1,1,1,3,3,3-hexafluoropropan-2-yl 3-((2-aminophenyl)thio)-3-phenylpropanoate | 1443456-10-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,1,1,3,3,3-hexafluoropropan-2-yl 3-((2-aminophenyl)thio)-3-phenylpropanoate
• 英文别名: 1,1,1,3,3,3-hexafluoropropan-2-yl (3R)-3-(2-aminophenyl)sulfanyl-3-phenylpropanoate
• CAS: 1443456-10-7
• 化学式: C₁₈H₁₅F₆NO₂S
• 分子量: 423.379
• InChiKey: KISCLVYFKAOPLL-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 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：
  77.6
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,1,1,3,3,3-hexafluoropropan-2-yl 3-((2-aminophenyl)thio)-3-phenylpropanoate 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以91%的产率得到(R)-2-phenyl-2,3-dihydrobenzo[b][1,4]thiazepin-4(5H)-one
  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 、 C₃₁H₃₄F₆N₄O₂S₂ 、 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 1,1,1,3,3,3-hexafluoropropan-2-yl 3-((2-aminophenyl)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

文献信息

• Organocatalytic Asymmetric Sulfa-Michael Addition of Thiols to α,β-Unsaturated Hexafluoroisopropyl Esters: Expeditious Access to (<i>R</i>)-Thiazesim
  作者：Xin Fang、Jun Li、Chun-Jiang Wang

  DOI：10.1021/ol4015305

  日期：2013.7.5

  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.