S-tert-butyl (2R*,3S*)-3-hydroxy-2-methyl-3-<2-(trimethylsilyl)phenyl>propanethioate | 139348-11-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-tert-butyl (2R*,3S*)-3-hydroxy-2-methyl-3-<2-(trimethylsilyl)phenyl>propanethioate
• 英文别名: S-tert-butyl (2S,3R)-3-hydroxy-2-methyl-3-(2-trimethylsilylphenyl)propanethioate
• CAS: 139348-11-1；139348-12-2；139405-74-6；139405-75-7；139405-76-8；139405-77-9
• 化学式: C₁₇H₂₈O₂SSi
• 分子量: 324.56
• InChiKey: DOVRERHLNICIGU-SWLSCSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 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：

  (Z)-1-(tert-butylthio)-1-trimethylsilyloxyprop-1-ene 、 alkaline earth salt of/the/ methylsulfuric acid 在 ammonium cerium(IV) nitrate 、 四氯化钛 作用下， 生成 S-tert-butyl (2R*,3S*)-3-hydroxy-2-methyl-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

文献信息

• 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
  作者：Chisato Mukai、Motonori Miyakawa、Ado Mihira、Miyoji Hanaoka

  DOI：10.1021/jo00033a025

  日期：1992.3

  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.