(4R,5S,6S)-5-hydroxy-7-[(1,1-dimethylethyl)diphenylsilyloxy]-4-methyl-6-(phenylmethoxy)heptan-3-one | 1004972-75-1

• 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: (4R,5S,6S)-5-hydroxy-7-[(1,1-dimethylethyl)diphenylsilyloxy]-4-methyl-6-(phenylmethoxy)heptan-3-one
• CAS: 1004972-75-1
• 化学式: C₃₁H₄₀O₄Si
• 分子量: 504.742
• InChiKey: DSWWJSVMWPTHPF-YDZBWFOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  36.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 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：

  (4R,5S,6S)-5-hydroxy-7-[(1,1-dimethylethyl)diphenylsilyloxy]-4-methyl-6-(phenylmethoxy)heptan-3-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 、 (Z)-3-trimethylsiloxy-2-pentene 在 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到(4R,5S,6S)-5-hydroxy-7-[(1,1-dimethylethyl)diphenylsilyloxy]-4-methyl-6-(phenylmethoxy)heptan-3-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