2-[(1E,6Z,8E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undeca-1,6,8-trienyl]-[1,3]dioxane | 623151-52-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-[(1E,6Z,8E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undeca-1,6,8-trienyl]-[1,3]dioxane
• CAS: 623151-52-0
• 化学式: C₃₈H₅₈O₄Si₂
• 分子量: 635.047
• InChiKey: NUFRCKTULJIXSN-WXXKRLFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  44.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-[(1E,6Z,8E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undeca-1,6,8-trienyl]-[1,3]dioxane 在 lithium perchlorate 作用下， 以 硝基甲烷 为溶剂， 以65%的产率得到2-{1-(tert-Butyl-dimethyl-silanyloxy)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methyl-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl}-[1,3]dioxane
  参考文献：
  名称：

  Probing the Lewis Acid-Catalyzed Intramolecular Diels−Alder Cyclizations of Allylic Alkoxy-Substituted (Z)-1,3-Dienes

  摘要：

  The Lewis acid-promoted Diels-Aider reaction of (E,Z,E)-trienal 1 provides not only the expected cis-fused cycloadduct 16 but also the transfused products 17 and 18. Trans-fused cycloadducts 17 and 18 are also products of the Lewis acid-promoted cyclization of (E,Z,E)-trienyl acetal 2. These products presumably derive from a stepwise cyclization pathway.

  DOI：

  10.1021/ol035900+
• 作为产物：
  描述：

  (2E,7Z,9E)-(5R,6R)-6-(tert-butyldimethylsilanyloxy)-12-(tert-butyldiphenylsilanyloxy)-5-methyldodeca-2,7,9-trienoic acid N-methoxy-N-methylamide 在 2-methoxy-1,3-dioxane 、 二异丁基氢化铝 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.58h， 生成 2-[(1E,6Z,8E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undeca-1,6,8-trienyl]-[1,3]dioxane
  参考文献：
  名称：

  Probing the Lewis Acid-Catalyzed Intramolecular Diels−Alder Cyclizations of Allylic Alkoxy-Substituted (Z)-1,3-Dienes

  摘要：

  The Lewis acid-promoted Diels-Aider reaction of (E,Z,E)-trienal 1 provides not only the expected cis-fused cycloadduct 16 but also the transfused products 17 and 18. Trans-fused cycloadducts 17 and 18 are also products of the Lewis acid-promoted cyclization of (E,Z,E)-trienyl acetal 2. These products presumably derive from a stepwise cyclization pathway.

  DOI：

  10.1021/ol035900+