5-O-tert-butyldimethylsilyl-7-O-(2-tert-butyldimethylsilyloxyethyl)chrysin | 265975-32-4

• 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: 5-O-tert-butyldimethylsilyl-7-O-(2-tert-butyldimethylsilyloxyethyl)chrysin
• 英文别名: 5-[Tert-butyl(dimethyl)silyl]oxy-7-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]-2-phenylchromen-4-one
• CAS: 265975-32-4
• 化学式: C₂₉H₄₂O₅Si₂
• 分子量: 526.82
• InChiKey: DTLWQYCBNBEFIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.24
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-O-tert-butyldimethylsilyl-7-O-(2-tert-butyldimethylsilyloxyethyl)chrysin 以 甲醇 、 四氯化碳 为溶剂， 反应 20.0h， 以92%的产率得到7-O-(2-hydroxyethyl)chrysin
  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 、 7-O-(2-hydroxyethyl)chrysin 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到5-O-tert-butyldimethylsilyl-7-O-(2-tert-butyldimethylsilyloxyethyl)chrysin
  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.