1,3,5,7-tetramethyl-2,4-dioxo-3-azabicyclo[3.3.1]nonane-7-carboxylic acid | 115912-81-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1,3,5,7-tetramethyl-2,4-dioxo-3-azabicyclo[3.3.1]nonane-7-carboxylic acid
• CAS: 115912-81-7
• 化学式: C₁₃H₁₉NO₄
• 分子量: 253.298
• InChiKey: MYZPLPGKUDTYEZ-CLLJXQQHSA-N

物化性质

• 沸点：
  405.6±38.0 °C(Predicted)
• 密度：
  1.236±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  74.68
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,3,5,7-tetramethyl-2,4-dioxo-3-azabicyclo[3.3.1]nonane-7-carboxylic acid 在 氯化亚砜 作用下， 反应 2.0h， 以966 mg的产率得到
  参考文献：
  名称：

  具有手性酰胺的手性酰亚胺对烯醇锂的对映选择性质子化

  摘要：

  具有手性酰胺的新型手性酰亚胺可由1,3,5-三甲基-r-1,c-3,c-5-环己烷三羧酸或相关的三酸和旋光胺制备。这些酰亚胺优于先前报道的 1,3,5-三甲基-c-5-[(4S,5S)-4,5-二苯基-2-恶唑啉-2-基]-r-1,c-3-环己烷二甲酰亚胺作为手性质子源，用于 2-烷基环烷酮的锂烯醇化物的对映选择性质子化。

  DOI：

  10.1246/bcsj.72.2337
• 作为产物：
  描述：

  Kemp's acid anhydride 、 甲胺 以 水 为溶剂， 以80%的产率得到1,3,5,7-tetramethyl-2,4-dioxo-3-azabicyclo[3.3.1]nonane-7-carboxylic acid
  参考文献：
  名称：

  Kinetic studies and modeling of a self-replicating system

  摘要：

  The design, synthesis, and study of a molecular template, 11a, that catalyzes its own formation from simpler components, 9 and 10d, is described. Autocatalysis is shown by the following: (1) the increase in rate of reaction of 9 and 10d in the presence of lla; (2) the reduction in rate of reaction in the presence of 2,6-bis(acetylamino)pyridine inhibitor; and (3) the reduction in rate of reaction when a component incapable of template behavior, 10h, is substituted for 10d. Three kinetic pathways are elucidated: (1) the background bimolecular reaction (eq 6); (2) the preassociative mechanism (eq 7); and (3) the template termolecular process (eq 8). A kinetic model for the replication process is introduced, and equilibrium and rate constants are determined. Predictions for the shapes of the product growth curves are made.

  DOI：

  10.1021/ja00023a036

文献信息

• Kemp's triacid attached to octa-O-methyl resorc[4]arenes: conformations in solution and comparative binding studies with various 2-amino pyridines
  作者：Ion Stoll、Andreas Mix、Alexander B. Rozhenko、Beate Neumann、Hans-Georg Stammler、Jochen Mattay

  DOI：10.1016/j.tet.2008.01.138

  日期：2008.4

  We synthesized the new supramolecular host molecules 7 and 13 based on functionalized resorcarenes bearing Kemp's triacid. Conformations in solution have been investigated and the influence of intra-and intermolecular hydrogen bonds from the triacid was shown by low temperature and DOSY NMR experiments. The results of host 7 are supported by DFT calculations. The binding behaviour of 7 towards different 2-amino pyridincs in chloroform has been investigated by NMR titrations. The association constants reach from K 207 M-1 for 2-amino-5-cyano pyridine to K=1551 M-1 for 2-amino-4-methyl pyridine. The association constants of the formed complexes of 7 with 2-amino pyridines were compared with those of the simple host systems 14 and 15 in order to evaluate the influence of the attached resorcarene host. (c) 2008 Elsevier Ltd. All rights reserved.