(S)-5-((S)-1-Phenyl-ethylcarbamoyl)-2-p-tolyl-3,4-dihydro-2H-pyrazole-3-carboxylic acid ethyl ester | 700358-67-4

• 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: (S)-5-((S)-1-Phenyl-ethylcarbamoyl)-2-p-tolyl-3,4-dihydro-2H-pyrazole-3-carboxylic acid ethyl ester
• 英文别名: ethyl (3S)-2-(4-methylphenyl)-5-[[(1S)-1-phenylethyl]carbamoyl]-3,4-dihydropyrazole-3-carboxylate
• CAS: 700358-67-4
• 化学式: C₂₂H₂₅N₃O₃
• 分子量: 379.459
• InChiKey: WFKGZAMCZKVRBS-JXFKEZNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  71
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-5-((S)-1-Phenyl-ethylcarbamoyl)-2-p-tolyl-3,4-dihydro-2H-pyrazole-3-carboxylic acid ethyl ester 在 盐酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (S)-3,5-dicarboxy-4,5-dihydropyrazole
  参考文献：
  名称：

  The first case of diastereoselective cycloadditions of enantiopure nitrilimines in aqueous media

  摘要：

  The diastereoselective cycloadditions of enantiopure nitrilimines 4 with ethyl acrylate were exploited in dry toluene and in aqueous sodium hydrogencarbonate as reaction media. Shorter reaction times and improved diastereoisomeric ratios of the resulting 5-ethoxycarbonyl-4,5-dihydropyrazoles 5 and 6 were observed in aqueous media. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.006
• 作为产物：
  描述：

  丙烯酸乙酯 、 在 碳酸氢钠 、 四己基氯化铵 作用下， 以 水 为溶剂， 反应 1.5h， 生成 (S)-5-((S)-1-Phenyl-ethylcarbamoyl)-2-p-tolyl-3,4-dihydro-2H-pyrazole-3-carboxylic acid ethyl ester 、 (R)-5-((S)-1-Phenyl-ethylcarbamoyl)-2-p-tolyl-3,4-dihydro-2H-pyrazole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  The first case of diastereoselective cycloadditions of enantiopure nitrilimines in aqueous media

  摘要：

  The diastereoselective cycloadditions of enantiopure nitrilimines 4 with ethyl acrylate were exploited in dry toluene and in aqueous sodium hydrogencarbonate as reaction media. Shorter reaction times and improved diastereoisomeric ratios of the resulting 5-ethoxycarbonyl-4,5-dihydropyrazoles 5 and 6 were observed in aqueous media. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.006