(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6-acetoxy-9-azido-11-((dimethylsilyl)oxy)-12b-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4-((triethylsilyl)oxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate | 175523-43-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6-acetoxy-9-azido-11-((dimethylsilyl)oxy)-12b-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4-((triethylsilyl)oxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate
• CAS: 175523-43-0
• 化学式: C₃₇H₅₅N₃O₉Si₂
• 分子量: 742.029
• InChiKey: DNIIFTSLUBEJNK-UZBMNOCMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.44
• 重原子数：
  51.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  166.35
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6-acetoxy-9-azido-11-((dimethylsilyl)oxy)-12b-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4-((triethylsilyl)oxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate 在 苯硒酚 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Synthesis and Biological Evaluation of C-13 Amide-Linked Paclitaxel (Taxol) Analogs

  摘要：

  Several C-13 amidopaclitaxel analogs have been synthesized during the course of our structure-activity relationship study at the C-13 position. These include 4-deacetyl-13-amidopaclitaxel (4), 13-amidopaclitaxel 4-(methyl carbonate) derivatives (5a,b), and 13-amidopaclitaxel (6). None of these novel C-13 amidopaclitaxel analogs retain any activity in the tubulin polymerization assay or the in vitro cytotoxicity assay.

  DOI：

  10.1021/jo952067o
• 作为产物：
  描述：

  [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1-dimethylsilyloxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-15-trimethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate 在 四氯化碳 、 sodium azide 、 三苯基膦 、 红铝 作用下， 以 四氢呋喃 为溶剂， 反应 3.67h， 生成 (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6-acetoxy-9-azido-11-((dimethylsilyl)oxy)-12b-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4-((triethylsilyl)oxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of C-13 Amide-Linked Paclitaxel (Taxol) Analogs

  摘要：

  Several C-13 amidopaclitaxel analogs have been synthesized during the course of our structure-activity relationship study at the C-13 position. These include 4-deacetyl-13-amidopaclitaxel (4), 13-amidopaclitaxel 4-(methyl carbonate) derivatives (5a,b), and 13-amidopaclitaxel (6). None of these novel C-13 amidopaclitaxel analogs retain any activity in the tubulin polymerization assay or the in vitro cytotoxicity assay.

  DOI：

  10.1021/jo952067o