(S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid | 1563182-50-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid
• 英文别名: (2S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid
• CAS: 1563182-50-2
• 化学式: C₁₂H₁₂Cl₂O₂
• 分子量: 259.132
• InChiKey: SIROQCZRCVETCM-LBPRGKRZSA-N

物化性质

• 沸点：
  353.5±37.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 在 吡啶 、 4-二甲氨基吡啶 、 四氧化锇 、 四丁基氟化铵 、 N-甲基吗啉氧化物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 73.0h， 生成 2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester
  参考文献：
  名称：

  Design, Synthesis, and Optimization of Balanced Dual NK₁/NK₃Receptor Antagonists

  摘要：

  In connection with a program directed at potent and balanced dual NK1/NK3 receptor ligands, a focused exploration of an original class of peptidomimetic derivatives was performed. The rational design and molecular hybridization of a novel phenylalanine core series was achieved to maximize the in vitro affinity and antagonism at both human NK1 and NK3 receptors. This study led to the identification of a new potent dual NK1/NK3 antagonist with pK(i) values of 8.6 and 8.1, respectively.

  DOI：

  10.1021/ml400528y
• 作为产物：
  描述：

  2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 在 盐酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 生成 (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid
  参考文献：
  名称：

  Design, Synthesis, and Optimization of Balanced Dual NK₁/NK₃Receptor Antagonists

  摘要：

  In connection with a program directed at potent and balanced dual NK1/NK3 receptor ligands, a focused exploration of an original class of peptidomimetic derivatives was performed. The rational design and molecular hybridization of a novel phenylalanine core series was achieved to maximize the in vitro affinity and antagonism at both human NK1 and NK3 receptors. This study led to the identification of a new potent dual NK1/NK3 antagonist with pK(i) values of 8.6 and 8.1, respectively.

  DOI：

  10.1021/ml400528y

文献信息

• Dual Catalysis Using Boronic Acid and Chiral Amine: Acyclic Quaternary Carbons via Enantioselective Alkylation of Branched Aldehydes with Allylic Alcohols
  作者：Xiaobin Mo、Dennis G. Hall

  DOI：10.1021/jacs.6b06101

  日期：2016.8.31

  A ferrocenium boronic acid salt activates allylic alcohols to generate transient carbocations that react with in situ-generated chiral enamines from branched aldehydes. The optimized conditions afford the desired acyclic products embedding a methyl-aryl quaternary carbon center with up to 90% yield and 97:3 enantiomeric ratio, with only water as the byproduct. This noble-metal-free method complements

  二茂铁硼酸盐活化烯丙醇以产生瞬时碳阳离子，该碳阳离子与从支化醛原位生成的手性烯胺反应。优化的条件提供了嵌入甲基-芳基季碳中心的所需无环产物，产率高达 90%，对映体比为 97:3，只有水作为副产物。这种不含贵金属的方法补充了与碳卤键和其他敏感官能团不兼容的替代方法。