1-Oxo-5,5-dimethyl-6,7-bis-methoxycarbonyl-1,2-dihydro-3H,5H-pyrazolo<1.2-a>pyrazol | 19948-51-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-Oxo-5,5-dimethyl-6,7-bis-methoxycarbonyl-1,2-dihydro-3H,5H-pyrazolo<1.2-a>pyrazol
• 英文别名: 7-Oxo-3,3-dimethyl-1,2-bis-methoxycarbonyl-6,7-dihydro-3H,5H-pyrazolo<1.2-a>pyrazol；5,5-Dimethyl-1-oxo-Δ⁶-pyrazolidino<1,2-a>pyrazolin-6,7-dicarbonsaeure-dimethylester；3,3-dimethyl-7-oxo-6,7-dihydro-3H,5H-pyrazolo[1,2-a]pyrazole-1,2-dicarboxylic acid dimethyl ester；Dimethyl 7,7-dimethyl-3-oxo-1,2-dihydropyrazolo[1,2-a]pyrazole-5,6-dicarboxylate
• CAS: 19948-51-7
• 化学式: C₁₂H₁₆N₂O₅
• 分子量: 268.269
• InChiKey: LNIKSOUTXRREOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-Oxo-5,5-dimethyl-6,7-bis-methoxycarbonyl-1,2-dihydro-3H,5H-pyrazolo<1.2-a>pyrazol 在 劳森试剂 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 dimethyl 3,3-dimethyl-7-thioxo-5,6-dihydropyrazolo<1,2-a>pyrazol-1,2-dicarboxylate
  参考文献：
  名称：

  A New Type of Highly Polar 1,3-Dipoles. Synthesis and Chemistry of Thiocarbonyl-stabilized Pyrazolidinazomethineimies

  摘要：

  3-Thioxopyrazolidine-azomethineimines (2) are synthesized from their 3-oxo analogues (1) and Lawesson's reagent (LR). The electron structures of 1 and 2 resemble those of polymethines, dipole moments of 2 are even higher than those of 1; further physical organic data are discussed. With NaBH4 2 gives 3-thioxopyrazolidines (8). These are S-mono- (10) and (N-1), S-bisalkylated (11). S-Alkylation of 2 affords pyrazolinium salts (7). 1,3-Dipolar cycloaddition of enamines to 2 results in [pi4s +pi2s] products (12, 13), HOMO/LUMO energies of 1 and 2 are given. Models of gamma-thiolactams (17, 19), mimicing antibiotics, are gained via 1,3-dipolar cycloadducts of 1 with LR.

  DOI：

  10.3987/com-94-6746