(2S,3S,4S)-3-hydroxy-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2-methyl-1-phenyl-4-(phenylmethoxy)-pentan-1-one | 1004972-70-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4S)-3-hydroxy-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2-methyl-1-phenyl-4-(phenylmethoxy)-pentan-1-one
• CAS: 1004972-70-6
• 化学式: C₃₅H₄₀O₄Si
• 分子量: 552.786
• InChiKey: JESBIWJZCLXOBD-ZBFVHBLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.03
• 重原子数：
  40.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S)-3-hydroxy-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2-methyl-1-phenyl-4-(phenylmethoxy)-pentan-1-one 在 二异丁基氢化铝 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Anti Aldol Selectivity in a Synthetic Approach to the C₁−C₁₂ Fragment of the Tedanolides

  摘要：

  In a synthetic approach to the completely protected C-1-C-12 fragment of the macrocyclic cytotoxic agent tedanolide 1, we carried out the tin-catalyzed Mukaiyama aldol reaction between the 2,3-dialkoxypropanal 5 and the silyl enol ether 6 derived from the ketone 7, which gave, unexpectedly, the anti aldol isomer, rather than the expected syn isomer 4, as the major diastereomer formed.

  DOI：

  10.1021/ol702729u
• 作为产物：
  描述：

  (S)-3-[(1,1-dimethylethyl)diphenylsilyloxy]-2-(phenylmethoxy)propanal 、 三甲基[(Z)-(1-苯基-1-丙烯基)氧基]硅烷 在 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到(2S,3S,4S)-3-hydroxy-5-[(1,1-dimethylethyl)diphenylsilyloxy]-2-methyl-1-phenyl-4-(phenylmethoxy)-pentan-1-one
  参考文献：
  名称：

  Anti Aldol Selectivity in a Synthetic Approach to the C₁−C₁₂ Fragment of the Tedanolides

  摘要：

  In a synthetic approach to the completely protected C-1-C-12 fragment of the macrocyclic cytotoxic agent tedanolide 1, we carried out the tin-catalyzed Mukaiyama aldol reaction between the 2,3-dialkoxypropanal 5 and the silyl enol ether 6 derived from the ketone 7, which gave, unexpectedly, the anti aldol isomer, rather than the expected syn isomer 4, as the major diastereomer formed.

  DOI：

  10.1021/ol702729u