(R(S),4S)-4-benzyl-N-(2-chlorotetrafluoroethanesulfinyl)oxazolidin-2-one | 1303994-28-6

• 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: (R(S),4S)-4-benzyl-N-(2-chlorotetrafluoroethanesulfinyl)oxazolidin-2-one
• 英文别名: (4S)-4-benzyl-3-[(R)-(2-chloro-1,1,2,2-tetrafluoroethyl)sulfinyl]-1,3-oxazolidin-2-one
• CAS: 1303994-28-6
• 化学式: C₁₂H₁₀ClF₄NO₃S
• 分子量: 359.729
• InChiKey: NFPVEYULZPQVNY-GTUYJWLHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  65.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-chloro-1,1,2,2-tetrafluoroethanesulfinyl chloride 、 (S)-4-苄基-2-唑烷酮 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以54%的产率得到(R(S),4S)-4-benzyl-N-(2-chlorotetrafluoroethanesulfinyl)oxazolidin-2-one
  参考文献：
  名称：

  Optically Pure Polyfluoroalkanesulfinamides: Synthesis and Application as Promising and Monitorable Chiral Auxiliaries

  摘要：

  Efficient synthesis of enantiopure polyfluoroalkanesulfinamides (PFSAs) has been achieved. Their application as novel chiral auxiliaries with an electron-withdrawing and F-19 NMR monitorable polyfluoroalkyl group was initially demonstrated in an asymmetric Strecker reaction under mild conditions.

  DOI：

  10.1021/jo200119x

文献信息

• Optically Pure Polyfluoroalkanesulfinamides: Synthesis and Application as Promising and Monitorable Chiral Auxiliaries
  作者：Li-Juan Liu、Ling-Jun Chen、Peng Li、Xiao-Bo Li、Jin-Tao Liu

  DOI：10.1021/jo200119x

  日期：2011.6.3

  Efficient synthesis of enantiopure polyfluoroalkanesulfinamides (PFSAs) has been achieved. Their application as novel chiral auxiliaries with an electron-withdrawing and F-19 NMR monitorable polyfluoroalkyl group was initially demonstrated in an asymmetric Strecker reaction under mild conditions.