1-[3-(tert-butyldimethylsilanyloxy)-4,5-dimethoxyphenyl]ethanone | 1170046-00-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[3-(tert-butyldimethylsilanyloxy)-4,5-dimethoxyphenyl]ethanone
• 英文别名: 1-[3-[Tert-butyl(dimethyl)silyl]oxy-4,5-dimethoxyphenyl]ethanone
• CAS: 1170046-00-0
• 化学式: C₁₆H₂₆O₄Si
• 分子量: 310.466
• InChiKey: OHCRCMOCFBOONG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[3-(tert-butyldimethylsilanyloxy)-4,5-dimethoxyphenyl]ethanone 、 对甲苯磺酰肼 以 乙醇 为溶剂， 以83%的产率得到N-[1-[3-[tert-butyl(dimethyl)silyl]oxy-4,5-dimethoxyphenyl]ethylideneamino]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Isocombretastatins A versus Combretastatins A: The Forgotten isoCA-4 Isomer as a Highly Promising Cytotoxic and Antitubulin Agent

  摘要：

  Herein is reported a convergent synthesis of isocombretastatins A, a novel class of potent antitubulin agents. These compounds having a 1,1-diarylethylene scaffold constitute the simplest isomers of natural Z-combretastatins A that are easy to synthesize without need to control the Z-olefin geometry. The discovery of isoCA-4 with biological activities comparable to that of CA-4 represents a major progress in this field.

  DOI：

  10.1021/jm900321u
• 作为产物：
  描述：

  在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以216 mg的产率得到1-[3-(tert-butyldimethylsilanyloxy)-4,5-dimethoxyphenyl]ethanone
  参考文献：
  名称：

  Isocombretastatins A versus Combretastatins A: The Forgotten isoCA-4 Isomer as a Highly Promising Cytotoxic and Antitubulin Agent

  摘要：

  Herein is reported a convergent synthesis of isocombretastatins A, a novel class of potent antitubulin agents. These compounds having a 1,1-diarylethylene scaffold constitute the simplest isomers of natural Z-combretastatins A that are easy to synthesize without need to control the Z-olefin geometry. The discovery of isoCA-4 with biological activities comparable to that of CA-4 represents a major progress in this field.

  DOI：

  10.1021/jm900321u

文献信息

• <i>Iso</i>combretastatins A versus Combretastatins A: The Forgotten <i>iso</i>CA-4 Isomer as a Highly Promising Cytotoxic and Antitubulin Agent
  作者：Samir Messaoudi、Bret Tréguier、Abdallah Hamze、Olivier Provot、Jean-François Peyrat、Jordi Rodrigo De Losada、Jian-Miao Liu、Jérôme Bignon、Joanna Wdzieczak-Bakala、Sylviane Thoret、Joëlle Dubois、Jean-Daniel Brion、Mouâd Alami

  DOI：10.1021/jm900321u

  日期：2009.7.23

  Herein is reported a convergent synthesis of isocombretastatins A, a novel class of potent antitubulin agents. These compounds having a 1,1-diarylethylene scaffold constitute the simplest isomers of natural Z-combretastatins A that are easy to synthesize without need to control the Z-olefin geometry. The discovery of isoCA-4 with biological activities comparable to that of CA-4 represents a major progress in this field.