(R)-ethyl 3-(benzylthio)-4,4,4-trifluorobutanoate | 1318254-57-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-ethyl 3-(benzylthio)-4,4,4-trifluorobutanoate
• CAS: 1318254-57-7
• 化学式: C₁₃H₁₅F₃O₂S
• 分子量: 292.322
• InChiKey: MHUIMGPRJQPHMY-LLVKDONJSA-N

反应信息

• 作为产物：
  描述：

  ethyl (Z)-4,4,4-trifluorobut-2-enoate 、 苄硫醇 在 N-((1R,2R)-2-(3-((1R,2R)-2-(dimethylamino)cyclohexyl)thioureido)-1,2-diphenylethyl)-3,5-bis(trifluoromethyl)benzenesulfonamide 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成 (R)-ethyl 3-(benzylthio)-4,4,4-trifluorobutanoate 、 (S)-ethyl 3-(benzylthio)-4,4,4-trifluorobutanoate
  参考文献：
  名称：

  Organocatalytic Asymmetric Sulfa-Michael Addition of Thiols to 4,4,4-Trifluorocrotonates

  摘要：

  The first asymmetric sulfa-Michael addition of thiols to 4,4,4-trifluorocrotonates for the construction of a stereogenic center bearing a unique trifluoromethyl group and a sulfur atom has been achieved in high yields and excellent enantioselectivities with a 1 mol % bifunctional organocatalyst. Subsequent transformation led to the expedient preparation of enantioenriched thiochroman-4-one and the key intermediate of the potent inhibitor of MMP-3, (R)-gamma-trifluoromethyl gamma-sulfone hydroxamate.

  DOI：

  10.1021/ol201766k