| 1572476-25-5

• CAS: 1572476-25-5
• 化学式: C₁₅H₁₄ClNO₄S
• 分子量: 339.799
• InChiKey: RRQXFVRAWYBLCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  72.47
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 Ru(OTf)(TsDPEN)(η6-p-cymene) 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、4.05 MPa 条件下， 反应 24.0h， 以92%的产率得到(S)-N-(4-chlorophenyl)-2-hydroxy-2-(4-methoxyphenyl)ethanesulfonamide
  参考文献：
  名称：

  手性阳离子钌二胺催化剂对β-酮磺酰胺和β-酮砜的不对称加氢反应

  摘要：

  AbstractOptically active β‐hydroxy sulfonamides and β‐hydroxy sulfones are very important building blocks for the preparation of bioactive compounds and pharmaceuticals. In this work, a highly efficient asymmetric hydrogenation of β‐keto sulfonamides and β‐keto sulfones has been developed using the phosphine‐free chiral ruthenium complex Ru(OTf)(TsDPEN)(η6‐p‐cymene) as the catalyst, to afford the corresponding β‐hydroxy sulfonamides and β‐hydroxy sulfones in high yields with excellent optical purities. In addition, a cascade asymmetric hydrogenation/dynamic kinetic resolution (DKR) of racemic cyclic β‐keto sulfonamides and β‐keto sulfones was also realized using the same catalyst, to give the corresponding chiral cyclic β‐hydroxy sulfonamides and β‐hydroxy sulfones in good yields with excellent enantio‐ and diastereoselectivities.magnified image

  DOI：

  10.1002/adsc.201300331