[(1S,2S,3R,4S,7R,8R,9R,10S,12R,15S)-4,12-diacetyloxy-1,8,9-trihydroxy-10,14,17,17-tetramethyl-15-[(2R,3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenyl-2-triethylsilyloxypropanoyl]oxy-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate | 340820-39-5

• 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: [(1S,2S,3R,4S,7R,8R,9R,10S,12R,15S)-4,12-diacetyloxy-1,8,9-trihydroxy-10,14,17,17-tetramethyl-15-[(2R,3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenyl-2-triethylsilyloxypropanoyl]oxy-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• CAS: 340820-39-5
• 化学式: C₅₁H₆₉NO₁₆Si
• 分子量: 980.191
• InChiKey: OKGDDQQYSVHDOD-QFOLGTQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.83
• 重原子数：
  69
• 可旋转键数：
  20
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  240
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  [(1S,2S,3R,4S,7R,8R,9R,10S,12R,15S)-4,12-diacetyloxy-1,8,9-trihydroxy-10,14,17,17-tetramethyl-15-[(2R,3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenyl-2-triethylsilyloxypropanoyl]oxy-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate 在 ruthenium trichloride sodium periodate 、 氯化亚砜 、 三乙胺 、 四丁基氟化铵 作用下， 以 四氯化碳 、 水 、 乙腈 、 四氢呋喃 为溶剂， 生成 [(1S,2S,3R,4S,7S,8S,9R,10S,12R,15S)-4,12-diacetyloxy-8-fluoro-1,9-dihydroxy-10,14,17,17-tetramethyl-15-[(2R,3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenyl-2-triethylsilyloxypropanoyl]oxy-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
  参考文献：
  名称：

  Synthesis of metabolically blocked paclitaxel analogues

  摘要：

  The stereospecific syntheses of the metabolically blocked 6-alpha -F, Cl, Br paclitaxel, and 6-alpha -F-10-acetyldocetaxel are described and in vitro and in vivo activity is presented. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00066-x
• 作为产物：
  描述：

  [(1S,2S,3R,4S,7S,9R,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-10,14,17,17-tetramethyl-15-[(2R,3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenyl-2-triethylsilyloxypropanoyl]oxy-8,11-dioxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 生成 [(1S,2S,3R,4S,7R,8R,9R,10S,12R,15S)-4,12-diacetyloxy-1,8,9-trihydroxy-10,14,17,17-tetramethyl-15-[(2R,3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenyl-2-triethylsilyloxypropanoyl]oxy-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
  参考文献：
  名称：

  Synthesis of metabolically blocked paclitaxel analogues

  摘要：

  The stereospecific syntheses of the metabolically blocked 6-alpha -F, Cl, Br paclitaxel, and 6-alpha -F-10-acetyldocetaxel are described and in vitro and in vivo activity is presented. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00066-x