2-(tert-butyldimethylsilanyloxy)-1-(3-phenyl-prop-2-ynyl)-cyclohex-2-enecarboxylic acid ethyl ester | 1187777-45-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(tert-butyldimethylsilanyloxy)-1-(3-phenyl-prop-2-ynyl)-cyclohex-2-enecarboxylic acid ethyl ester
• CAS: 1187777-45-2
• 化学式: C₂₄H₃₄O₃Si
• 分子量: 398.618
• InChiKey: YZEWMSYHKQRWCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.07
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(tert-butyldimethylsilanyloxy)-1-(3-phenyl-prop-2-ynyl)-cyclohex-2-enecarboxylic acid ethyl ester 在 (乙腈)[(2-联苯)二叔丁基膦]六氟锑酸金(I) 作用下， 以 丙酮 为溶剂， 反应 7.0h， 以88%的产率得到9-oxo-4-phenyl-bicyclo[3.3.1]non-3-ene-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  Gold-Catalyzed Synthesis of Carbon-Bridged Medium-Sized Rings

  摘要：

  Bicyclo[m.n.1]alkenone frameworks possessing quaternary carbon centers adjacent to a bridged ketone are frequently found in bioactive natural products. Although several methods have been developed to construct such frameworks, most of them are specific to a particular scaffold. Herein, we report a mild and highly efficient method to generate carbon-bridged frameworks of various sizes using phosphino gold(I) catalysts.

  DOI：

  10.1021/ol901722q
• 作为产物：
  描述：

  碘苯 、 2-(tert-butyl-dimethyl-silanyloxy)-1-but-2-ynylcyclohex-2-enecarboxylic acid ethyl ester 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 以90%的产率得到2-(tert-butyldimethylsilanyloxy)-1-(3-phenyl-prop-2-ynyl)-cyclohex-2-enecarboxylic acid ethyl ester
  参考文献：
  名称：

  Gold-Catalyzed Synthesis of Carbon-Bridged Medium-Sized Rings

  摘要：

  Bicyclo[m.n.1]alkenone frameworks possessing quaternary carbon centers adjacent to a bridged ketone are frequently found in bioactive natural products. Although several methods have been developed to construct such frameworks, most of them are specific to a particular scaffold. Herein, we report a mild and highly efficient method to generate carbon-bridged frameworks of various sizes using phosphino gold(I) catalysts.

  DOI：

  10.1021/ol901722q