(S)-1,1,1,3,3,3-hexafluoropropan-2-yl 3-(3-bromophenyl)-3-(phenylthio)propanoate | 1443455-84-2

• 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-(3-bromophenyl)-3-(phenylthio)propanoate
• CAS: 1443455-84-2
• 化学式: C₁₈H₁₃BrF₆O₂S
• 分子量: 487.26
• InChiKey: LCIVFRGHRMMVTF-AWEZNQCLSA-N

物化性质

• 沸点：
  428.7±45.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.71
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 (S)-1,1,1,3,3,3-hexafluoropropan-2-yl 3-(3-bromophenyl)-3-(phenylthio)propanoate 在 盐酸 作用下， 以 水 为溶剂， 生成
  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：

  3-溴肉桂酸 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-(3-bromophenyl)-3-(phenylthio)propanoate
  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