3-tert-butyl-1-phenyl-7-(4-trifluoromethylbenzyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione | 1190991-56-0

• 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-1-phenyl-7-(4-trifluoromethylbenzyl)-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-1-phenyl-7-[[4-(trifluoromethyl)phenyl]methyl]spiro[4,6-dihydropyrazolo[3,4-b]pyridine-5,2'-cyclohexane]-1',3'-dione
• CAS: 1190991-56-0
• 化学式: C₂₉H₃₀F₃N₃O₂
• 分子量: 509.571
• InChiKey: ZMFHRXIOARZVFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  37
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  55.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 3-tert-butyl-1-phenyl-N-[4-(trifluoromethyl)benzyl]-1H-pyrazol-5-amine 、 1,3-环己二酮 反应 0.42h， 以75%的产率得到3-tert-butyl-1-phenyl-7-(4-trifluoromethylbenzyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione
  参考文献：
  名称：

  5-氨基吡唑衍生物，多聚甲醛和环状β-二酮的三组分反应微波辅助合成吡唑并[3,4- b ]吡啶-螺环烷二酮

  摘要：

  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。

  DOI：

  10.1016/j.tetlet.2010.07.009

文献信息

• Hydrogen-bonded chains of rings in 3-<i>tert</i>-butyl-1-phenyl-7-(4-trifluoromethylbenzyl)-4,5,6,7-tetrahydro-1<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridine-5-spiro-1′-cyclohexane-2′,6′-dione and 3-<i>tert</i>-butyl-7-(4-methoxybenzyl)-1-phenyl-4,5,6,7-tetrahydro-1<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridine-5-spiro-1′-cyclohexane-2′,6′-dione
  作者：Jorge Trilleras、Silvia Cruz、Justo Cobo、John N. Low、Christopher Glidewell

  DOI：10.1107/s0108270108038808

  日期：2008.12.15

  In each of 3-tert-butyl-1-phenyl-7-(4-trifluoromethylbenzyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C29H30F3N3O2, (I), and 3-tert-butyl-7-(4-methoxybenzyl)-1-phenyl-4,5,6,7-tetrahydro-1H-pyrazolo-[3,4-b]pyridine-5-spiro-1'-cyclohexane-2',6'-dione, C29H33N3O3, (II), the reduced pyridine ring adopts a half-chair conformation. The molecules of compound (I) are linked by two C-H center dot center dot center dot O hydrogen bonds to form a C(5)C(5)[R-2(1)(8)] chain of rings, while in compound (II), two C-H center dot center dot center dot O hydrogen bonds link the molecules into a C(6)C(7)[R-2(2)(11)] chain of rings, which is further reinforced by a C-H center dot center dot center dot pi hydrogen bond. The significance of this study lies in its observation of significant differences in hydrogen-bonded structures consequent upon very minor changes in remote substituents.