1,1-bis(6-carboxy-2-pyridyl)-1-methoxypropane | 111557-43-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,1-bis(6-carboxy-2-pyridyl)-1-methoxypropane
• 英文别名: 6-[1-(6-Carboxypyridin-2-yl)-1-methoxypropyl]pyridine-2-carboxylic acid
• CAS: 111557-43-8
• 化学式: C₁₆H₁₆N₂O₅
• 分子量: 316.313
• InChiKey: WWUFTTONPLZLKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  523.5±50.0 °C(Predicted)
• 密度：
  1.334±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,1-bis(6-carboxy-2-pyridyl)-1-methoxypropane 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以100%的产率得到1,1-bis<6-(chloroformyl)-2-pyridyl>-1-methoxypropane
  参考文献：
  名称：

  Synthesis and structure of macrocyclic amides containing a 2,2'-dipyridylmethane unit. A new class of chiral macrocyclic ligands

  摘要：

  A novel class of 13-membered tetraaza rings containing dipyridylmethaneamide units was obtained by condensation of 1,2-diamines with 1,1-bis[6-(chloroformyl)-2-pyridyl]-1-methoxypropane. By use of trans-1,2-diaminocyclohexane, a chiral macrocyclic amide was obtained, while the cis isomer afforded two diastereomeric pseudochiral compounds. The chiral ligand yielded a square-planar complex with Ni(II) by loss of the amide protons, with the chirality close to the metal center. The structures of the two macrocyclic dipyridylmethane amides derived from (R,R)- and (R,S)-diaminocyclohexane (5a and 6a, respectively), and that of 1,1-bis(6-carboxy-2-pyridyl)-1-methoxypropane (1) were studied by X-ray diffraction. In the crystal of 1-monohydrate, the dipyridylmethane moiety adopts an anti conformation with the two aromatic rings nearly perpendicular to one another. The crystal of 5a and that of 6a contain two and three crystallographically independent molecules, respectively. These five macrocycles are very similar in their overall bowllike shape but exhibit minor conformational differences. H-1 NMR studies demonstrate that similar conformations are maintained in solution.

  DOI：

  10.1021/jo00010a030

文献信息

• Csöregh, Ingeborg; Elman, Björn; Högberg, Kerstin, Inorganic Chemistry, 1988, vol. 27, # 2, p. 235 - 240
  作者：Csöregh, Ingeborg、Elman, Björn、Högberg, Kerstin、Moberg, Christina、Nygren, Mats

  DOI：——

  日期：——