(5R)-3-[(S)-11-hydroxy-11-((S)-5-oxotetrahydrofuran-2-yl)undec-5-en-7-ynyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one | 866885-82-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (5R)-3-[(S)-11-hydroxy-11-((S)-5-oxotetrahydrofuran-2-yl)undec-5-en-7-ynyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one
• CAS: 866885-82-7
• 化学式: C₂₆H₃₂O₅S
• 分子量: 456.603
• InChiKey: BCJBCMQWVZHIQC-BAQBUULLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  32.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (5R)-3-[(S)-11-hydroxy-11-((S)-5-oxotetrahydrofuran-2-yl)undec-5-en-7-ynyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one 在 Wilkinson's catalyst 氢气 作用下， 以 甲醇 、 苯 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 24.0h， 以80%的产率得到(5R)-3-[(S)-11-hydroxy-11-((S)-5-oxotetrahydrofuran-2-yl)undecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one
  参考文献：
  名称：

  Design, syntheses, and biological evaluations of squamostolide and its related analogs

  摘要：

  Squamostolide and its related analogs were designed and synthesized for biological evaluation. All these compounds were tested for growth inhibition activities against human tumor cell lines, in which one of the compounds showed the most potent cyto-toxicity among these derivatives against a full panel of 60 human cancer cell lines. The same compound also showed G2/M phase arrest and a weak apoptotic effect during flow cytometric analysis. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.05.050
• 作为产物：
  描述：

  7-(trimethylsilyl)hept-1-en-6-yn-3-ol 在 bis-triphenylphosphine-palladium(II) chloride AD-mix-α 、 copper(l) iodide 、 甲基磺酰胺 、 四丁基氟化铵 、 丙酸 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 55.0h， 生成 (5R)-3-[(S)-11-hydroxy-11-((S)-5-oxotetrahydrofuran-2-yl)undec-5-en-7-ynyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one
  参考文献：
  名称：

  Design, syntheses, and biological evaluations of squamostolide and its related analogs

  摘要：

  Squamostolide and its related analogs were designed and synthesized for biological evaluation. All these compounds were tested for growth inhibition activities against human tumor cell lines, in which one of the compounds showed the most potent cyto-toxicity among these derivatives against a full panel of 60 human cancer cell lines. The same compound also showed G2/M phase arrest and a weak apoptotic effect during flow cytometric analysis. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.05.050