10-((tert-butyldimethylsilyl)oxy)-1,2,3,6,7,8,9,10-octahydrocyclohepta[e]inden-4-ol | 1415667-67-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 10-((tert-butyldimethylsilyl)oxy)-1,2,3,6,7,8,9,10-octahydrocyclohepta[e]inden-4-ol
• CAS: 1415667-67-2
• 化学式: C₂₀H₃₂O₂Si
• 分子量: 332.558
• InChiKey: DUBKXUFVRXJSMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.67
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  三乙基硅烷 、 10-((tert-butyldimethylsilyl)oxy)-1,2,3,6,7,8,9,10-octahydrocyclohepta[e]inden-4-ol 在 zinc(II) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 1,2,3,6,7,8,9,10-octahydrocyclohepta[e]inden-4-ol
  参考文献：
  名称：

  Metal-Catalyzed Syntheses of Abridged CDE Rings of Rubriflordilactones A and B

  摘要：

  The development of complementary palladium- and cobalt-catalyzed approaches to tricyclic arylsilanes suitable for elaboration into the CDE ring systems of rubriflordilactones A and B is reported. Microwave conditions are required to effect a cobalt-catalyzed triyne cyclotrimerization, which critically depends on the substitution pattern of the triyne termini. Mild conditions to elaborate these arylsilanes to the CDE cores of the natural products are described.

  DOI：

  10.1021/ol303041j
• 作为产物：
  描述：

  benzyl(10-((tert-butyldimethylsilyl)oxy)-1,2,3,6,7,8,9,10-octahydrocyclohepta[e]inden-4-yl)dimethylsilane 在 四丁基氟化铵 、 双氧水 、 potassium hydrogencarbonate 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 18.0h， 以92%的产率得到10-((tert-butyldimethylsilyl)oxy)-1,2,3,6,7,8,9,10-octahydrocyclohepta[e]inden-4-ol
  参考文献：
  名称：

  Metal-Catalyzed Syntheses of Abridged CDE Rings of Rubriflordilactones A and B

  摘要：

  The development of complementary palladium- and cobalt-catalyzed approaches to tricyclic arylsilanes suitable for elaboration into the CDE ring systems of rubriflordilactones A and B is reported. Microwave conditions are required to effect a cobalt-catalyzed triyne cyclotrimerization, which critically depends on the substitution pattern of the triyne termini. Mild conditions to elaborate these arylsilanes to the CDE cores of the natural products are described.

  DOI：

  10.1021/ol303041j