3-tert-butyl-4',4'-dimethyl-7-(3,4-methylenedioxybenzyl)-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione | 1190956-84-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-tert-butyl-4',4'-dimethyl-7-(3,4-methylenedioxybenzyl)-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione
• 英文别名: 3-tert-butyl-4',4'-dimethyl-7-(3,4-methylenedioxobenzyl)-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione；7-(1,3-benzodioxol-5-ylmethyl)-3-tert-butyl-5',5'-dimethyl-1-phenylspiro[4,6-dihydropyrazolo[3,4-b]pyridine-5,2'-cyclohexane]-1',3'-dione
• CAS: 1190956-84-3
• 化学式: C₃₁H₃₅N₃O₄
• 分子量: 513.637
• InChiKey: WOMLPNIUFYECAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  73.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 N-[(1,3-benzodioxol-5-yl)methyl]-3-tert-butyl-1-phenyl-1H-pyrazol-5-amine 、 5,5-二甲基-1,3-环己二酮 反应 0.42h， 以70%的产率得到3-tert-butyl-4',4'-dimethyl-7-(3,4-methylenedioxybenzyl)-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione
  参考文献：
  名称：

  FourN⁷-alkoxybenzyl-substituted 4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1′-cyclohexane-2′,6′-diones: hydrogen-bonded supramolecular structures in zero, one, two or three dimensions

  摘要：

  3-tert-Butyl-7-(4-methoxybenzyl)-4',4'-dimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C31H37N3O3, (I), 3-tert-butyl-7-(2,3-dimethoxybenzyl)-4',4'-dimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C32H39N3O4, (II), 3-tert-butyl-4',4'-dimethyl-7-(3,4-methylenedioxybenzyl)-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C31H35N3O4, (III), and 3-tert-butyl-4',4'-dimethyl-1-phenyl-7-(3,4,5-trimethoxybenzyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione ethanol 0.67-solvate, C33H41N3O5 center dot-0.67C(2)H(6)O, (IV), all contain reduced pyridine rings having half-chair conformations. The molecules of (I) and (II) are linked into centrosymmetric dimers and simple chains, respectively, by C-H center dot center dot center dot O hydrogen bonds, augmented only in (I) by a C-H center dot center dot center dot pi hydrogen bond. The molecules of (III) are linked by a combination of C-H center dot center dot center dot O and C-H center dot center dot center dot pi hydrogen bonds into a chain of edge-fused centrosymmetric rings, further linked by weak hydrogen bonds into supramolecular arrays in two or three dimensions. The heterocyclic molecules in (IV) are linked by two independent C-H center dot center dot center dot O hydrogen bonds into sheets, from which the partial-occupancy ethanol molecules are pendent. The significance of this study lies in its finding of a very wide range of supramolecular aggregation modes dependent on rather modest changes in the peripheral substituents remote from the main hydrogen-bond acceptor sites.

  DOI：

  10.1107/s0108270108038778

文献信息

• Microwave-assisted synthesis of pyrazolo[3,4-b]pyridine-spirocycloalkanediones by three-component reaction of 5-aminopyrazole derivatives, paraformaldehyde and cyclic β-diketones
  作者：Jairo Quiroga、Jorge Trilleras、Dayana Pantoja、Rodrigo Abonía、Braulio Insuasty、Manuel Nogueras、Justo Cobo

  DOI：10.1016/j.tetlet.2010.07.009

  日期：2010.9

  New pyrazolo[3,4-b]pyridine-5-spirocycloalkanedione derivatives were prepared via three-component reaction between 5-(4-R-benzylamino)pyrazoles, cyclic β-diketones and paraformaldehyde. The use of indandione as β-diketone resulted in the formation of two products, the pyrazolo[3,4-b]pyridine-5-spiroindanediones and 3-tert-butyl-1-phenylindeno[2,3-e]pyrazolo[3,4-b]pyridine. The structures of the pyrazolo[3

  通过5-（4- R-苄氨基）吡唑，环状β-二酮和低聚甲醛的三组分反应制备了新的吡唑并[3,4- b ]吡啶-5-螺环烷二酮衍生物。使用茚满二酮作为β-二酮导致形成了两种产物，即吡唑并[3,4- b ]吡啶-5-螺茚并二酮和3-叔丁基-1-苯基茚并[ 2,3- e ]吡唑并[3]。 ，4- b ]吡啶。通过单晶X射线衍射确认了吡唑并[3，4- b ]吡啶-5-螺环烷二酮的结构。该方案提供了一种简单的一步合成方法，具有后处理容易，反应条件温和且对环境无害的优点。