(4S)-4-(2,3-dichlorophenyl)-1,4-dihydro-5-methoxycarbonyl-2,6-dimethylpyridine-3-carboxylic acid | 105580-47-0

• 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: (4S)-4-(2,3-dichlorophenyl)-1,4-dihydro-5-methoxycarbonyl-2,6-dimethylpyridine-3-carboxylic acid
• 英文别名: (4S)-4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic Acid Monomethyl Ester；(4S)-4-(2,3-dichlorophenyl)-5-methoxycarbonyl-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid
• CAS: 105580-47-0
• 化学式: C₁₆H₁₅Cl₂NO₄
• 分子量: 356.205
• InChiKey: LHAOQTPGTBGTIG-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4S)-4-(2,3-dichlorophenyl)-1,4-dihydro-5-methoxycarbonyl-2,6-dimethylpyridine-3-carboxylic acid 在 N-甲基吗啉 、 氯化亚砜 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 3-((1S)-1-phenylethyl) 5-methyl (4R)-4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Synthesis of Optically Pure 1,4-Dihydropyridine Derivatives by Means of Diastereoisomeric Separation of the Hantzsch Intermediates Bearing (R)-1-Phenylethylamino Group

  摘要：

  Hantzsch intermediates, which were obtained by Michael addition reaction of benzylideneacetoacetates with the enamino esters bearing (R)-1-phenylethylamino group as a chiral auxiliary, were separated into two diastereoisomeric mixtures. Each of them underwent cyclization reaction to give optically pure 1,4-dihydropyridine derivatives.

  DOI：

  10.3987/com-94-s(b)51
• 作为产物：
  描述：

  Z-2-(2,3-二氯苯基)亚甲基-3-氧代丁酸甲醚 在 吗啉 、 ammonium hydroxide 、 四(三苯基膦)钯 、 正丁基锂 、 silica gel 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 9.5h， 生成 (4S)-4-(2,3-dichlorophenyl)-1,4-dihydro-5-methoxycarbonyl-2,6-dimethylpyridine-3-carboxylic acid
  参考文献：
  名称：

  Synthesis of Optically Pure 1,4-Dihydropyridine Derivatives by Means of Diastereoisomeric Separation of the Hantzsch Intermediates Bearing (R)-1-Phenylethylamino Group

  摘要：

  Hantzsch intermediates, which were obtained by Michael addition reaction of benzylideneacetoacetates with the enamino esters bearing (R)-1-phenylethylamino group as a chiral auxiliary, were separated into two diastereoisomeric mixtures. Each of them underwent cyclization reaction to give optically pure 1,4-dihydropyridine derivatives.

  DOI：

  10.3987/com-94-s(b)51

文献信息

• Synthesis of Optically Pure 1,4-Dihydropyridine Derivatives by Means of Diastereoisomeric Separation of the Hantzsch Intermediates Bearing (R)-1-Phenylethylamino Group
  作者：Yoshiyuki Kosugi、Masanori Hori、Tatsuo Nagasaka

  DOI：10.3987/com-94-s(b)51

  日期：——

  Hantzsch intermediates, which were obtained by Michael addition reaction of benzylideneacetoacetates with the enamino esters bearing (R)-1-phenylethylamino group as a chiral auxiliary, were separated into two diastereoisomeric mixtures. Each of them underwent cyclization reaction to give optically pure 1,4-dihydropyridine derivatives.