(R)-N-(4-benzoylphenyl)-14-((tert-butyldimethylsilyl)oxy)-14-((2R,2'R,5R,5'R)-5'-((5S,9S)-9-hexyl-2,2,3,3,11,11,12,12-octamethyl-4,10-dioxa-3,11-disilatridecan-5-yl)octahydro-[2,2'-bifuran]-5-yl)tetradecanamide | 1094307-02-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-N-(4-benzoylphenyl)-14-((tert-butyldimethylsilyl)oxy)-14-((2R,2'R,5R,5'R)-5'-((5S,9S)-9-hexyl-2,2,3,3,11,11,12,12-octamethyl-4,10-dioxa-3,11-disilatridecan-5-yl)octahydro-[2,2'-bifuran]-5-yl)tetradecanamide
• CAS: 1094307-02-4
• 化学式: C₆₄H₁₁₃NO₇Si₃
• 分子量: 1092.86
• InChiKey: CYFSOJXAOHBJEJ-AEGDFOOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.94
• 重原子数：
  75.0
• 可旋转键数：
  34.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  92.32
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (R)-N-(4-benzoylphenyl)-14-((tert-butyldimethylsilyl)oxy)-14-((2R,2'R,5R,5'R)-5'-((5S,9S)-9-hexyl-2,2,3,3,11,11,12,12-octamethyl-4,10-dioxa-3,11-disilatridecan-5-yl)octahydro-[2,2'-bifuran]-5-yl)tetradecanamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以100%的产率得到
  参考文献：
  名称：

  Highly cytotoxic and neurotoxic acetogenins of the Annonaceae: New putative biological targets of squamocin detected by activity-based protein profiling

  摘要：

  Acetogenins of the Annonaceae are strong inhibitors of mitochondrial complex I but discrepancies in the structure/activity relationships pled the search for other targets within the whole cell proteome. Combining hemisynthetic work, Cu-catalyzed Huisgen cycloaddition and proteomic techniques we have identified new putative protein targets of squamocin ruling out the previously accepted 'complex I dogma'. These results give new insights into the mechanism of action of these potent neurotoxic molecules. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.091
• 作为产物：
  描述：

  、 4-氨基二苯甲酮 以 二氯甲烷 为溶剂， 反应 24.0h， 以120 mg的产率得到(R)-N-(4-benzoylphenyl)-14-((tert-butyldimethylsilyl)oxy)-14-((2R,2'R,5R,5'R)-5'-((5S,9S)-9-hexyl-2,2,3,3,11,11,12,12-octamethyl-4,10-dioxa-3,11-disilatridecan-5-yl)octahydro-[2,2'-bifuran]-5-yl)tetradecanamide
  参考文献：
  名称：

  Highly cytotoxic and neurotoxic acetogenins of the Annonaceae: New putative biological targets of squamocin detected by activity-based protein profiling

  摘要：

  Acetogenins of the Annonaceae are strong inhibitors of mitochondrial complex I but discrepancies in the structure/activity relationships pled the search for other targets within the whole cell proteome. Combining hemisynthetic work, Cu-catalyzed Huisgen cycloaddition and proteomic techniques we have identified new putative protein targets of squamocin ruling out the previously accepted 'complex I dogma'. These results give new insights into the mechanism of action of these potent neurotoxic molecules. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.091