α-<2-<<(3,4-dimethoxyphenyl)methyl>amino>-5,6-dihydro-3-(ethoxycarbonyl)-7-oxo-5H-1-pyridin-6-yl>-α-<2-<<(3,4-dimethoxyphenyl)methyl>amino>-3-(ethoxycarbonyl)-8-oxo-5,6,7,8-tetrahydroquinolin-7-yl>acetic acid ethyl ester | 155878-24-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: α-<2-<<(3,4-dimethoxyphenyl)methyl>amino>-5,6-dihydro-3-(ethoxycarbonyl)-7-oxo-5H-1-pyridin-6-yl>-α-<2-<<(3,4-dimethoxyphenyl)methyl>amino>-3-(ethoxycarbonyl)-8-oxo-5,6,7,8-tetrahydroquinolin-7-yl>acetic acid ethyl ester
• CAS: 155878-24-3
• 化学式: C₄₅H₅₀N₄O₁₂
• 分子量: 838.912
• InChiKey: HUAURWSAQUJUKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.07
• 重原子数：
  61.0
• 可旋转键数：
  18.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  199.8
• 氢给体数：
  2.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  α-<2-<<(3,4-dimethoxyphenyl)methyl>amino>-5,6-dihydro-3-(ethoxycarbonyl)-7-oxo-5H-1-pyridin-6-yl>-α-<2-<<(3,4-dimethoxyphenyl)methyl>amino>-3-(ethoxycarbonyl)-8-oxo-5,6,7,8-tetrahydroquinolin-7-yl>acetic acid ethyl ester 在 ammonium acetate 、 溶剂黄146 作用下， 反应 3.0h， 以28%的产率得到2,11-bis<<(3,4-dimethoxyphenyl)methyl>amino>-6,8-dihydro-5H-pyrido<3',2':5,6>cyclohexa<1,2-b>pyrido<2',3':3,4>cyclopenta<1,2-e>pyridine-3,7,10-tricarboxylic acid triethyl ester
  参考文献：
  名称：

  Complexation of Phosphoric Acid Diesters with Polyaza-Clefts in Chloroform: Effects of Phosphodiester Dimerization, Changing Cavity Size, and Preorganizing Amine Recognition Units

  摘要：

  Polyaza-receptors 1-3 and pyridine were investigated as complexing agents for phosphoric acid diesters in chloroform. These receptors were used to determine the optimum cavity size for complexing phosphoric acid diesters and to measure the strength of interactions formed by individual host hydrogen bond donors and accepters. Inflections in either the P-31 or H-1 NMR isotherms were found for all receptors. The NMR data indicate equilibria involving host-guest and host-(guest)(2) complexes. Formation of 2:1 guest-to-host complexes is a result of the large dimerization constants for phosphoric acid diesters. The association constant of dinaphthyl hydrogen phosphate to dibenzyl hydrogen phosphate was determined to be 6.5 x 10(4) M(-1). Since strong aggregation of the phosphoric acid diesters complicated the analysis of the NMR data, the binding constants with the polyaza-receptors were determined by a combination of fluorescence and UV/vis techniques. The 1:1 binding constants measured in chloroform for dibenzyl hydrogen phosphate or dinaphthyl hydrogen phosphate with receptors 1-3 and pyridine are 7.8 X 10(3), 8.9 X 10(4), 1.3 X 10(3) and 3.6 X 10(2) M(-1), respectively. The strength of complexation of phosphoric acid diesters to the polyaza-clefts is dependent upon the number of hydrogen bonds formed and the receptor cavity size. The major driving force for complexation arises from the hydrogen bond formed between the phosphoric acid hydrogen and the pyridine nitrogen of a receptor.

  DOI：

  10.1021/ja00089a008
• 作为产物：
  描述：

  2一（E）-亚苄基环戊酮 在 盐酸 、 sodium periodate 、 四氧化锇 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 95.33h， 生成 α-<2-<<(3,4-dimethoxyphenyl)methyl>amino>-5,6-dihydro-3-(ethoxycarbonyl)-7-oxo-5H-1-pyridin-6-yl>-α-<2-<<(3,4-dimethoxyphenyl)methyl>amino>-3-(ethoxycarbonyl)-8-oxo-5,6,7,8-tetrahydroquinolin-7-yl>acetic acid ethyl ester
  参考文献：
  名称：

  Complexation of Phosphoric Acid Diesters with Polyaza-Clefts in Chloroform: Effects of Phosphodiester Dimerization, Changing Cavity Size, and Preorganizing Amine Recognition Units

  摘要：

  Polyaza-receptors 1-3 and pyridine were investigated as complexing agents for phosphoric acid diesters in chloroform. These receptors were used to determine the optimum cavity size for complexing phosphoric acid diesters and to measure the strength of interactions formed by individual host hydrogen bond donors and accepters. Inflections in either the P-31 or H-1 NMR isotherms were found for all receptors. The NMR data indicate equilibria involving host-guest and host-(guest)(2) complexes. Formation of 2:1 guest-to-host complexes is a result of the large dimerization constants for phosphoric acid diesters. The association constant of dinaphthyl hydrogen phosphate to dibenzyl hydrogen phosphate was determined to be 6.5 x 10(4) M(-1). Since strong aggregation of the phosphoric acid diesters complicated the analysis of the NMR data, the binding constants with the polyaza-receptors were determined by a combination of fluorescence and UV/vis techniques. The 1:1 binding constants measured in chloroform for dibenzyl hydrogen phosphate or dinaphthyl hydrogen phosphate with receptors 1-3 and pyridine are 7.8 X 10(3), 8.9 X 10(4), 1.3 X 10(3) and 3.6 X 10(2) M(-1), respectively. The strength of complexation of phosphoric acid diesters to the polyaza-clefts is dependent upon the number of hydrogen bonds formed and the receptor cavity size. The major driving force for complexation arises from the hydrogen bond formed between the phosphoric acid hydrogen and the pyridine nitrogen of a receptor.

  DOI：

  10.1021/ja00089a008