trans-1,3,5-cyclohexane tricarboxylic acid | 16526-69-5

• 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: trans-1,3,5-cyclohexane tricarboxylic acid
• CAS: 16526-69-5
• 化学式: C₉H₁₂O₆
• 分子量: 216.191
• InChiKey: FTHDNRBKSLBLDA-KXGDERBTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.27
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  111.9
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  trans-1,3,5-cyclohexane tricarboxylic acid 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 trans-1,3,5-cyclohexane tricarboxylic acid triphenylalanine-OMe triamide
  参考文献：
  名称：

  The activated core approach to combinatorial chemistry: A selection of new core molecules

  摘要：

  Four new activated core molecules suitable for use in solution-phase combinatorial organic chemistry have been prepared. These molecules represent an attempt to further explore shape-space and increase the structural diversity of prepared libraries, as well as to incorporate recognition elements in the cores to increase the chances for interaction with biological targets. Demonstrations of deconvolution strategies used to simplify complex libraries and build individual molecular species based on the cores are also provided. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00139-2
• 作为产物：
  描述：

  (1S,5R,7S)-2,4-Dioxo-3-oxa-bicyclo[3.3.1]nonane-7-carboxylic acid 在 乙酰氯 作用下， 反应 2.0h， 以9.14 g的产率得到trans-1,3,5-cyclohexane tricarboxylic acid
  参考文献：
  名称：

  The activated core approach to combinatorial chemistry: A selection of new core molecules

  摘要：

  Four new activated core molecules suitable for use in solution-phase combinatorial organic chemistry have been prepared. These molecules represent an attempt to further explore shape-space and increase the structural diversity of prepared libraries, as well as to incorporate recognition elements in the cores to increase the chances for interaction with biological targets. Demonstrations of deconvolution strategies used to simplify complex libraries and build individual molecular species based on the cores are also provided. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00139-2

文献信息

• Selective Binding of <i>cis</i>-1,3,5-Cyclohexane Tricarboxylic Acid vs Its Epimeric <i>trans </i>Isomer by a Tripodal Amidopyridine Receptor; Crystal Structures of the 1:1 Complexes
  作者：Pablo Ballester、Magdalena Capó、Antoni Costa、Pere M. Deyà、Rosa Gomila、Andreas Decken、Ghislain Deslongchamps

  DOI：10.1021/ol0069148

  日期：2001.1.1

  [GRAPHICS]A tripodal tris-amidopyridine receptor forms a 1:1 complex with trans-1,3,5-cyclohexane tricarboxylic acid that is 1 order of magnitude less stable than the one formed with the corresponding cis-triacid epimer, The X-ray crystal structures of the complexes have been determined, confirming the binding geometry derived from NMR data in solution and force field calculations, and its geometrical features are used to explain the observed selectivity.
• 3,5,7-Trimethyl-1-azatricyclo[3.3.1.1^3,7]decan-2-ylidene, an Aminocarbene without π Conjugation
  作者：Qing Ye、Igor V. Komarov、Anthony J. Kirby、Maitland Jones

  DOI：10.1021/jo0206014

  日期：2002.12.1

  3,5,7-Trimethyl-1-azatricyclo[3.3.1.13,7]decan-2-ylidene, an aminocarbene without 7 conjugation, has been generated from the corresponding tosylhydrazone salt. Addition of the carbene to alkenes is stereospecifically cis, thus showing that the reacting state is singlet. Competition studies reveal that the carbene is somewhat nucleophilic, implying a measure of overlap between the lone pair on nitrogen and the empty orbital on carbon. In turn, such overlap implies a pyramidal structure for the divalent carbon.