(R)-4-(3-Chloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester

• 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: (R)-4-(3-Chloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester
• 英文别名: 5-O-ethyl 3-O-methyl (4R)-4-(3-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• 化学式: C₁₈H₂₀ClNO₄
• 分子量: 349.814
• InChiKey: YWBGYVVBLWLGQT-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2S,7R,8S,8aS)-7-(3-Chloro-phenyl)-2,5,8a-trimethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-ethyl ester 6-methyl ester 在 氢氧化钾 、 benzyl(triethyl)ammoniumpermanganate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 30.0h， 生成 (R)-4-(3-Chloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester
  参考文献：
  名称：

  Enantiospecific synthesis of dihydropyridines from chiral enamines

  摘要：

  A new asymmetric synthesis of dihydropyridines is described. This methodology is based on the use of chiral aminoalcohols to produce enamines, which were used in the synthesis of enantiopure 2-alkyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridines. The known stereochemistry of these compounds was exploited to obtain 1,4-dihydropyridines with controlled configuration at C-4. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00239-x

文献信息

• Enantiospecific synthesis of dihydropyridines from chiral enamines
  作者：Esther Caballero、Pilar Puebla、Mar Sánchez、Manuel Medarde、Lourdes Morán del Prado、Arturo San Feliciano

  DOI：10.1016/0957-4166(96)00239-x

  日期：1996.7

  A new asymmetric synthesis of dihydropyridines is described. This methodology is based on the use of chiral aminoalcohols to produce enamines, which were used in the synthesis of enantiopure 2-alkyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridines. The known stereochemistry of these compounds was exploited to obtain 1,4-dihydropyridines with controlled configuration at C-4. Copyright (C) 1996 Elsevier Science Ltd