(RS)-1-benzoyl-2-vinyl-2,3-dihydro-1H-pyridin-4-one | 785836-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (RS)-1-benzoyl-2-vinyl-2,3-dihydro-1H-pyridin-4-one
• CAS: 785836-35-3
• 化学式: C₁₄H₁₃NO₂
• 分子量: 227.263
• InChiKey: LJUSXLOHDBDWGS-UHFFFAOYSA-N

物化性质

• 熔点：
  109-110 °C
• 沸点：
  371.6±42.0 °C(Predicted)
• 密度：
  1.227±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (RS)-1-benzoyl-2-vinyl-2,3-dihydro-1H-pyridin-4-one 在 sodium periodate 、 sodium methylate 作用下， 以 甲醇 、 水 为溶剂， 反应 26.5h， 生成 (RS)-3-amino-pent-4-enoic acid hydrochloride
  参考文献：
  名称：

  Synthesis of β-Amino Acids Based on Oxidative Cleavage of Dihydropyridone Derivatives

  摘要：

  A new method for the synthesis of beta-amino acids based on 2,3-dihydropyridones as starting materials is presented. Conversions of 2,3-dihydropyridones with NalO(4) and subsequently with base gave the corresponding beta-amino acids in a one-pot procedure. The reactions have been monitored by H-1 NMR indicating that the beta-amino acids were formed in quantitative yields mostly. This method appears to be of broad scope, as 2-substituted 2,3-dihydropyridones are easily accessible via N-acyliminium ions generated from 4-methoxypyridine.

  DOI：

  10.1021/ol0485518
• 作为产物：
  描述：

  4-甲氧基吡啶 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (RS)-1-benzoyl-2-vinyl-2,3-dihydro-1H-pyridin-4-one
  参考文献：
  名称：

  Synthesis of β-Amino Acids Based on Oxidative Cleavage of Dihydropyridone Derivatives

  摘要：

  A new method for the synthesis of beta-amino acids based on 2,3-dihydropyridones as starting materials is presented. Conversions of 2,3-dihydropyridones with NalO(4) and subsequently with base gave the corresponding beta-amino acids in a one-pot procedure. The reactions have been monitored by H-1 NMR indicating that the beta-amino acids were formed in quantitative yields mostly. This method appears to be of broad scope, as 2-substituted 2,3-dihydropyridones are easily accessible via N-acyliminium ions generated from 4-methoxypyridine.

  DOI：

  10.1021/ol0485518

文献信息

• Comparison of Ru- and Mo-Based Chiral Olefin Metathesis Catalysts. Complementarity in Asymmetric Ring-Opening/Cross-Metathesis Reactions of Oxa- and Azabicycles
  作者：G. Alex Cortez、Carl A. Baxter、Richard R. Schrock、Amir H. Hoveyda

  DOI：10.1021/ol071008h

  日期：2007.7.1

  A comparative study of chiral Mo- and Ru-based catalysts to promote enantioselective synthesis of 2,6-disubstituted pyrans and piperidines through asymmetric ring-opening/cross-metathesis (AROM/CM) reactions is presented. These studies demonstrate the critical complementarity that exists between the two classes of chiral catalysts.

  提出了一种通过手性Mo和Ru基催化剂通过不对称开环/交叉复分解（AROM / CM）反应促进对映选择性合成2,6-二取代的吡喃和哌啶的比较研究。这些研究证明了两类手性催化剂之间存在着至关重要的互补性。