(S)-1,1,1,3,3,3-hexafluoropropan-2-yl 3-((4-fluorophenyl)thio)-3-phenylpropanoate | 1443455-62-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (S)-1,1,1,3,3,3-hexafluoropropan-2-yl 3-((4-fluorophenyl)thio)-3-phenylpropanoate
• 英文别名: 1,1,1,3,3,3-hexafluoropropan-2-yl (3S)-3-(4-fluorophenyl)sulfanyl-3-phenylpropanoate
• CAS: 1443455-62-6
• 化学式: C₁₈H₁₃F₇O₂S
• 分子量: 426.355
• InChiKey: RSMPSJXJXVORIK-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  甲醇 、 (S)-1,1,1,3,3,3-hexafluoropropan-2-yl 3-((4-fluorophenyl)thio)-3-phenylpropanoate 在 盐酸 作用下， 以 水 为溶剂， 生成 C₁₆H₁₅FO₂S
  参考文献：
  名称：

  Organocatalytic Asymmetric Sulfa-Michael Addition of Thiols to α,β-Unsaturated Hexafluoroisopropyl Esters: Expeditious Access to (R)-Thiazesim

  摘要：

  A highly efficient organocatalytic asymmetric SMA reaction of hexafluoroisopropyl alpha,beta-unsaturated esters has been developed. Introducing electron-withdrawing hexafluoroisopropyl ester is crucial to enhancing the electrophilicity of unsaturated esters as SMA acceptors. The catalytic system performs well over a broad scope of alpha,beta-unsaturated esters and diversified thiols and provides facile access to (R)-thiazesim in a one-pot protocol.

  DOI：

  10.1021/ol4015305
• 作为产物：
  描述：

  肉桂酸 在 4-二甲氨基吡啶 、 N-((1R,2R)-2-(3-((1R,2R)-2-(dimethylamino)cyclohexyl)thioureido)-1,2-diphenylethyl)-3,5-bis(trifluoromethyl)benzenesulfonamide 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 12.0h， 生成 (S)-1,1,1,3,3,3-hexafluoropropan-2-yl 3-((4-fluorophenyl)thio)-3-phenylpropanoate
  参考文献：
  名称：

  Organocatalytic Asymmetric Sulfa-Michael Addition of Thiols to α,β-Unsaturated Hexafluoroisopropyl Esters: Expeditious Access to (R)-Thiazesim

  摘要：

  A highly efficient organocatalytic asymmetric SMA reaction of hexafluoroisopropyl alpha,beta-unsaturated esters has been developed. Introducing electron-withdrawing hexafluoroisopropyl ester is crucial to enhancing the electrophilicity of unsaturated esters as SMA acceptors. The catalytic system performs well over a broad scope of alpha,beta-unsaturated esters and diversified thiols and provides facile access to (R)-thiazesim in a one-pot protocol.

  DOI：

  10.1021/ol4015305