3-(tert-Butyl-dimethyl-silanyloxy)-benzoic acid 2,2,4,4-tetramethyl-3-oxo-1-phenyl-pentyl ester | 342003-52-5

• 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: 3-(tert-Butyl-dimethyl-silanyloxy)-benzoic acid 2,2,4,4-tetramethyl-3-oxo-1-phenyl-pentyl ester
• 英文别名: (2,2,4,4-Tetramethyl-3-oxo-1-phenylpentyl) 3-[tert-butyl(dimethyl)silyl]oxybenzoate
• CAS: 342003-52-5
• 化学式: C₂₈H₄₀O₄Si
• 分子量: 468.709
• InChiKey: FXZASJXLBPVLFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.61
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(tert-Butyl-dimethyl-silanyloxy)-benzoic acid 2,2,4,4-tetramethyl-3-oxo-1-phenyl-pentyl ester 在 四丁基氟化铵 作用下， 以 二甲基亚砜 为溶剂， 生成 3-(2,2,4,4-Tetramethyl-3-oxo-1-phenyl-pentyloxycarbonyl)-phenol anion
  参考文献：
  名称：

  Base-induced chemiluminescent decomposition of stereoisomeric 5- tert -butyl-1-(3- tert -butyldimethylsiloxy)phenyl-4,4-dimethyl-3-phenyl-2,6,7-trioxabicyclo[3.2.0]heptanes and their related dioxetanes

  摘要：

  Singlet oxygenation of 4-tert-butyl-5-(3-tert-butyldimethylsiloxy)phenyl-3,3-dimethyl-2-phenyl-2,3-dihydrofuran (3a) in dichloromethane at 0 degreesC gave a 95:5 mixture of stereoisomeric dioxetanes (anti-1a) and (syn-1a). The isomer (anti-1a) was more stable thermally than syn-1a. On treatment with tetrabutylammonium fluoride in DMSO or acetonitrile, both isomeric dioxetanes emitted intense blue light. Chemiluminescence efficiency (Phi (CL)) of anti-1a was considerably higher than that of syn-1a; nevertheless, both of them gave the very same couple of two carbonyl fragments (2a). A methyl-analog (1b) was also synthesized and its chemiluminescent properties were examined. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00171-x
• 作为产物：
  描述：

  tert-Butyl-[3-((1S,3R,5S)-5-tert-butyl-4,4-dimethyl-3-phenyl-2,6,7-trioxa-bicyclo[3.2.0]hept-1-yl)-phenoxy]-dimethyl-silane 以 氘代甲苯 为溶剂， 生成 3-(tert-Butyl-dimethyl-silanyloxy)-benzoic acid 2,2,4,4-tetramethyl-3-oxo-1-phenyl-pentyl ester
  参考文献：
  名称：

  Base-induced chemiluminescent decomposition of stereoisomeric 5- tert -butyl-1-(3- tert -butyldimethylsiloxy)phenyl-4,4-dimethyl-3-phenyl-2,6,7-trioxabicyclo[3.2.0]heptanes and their related dioxetanes

  摘要：

  Singlet oxygenation of 4-tert-butyl-5-(3-tert-butyldimethylsiloxy)phenyl-3,3-dimethyl-2-phenyl-2,3-dihydrofuran (3a) in dichloromethane at 0 degreesC gave a 95:5 mixture of stereoisomeric dioxetanes (anti-1a) and (syn-1a). The isomer (anti-1a) was more stable thermally than syn-1a. On treatment with tetrabutylammonium fluoride in DMSO or acetonitrile, both isomeric dioxetanes emitted intense blue light. Chemiluminescence efficiency (Phi (CL)) of anti-1a was considerably higher than that of syn-1a; nevertheless, both of them gave the very same couple of two carbonyl fragments (2a). A methyl-analog (1b) was also synthesized and its chemiluminescent properties were examined. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00171-x