4-[(3R,5S)-3-hydroxy-5-tert-butyldiphenylsilanyloxy-7-phenylheptyl]-2-methoxyphenol | 1172102-12-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4-[(3R,5S)-3-hydroxy-5-tert-butyldiphenylsilanyloxy-7-phenylheptyl]-2-methoxyphenol
• CAS: 1172102-12-3
• 化学式: C₃₆H₄₄O₄Si
• 分子量: 568.828
• InChiKey: HGNQWZZUQFPCCC-JSOSNVBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.66
• 重原子数：
  41.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-[(3R,5S)-3-hydroxy-5-tert-butyldiphenylsilanyloxy-7-phenylheptyl]-2-methoxyphenol 在 甲醇 作用下， 反应 1.0h， 以95%的产率得到(3R,5S)-1-(4-hydroxy-3-methoxyphenyl)-7-phenylheptane-3,5-diol
  参考文献：
  名称：

  Synthesis of yashabushidiol and its analogues and their cytotoxic activity against cancer cell lines

  摘要：

  A total synthesis of yashabushidiol (1a), a linear diarylheptanoid having 1,3-diol system and its analogues has been achieved by alkynylation of 3-hydroxy-5-phenyl pentanal with substituted phenyl acetylenes. All the compounds have shown significant anti-proliferative activity on human leukemia (THP-1, U-937) and melanoma (A-375) cell lines. Compounds 2a and 2b were found to be most potent with an IC50 of 12.82 mu g/mL and 12.62 mu g/mL, respectively, on THP-1 leukemia cell line. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.061
• 作为产物：
  描述：

  (3S,5S)-1-[4-(benzyloxy)-3-methoxyphenyl]-5-tert-butyldiphenylsilanyloxy-1,7-phenylhept-1-yn-3-ol 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以90%的产率得到4-[(3R,5S)-3-hydroxy-5-tert-butyldiphenylsilanyloxy-7-phenylheptyl]-2-methoxyphenol
  参考文献：
  名称：

  Synthesis of yashabushidiol and its analogues and their cytotoxic activity against cancer cell lines

  摘要：

  A total synthesis of yashabushidiol (1a), a linear diarylheptanoid having 1,3-diol system and its analogues has been achieved by alkynylation of 3-hydroxy-5-phenyl pentanal with substituted phenyl acetylenes. All the compounds have shown significant anti-proliferative activity on human leukemia (THP-1, U-937) and melanoma (A-375) cell lines. Compounds 2a and 2b were found to be most potent with an IC50 of 12.82 mu g/mL and 12.62 mu g/mL, respectively, on THP-1 leukemia cell line. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.061