(4S,5S,6S)-6-{(1R)-1-methyl-2-[(1,1-dimethylethyl)dimethylsilyloxy]ethyl}-4-{(1S)-2-[(1,1-dimethylethyl)diphenylsilyloxy]-1-(phenylmethoxy)ethyl}-2,2,5-trimethyl-1,3-dioxane | 1004973-20-9

• 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: (4S,5S,6S)-6-{(1R)-1-methyl-2-[(1,1-dimethylethyl)dimethylsilyloxy]ethyl}-4-{(1S)-2-[(1,1-dimethylethyl)diphenylsilyloxy]-1-(phenylmethoxy)ethyl}-2,2,5-trimethyl-1,3-dioxane
• CAS: 1004973-20-9
• 化学式: C₄₁H₆₂O₅Si₂
• 分子量: 691.111
• InChiKey: TWVMPBDROKXJNH-VAJYLKIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.96
• 重原子数：
  48.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  46.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  、 2,2-二甲氧基丙烷 在 camphor-10-sulfonic acid 作用下， 反应 1.0h， 生成 (4S,5S,6S)-6-{(1R)-1-methyl-2-[(1,1-dimethylethyl)dimethylsilyloxy]ethyl}-4-{(1S)-2-[(1,1-dimethylethyl)diphenylsilyloxy]-1-(phenylmethoxy)ethyl}-2,2,5-trimethyl-1,3-dioxane 、 (4S,5S,6R)-6-{(1R)-1-methyl-2-[(1,1-dimethylethyl)dimethylsilyloxy]ethyl}-4-{(1S)-2-[(1,1-dimethylethyl)diphenylsilyloxy]-1-(phenylmethoxy)ethyl}-2,2,5-trimethyl-1,3-dioxane
  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