3-(2R-methoxycarbonylpropionyl)-4R-phenyl-2-oxazolidinone | 455913-33-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-(2R-methoxycarbonylpropionyl)-4R-phenyl-2-oxazolidinone
• 英文别名: methyl (2R)-2-methyl-3-oxo-3-[(4R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]propanoate
• CAS: 455913-33-4
• 化学式: C₁₄H₁₅NO₅
• 分子量: 277.277
• InChiKey: VUVPXNTXAJMZIV-KOLCDFICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(2R-methoxycarbonylpropionyl)-4R-phenyl-2-oxazolidinone 在 三乙胺 作用下， 以 氘代乙腈 为溶剂， 生成 3-(2S-methoxycarbonylpropionyl)-4R-phenyl-2-oxazolidinone
  参考文献：
  名称：

  Electrochemical Carboxylation of N-(2-Bromopropionyl)-4R- phenyloxazolidin-2-one:  An Efficient Route to Unsymmetrical Methylmalonic Ester Derivatives

  摘要：

  [GRAPHICS]Electrochemical carboxylation of N-(2-bromopropionyl)-4R-phenyloxazolidin-2-one aimed at the synthesis and chiral resolution of unsymmetrical methylmalonic ester derivatives is described. The presence of the Evans' chiral auxiliary permits an easy resolution of the mixture of the two diastereoisomers.

  DOI：

  10.1021/ol025939z
• 作为产物：
  描述：

  N-(2-bromopropionyl)-4R-phenyloxazolidin-2-one 在 tetrabutylammonium tetrafluoroborate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， -20.0 ℃ 、101.33 kPa 条件下， 生成 3-(2R-methoxycarbonylpropionyl)-4R-phenyl-2-oxazolidinone
  参考文献：
  名称：

  Electrochemical Carboxylation of N-(2-Bromopropionyl)-4R- phenyloxazolidin-2-one:  An Efficient Route to Unsymmetrical Methylmalonic Ester Derivatives

  摘要：

  [GRAPHICS]Electrochemical carboxylation of N-(2-bromopropionyl)-4R-phenyloxazolidin-2-one aimed at the synthesis and chiral resolution of unsymmetrical methylmalonic ester derivatives is described. The presence of the Evans' chiral auxiliary permits an easy resolution of the mixture of the two diastereoisomers.

  DOI：

  10.1021/ol025939z

文献信息

• Electrochemical Carboxylation of <i>N</i>-(2-Bromopropionyl)-4<i>R</i>- phenyloxazolidin-2-one:  An Efficient Route to Unsymmetrical Methylmalonic Ester Derivatives
  作者：Marta Feroci、Achille Inesi、Monica Orsini、Laura Palombi

  DOI：10.1021/ol025939z

  日期：2002.8.1

  [GRAPHICS]Electrochemical carboxylation of N-(2-bromopropionyl)-4R-phenyloxazolidin-2-one aimed at the synthesis and chiral resolution of unsymmetrical methylmalonic ester derivatives is described. The presence of the Evans' chiral auxiliary permits an easy resolution of the mixture of the two diastereoisomers.