(R)-3-(4-chlorophenylsulfonyl)-4-(2-oxo-2-phenylethyl)oxazolidin-2-one | 1449434-92-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-3-(4-chlorophenylsulfonyl)-4-(2-oxo-2-phenylethyl)oxazolidin-2-one
• 英文别名: (4R)-3-(4-methylphenyl)sulfonyl-4-phenacyl-1,3-oxazolidin-2-one
• CAS: 1449434-92-7
• 化学式: C₁₈H₁₇NO₅S
• 分子量: 359.403
• InChiKey: QTPPCHCYDFAGLZ-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  89.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-3-(4-chlorophenylsulfonyl)-4-(2-oxo-2-phenylethyl)oxazolidin-2-one 在 萘 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以78%的产率得到(4R)-4-(2-oxo-2-phenylethyl)-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Procedure-Controlled Enantioselectivity Switch in Organocatalytic 2-Oxazolidinone Synthesis

  摘要：

  In a novel organocatalytic formal [3 + 2] cycloaddition to afford chiral 2-oxazolidinones, an enantioselectivity switch could be induced by changing the manner of addition of the reactants, even when the reaction components (cinchona-alkaloid-derived aminothiourea catalyst, substrates, and solvent) were the same.

  DOI：

  10.1021/ja407027e
• 作为产物：
  描述：

  对甲基苯磺酰异氰酸酯 、 (E)-4-hydroxy-1-phenylbut-2-en-1-one 在 普瑞巴林杂质D 作用下， 以 甲苯 为溶剂， 反应 24.5h， 以74%的产率得到
  参考文献：
  名称：

  Procedure-Controlled Enantioselectivity Switch in Organocatalytic 2-Oxazolidinone Synthesis

  摘要：

  In a novel organocatalytic formal [3 + 2] cycloaddition to afford chiral 2-oxazolidinones, an enantioselectivity switch could be induced by changing the manner of addition of the reactants, even when the reaction components (cinchona-alkaloid-derived aminothiourea catalyst, substrates, and solvent) were the same.

  DOI：

  10.1021/ja407027e

文献信息

• Procedure-Controlled Enantioselectivity Switch in Organocatalytic 2-Oxazolidinone Synthesis
  作者：Yukihiro Fukata、Keisuke Asano、Seijiro Matsubara

  DOI：10.1021/ja407027e

  日期：2013.8.21

  In a novel organocatalytic formal [3 + 2] cycloaddition to afford chiral 2-oxazolidinones, an enantioselectivity switch could be induced by changing the manner of addition of the reactants, even when the reaction components (cinchona-alkaloid-derived aminothiourea catalyst, substrates, and solvent) were the same.