3,3',4',5,7-penta-O-tert-butyldimethylsilyltaxifolin

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3,3',4',5,7-penta-O-tert-butyldimethylsilyltaxifolin
• 英文别名: (2R,3R)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-3,5,7-tris[[tert-butyl(dimethyl)silyl]oxy]-2,3-dihydrochromen-4-one
• 化学式: C₄₅H₈₂O₇Si₅
• 分子量: 875.569
• InChiKey: SUPPJCIUWFIOOP-PVXQIPPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.93
• 重原子数：
  57
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,3',4',5,7-penta-O-tert-butyldimethylsilyltaxifolin 以 甲醇 、 四氯化碳 为溶剂， 反应 0.25h， 以98%的产率得到3,3',4',7-tetra-O-tert-butyldimethylsilyltaxifolin
  参考文献：
  名称：

  Selective Cleavage of tert-Butyldimethylsilylethers ortho to a Carbonyl Group by Ultrasound

  摘要：

  A general method for the selective cleavage of tert-butyldimethylsilylethers ortho to a carbonyl group is established by sonication of a 0.1 M solution of the substrate in 1/1 (v/v) CH3OH/CCl4. Other phenolic tert-butyldimethylsilylethers are unaffected. This reaction performed on flavanoids is completed within 3 h and no special workup is required. Other substrates are also investigated and a mechanism is proposed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00053-3
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 、 花旗松素 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以93%的产率得到3,3',4',5,7-penta-O-tert-butyldimethylsilyltaxifolin
  参考文献：
  名称：

  Selective Cleavage of tert-Butyldimethylsilylethers ortho to a Carbonyl Group by Ultrasound

  摘要：

  A general method for the selective cleavage of tert-butyldimethylsilylethers ortho to a carbonyl group is established by sonication of a 0.1 M solution of the substrate in 1/1 (v/v) CH3OH/CCl4. Other phenolic tert-butyldimethylsilylethers are unaffected. This reaction performed on flavanoids is completed within 3 h and no special workup is required. Other substrates are also investigated and a mechanism is proposed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00053-3

文献信息

• Selective Cleavage of tert-Butyldimethylsilylethers ortho to a Carbonyl Group by Ultrasound
  作者：Alex H De Groot、Roger A Dommisse、Guy L Lemière

  DOI：10.1016/s0040-4020(00)00053-3

  日期：2000.3

  A general method for the selective cleavage of tert-butyldimethylsilylethers ortho to a carbonyl group is established by sonication of a 0.1 M solution of the substrate in 1/1 (v/v) CH3OH/CCl4. Other phenolic tert-butyldimethylsilylethers are unaffected. This reaction performed on flavanoids is completed within 3 h and no special workup is required. Other substrates are also investigated and a mechanism is proposed. (C) 2000 Elsevier Science Ltd. All rights reserved.