(3S,4S)-4-(4-bromophenyl)-3,5-dimethyl-6-(trifluoromethyl)-3,4-dihydropyran-2-one | 1620100-70-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (3S,4S)-4-(4-bromophenyl)-3,5-dimethyl-6-(trifluoromethyl)-3,4-dihydropyran-2-one
• CAS: 1620100-70-0
• 化学式: C₁₄H₁₂BrF₃O₂
• 分子量: 349.147
• InChiKey: WNFUJJMTQCXLCV-KWQFWETISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S,4S)-4-(4-bromophenyl)-3,5-dimethyl-6-(trifluoromethyl)-3,4-dihydropyran-2-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以88%的产率得到
  参考文献：
  名称：

  Asymmetric Synthesis of Tri- and Tetrasubstituted Trifluoromethyl Dihydropyranones from α-Aroyloxyaldehydes via NHC Redox Catalysis

  摘要：

  The asymmetric synthesis of tri- and tetrasubstituted trifluoromethyl dihydropyranones via an NHC-catalyzed redox process, introducing methyl, benzyl, and aryl substituents to the C(5) position, is presented. Their substrate-controlled derivatization into delta-lactones and cyclic hemiacetals containing stereogenic trifluoromethyl groups is also described.

  DOI：

  10.1021/cs500667g
• 作为产物：
  描述：

  对溴苯甲醛 在 (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 (3S,4S)-4-(4-bromophenyl)-3,5-dimethyl-6-(trifluoromethyl)-3,4-dihydropyran-2-one
  参考文献：
  名称：

  Asymmetric Synthesis of Tri- and Tetrasubstituted Trifluoromethyl Dihydropyranones from α-Aroyloxyaldehydes via NHC Redox Catalysis

  摘要：

  The asymmetric synthesis of tri- and tetrasubstituted trifluoromethyl dihydropyranones via an NHC-catalyzed redox process, introducing methyl, benzyl, and aryl substituents to the C(5) position, is presented. Their substrate-controlled derivatization into delta-lactones and cyclic hemiacetals containing stereogenic trifluoromethyl groups is also described.

  DOI：

  10.1021/cs500667g