trans-4,5-dimethyl-3-phenyl-1,3-oxazolidin-2-one | 41594-17-6

• 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: trans-4,5-dimethyl-3-phenyl-1,3-oxazolidin-2-one
• 英文别名: trans-4,5-Dimethyl-3-phenyloxazolidin-2-one；trans-4,5-Dimethyl-N-phenyl-2-oxazolidinon；4,5-dimethyl-3-phenyl-oxazolidin-2-one；(4R,5R)-4,5-dimethyl-3-phenyl-1,3-oxazolidin-2-one
• CAS: 41594-17-6；41594-19-8
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: GQSNUULHTSKRAS-RKDXNWHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  trans-4,5-Dimethyl-N-phenyl-1,3-dioxolan-2-imine 、 2,3-cis-epoxybutane 在 三氯化铝 作用下， 以 苯 为溶剂， 反应 2.0h， 以100%的产率得到trans-4,5-dimethyl-3-phenyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Stereocontrolled oxazolidinone formation by the addition of 4,5-disubstituted iminodioxolane to oxirane via a spiro compound

  摘要：

  4,5-Disubstituted 2-imino-1,3-dioxalanes readily add to oxiranes in the presence of AlCl3, furnishing 1,3-oxazolidin-2-ones in a stereospecific manner, where the configurations of oxiranes and iminodioxolanes are responsible for the configuration of products and the feasibility of the addition, respectively. A preliminary adduct, a spiro compound intermediate, is isolated, and its decomposition to oxazolidinone is demonstrated.

  DOI：

  10.1021/jo00008a021

文献信息

• Baba, Akio; Seki, Kenji; Matsuda, Haruo, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 7, p. 1925 - 1930
  作者：Baba, Akio、Seki, Kenji、Matsuda, Haruo

  DOI：——

  日期：——
• Stereocontrolled oxazolidinone formation by the addition of 4,5-disubstituted iminodioxolane to oxirane via a spiro compound
  作者：Akio Baba、Kenji Seki、Haruo Matsuda

  DOI：10.1021/jo00008a021

  日期：1991.4

  4,5-Disubstituted 2-imino-1,3-dioxalanes readily add to oxiranes in the presence of AlCl3, furnishing 1,3-oxazolidin-2-ones in a stereospecific manner, where the configurations of oxiranes and iminodioxolanes are responsible for the configuration of products and the feasibility of the addition, respectively. A preliminary adduct, a spiro compound intermediate, is isolated, and its decomposition to oxazolidinone is demonstrated.