9-disilatricyclo[10.2.1.1^5.8]hexadeca-5(16),6,12(15),13-tetraene-6,13-dicarboxylate 、 Trimethyl 2,2,9,9,16,16-hexaisopropyl-4,4,11,11,18,18-hexamethyl-3,10,17-trioxa-1,7,8,14,15,21-hexaaza-2,9,16-trisilatetracyclo[17.2.1.1^5.8.1^12,15]tetracosa-5(24),6,12(23),13,19(22),20-hexaene-6,13,20-tricarboxylate 、 、
  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