4-(tert-Butyl-dimethyl-silanyloxy)-5-oxo-hexanal | 137776-45-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(tert-Butyl-dimethyl-silanyloxy)-5-oxo-hexanal
• 英文别名: 4-{[tert-Butyl(dimethyl)silyl]oxy}-5-oxohexanal；4-[tert-butyl(dimethyl)silyl]oxy-5-oxohexanal
• CAS: 137776-45-5
• 化学式: C₁₂H₂₄O₃Si
• 分子量: 244.406
• InChiKey: VTHFICOMBAJDNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(tert-Butyl-dimethyl-silanyloxy)-5-oxo-hexanal 在 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-cyclopentane-1,2-diol
  参考文献：
  名称：

  Intramolecular Sm2+ and Sm3+ promoted reaction of γ-oxy-δ-ketoaldehyde; stereocontrolled formation of pinacol and lactone

  摘要：

  Samarium promoted intramolecular pinacol coupling and Tishchenko oxidoreduction of gamma-oxy-delta-ketoaldehyde proceeded stereospecifically. Newly forming hydroxy group is oriented anti to gamma-silyoxy group in both reactions.

  DOI：

  10.1016/s0040-4039(00)93437-3

文献信息

• Intramolecular Sm2+ and Sm3+ promoted reaction of γ-oxy-δ-ketoaldehyde; stereocontrolled formation of pinacol and lactone
  作者：Jun'ichi Uenishi、Souichiro Masuda、Shoji Wakabayashi

  DOI：10.1016/s0040-4039(00)93437-3

  日期：1991.9

  Samarium promoted intramolecular pinacol coupling and Tishchenko oxidoreduction of gamma-oxy-delta-ketoaldehyde proceeded stereospecifically. Newly forming hydroxy group is oriented anti to gamma-silyoxy group in both reactions.