S-phenyl (-)-(2R,3S)-2-ethyl-3-hydroxy-3-<2-(trimethylsilyl)phenyl>propanethioate | 139405-86-0

• 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-phenyl (-)-(2R,3S)-2-ethyl-3-hydroxy-3-<2-(trimethylsilyl)phenyl>propanethioate
• 英文别名: S-phenyl (2R)-2-[(S)-hydroxy-(2-trimethylsilylphenyl)methyl]butanethioate
• CAS: 139405-86-0
• 化学式: C₂₀H₂₆O₂SSi
• 分子量: 358.577
• InChiKey: FOOHMOUZKTXATR-APWZRJJASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.61
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 、 Trimethyl-((Z)-1-phenylsulfanyl-but-1-enyloxy)-silane 在 ammonium cerium(IV) nitrate 、 四氯化钛 作用下， 生成 S-phenyl (2R*,3R*)-2-ethyl-3-hydroxy-3-<2-(trimethylsilyl)phenyl>propanethioate 、 S-phenyl (-)-(2R,3S)-2-ethyl-3-hydroxy-3-<2-(trimethylsilyl)phenyl>propanethioate
  参考文献：
  名称：

  Optically active tricarbonyl[.eta.6-o-(trimethylsilyl)benzaldehyde]chromium(0) complexes in organic synthesis: a highly anti-selective asymmetric aldol reaction with O-silyl ketene O,S-acetals

  摘要：

  Treatment of optically pure (+)-tricarbonyl[o-(trimethylsilyl)benzaldehyde]chromium(0), (+)-1, with O-silyl ketene O,S-acetals 4c-f afforded, after decomplexation, the (-)-anti-aldol products (-)-5c-f, while an antipode, (-)-1, provided the (+)-anti ones (+)-5c-f. Optical purity of these aldol products were determined to be in a range of 92 to > 98% ee. The absolute configuration was established by an X-ray crystallographic analysis.

  DOI：

  10.1021/jo00033a025