(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-8-(acetoxymethyl)-9,11-dihydroxy-4a,13,13-trimethyl-5-oxo-4,6-bis((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 | 195142-02-0

• 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)-12b-acetoxy-8-(acetoxymethyl)-9,11-dihydroxy-4a,13,13-trimethyl-5-oxo-4,6-bis((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: 195142-02-0
• 化学式: C₄₃H₆₆O₁₂Si₂
• 分子量: 831.161
• InChiKey: IOBRZQIARGYVJI-NVCFCFSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.68
• 重原子数：
  57.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  164.12
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (4S,5R)-2,2-二甲基-4-苯基-3-叔丁氧基羰基-3,5-氧氮杂环戊烷甲酸 、 (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-8-(acetoxymethyl)-9,11-dihydroxy-4a,13,13-trimethyl-5-oxo-4,6-bis((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 4-二甲氨基吡啶 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 生成 [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-14-(acetyloxymethyl)-1,9,12-trihydroxy-15-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]oxy-10,17,17-trimethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
  参考文献：
  名称：

  First synthesis and cytotoxic activity of novel docetaxel analogs modified at the C18-position

  摘要：

  To investigate the effect of the C-18 position of docetaxel in its cytotoxic activity, 18-modified docetaxel analogs were synthesized for the first time from the 18-brominated baccatin derivatives. All of these analogs were found to be less active than docetaxel in cytotoxic activity against four test cell lines. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10128-7
• 作为产物：
  描述：

  7,10,13-tris(triethylsilyl)-10-deacetylbaccatin III 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 1.0h， 生成 (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-8-(acetoxymethyl)-9,11-dihydroxy-4a,13,13-trimethyl-5-oxo-4,6-bis((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：

  First synthesis and cytotoxic activity of novel docetaxel analogs modified at the C18-position

  摘要：

  To investigate the effect of the C-18 position of docetaxel in its cytotoxic activity, 18-modified docetaxel analogs were synthesized for the first time from the 18-brominated baccatin derivatives. All of these analogs were found to be less active than docetaxel in cytotoxic activity against four test cell lines. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10128-7