(2-oxooxazolidin-4-yl)(phenyl)methyl 2,4-dichlorobenzoate | 1424055-68-4

• 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: (2-oxooxazolidin-4-yl)(phenyl)methyl 2,4-dichlorobenzoate
• CAS: 1424055-68-4
• 化学式: C₁₇H₁₃Cl₂NO₄
• 分子量: 366.201
• InChiKey: MFLZQVWGZHMGLD-GJZGRUSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2-oxooxazolidin-4-yl)(phenyl)methyl 2,4-dichlorobenzoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 生成 (S)-4-((S)-Hydroxy-phenyl-methyl)-oxazolidin-2-one
  参考文献：
  名称：

  Iron(II)-Catalyzed Intramolecular Aminohydroxylation of Olefins with Functionalized Hydroxylamines

  摘要：

  A diastereoselective aminohydroxylation of olefins with a functionalized hydroxylamine is catalyzed by new iron(II) complexes. This efficient intramolecular process readily affords synthetically useful amino alcohols with excellent selectivity (dr up to > 20:1). Asymmetric catalysis with chiral iron(II) complexes and preliminary mechanistic studies reveal an iron nitrenoid is a possible intermediate that can undergo either aminohydroxylation or aziridination, and the selectivity can be controlled by careful selection of counteranion/ligand combinations.

  DOI：

  10.1021/ja311923z
• 作为产物：
  描述：

  [[(Z)-3-phenylprop-2-enoxy]carbonylamino] 2,4-dichlorobenzoate 在 iron(II) bis((trifluoromethyl)sulfonyl)amide 、 (4S,4'S,5R,5'R)-2,2'-(propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) 作用下， 以 乙腈 为溶剂， 以68%的产率得到(2-oxooxazolidin-4-yl)(phenyl)methyl 2,4-dichlorobenzoate
  参考文献：
  名称：

  Iron(II)-Catalyzed Intramolecular Aminohydroxylation of Olefins with Functionalized Hydroxylamines

  摘要：

  A diastereoselective aminohydroxylation of olefins with a functionalized hydroxylamine is catalyzed by new iron(II) complexes. This efficient intramolecular process readily affords synthetically useful amino alcohols with excellent selectivity (dr up to > 20:1). Asymmetric catalysis with chiral iron(II) complexes and preliminary mechanistic studies reveal an iron nitrenoid is a possible intermediate that can undergo either aminohydroxylation or aziridination, and the selectivity can be controlled by careful selection of counteranion/ligand combinations.

  DOI：

  10.1021/ja311923z