4-O-[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-2-benzoyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-12-yl] 1-O-[(1R,3R,5S,7S,8S,9R,10R,13S)-7,9,10-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-5-[(E)-3-phenylprop-2-enoyl]oxy-13-tricyclo[9.3.1.03,8]pentadec-11-enyl] butanedioate | 237429-02-6

• 英文名称: 4-O-[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-2-benzoyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-12-yl] 1-O-[(1R,3R,5S,7S,8S,9R,10R,13S)-7,9,10-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-5-[(E)-3-phenylprop-2-enoyl]oxy-13-tricyclo[9.3.1.03,8]pentadec-11-enyl] butanedioate
• CAS: 237429-02-6
• 化学式: C₇₄H₉₆O₂₁Si
• 分子量: 1349.65
• InChiKey: MKYPDCNKRZNGMB-ZJDQEJSMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.12
• 重原子数：
  96
• 可旋转键数：
  27
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  286
• 氢给体数：
  2
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  (4S,5R)-N-benzoyl-2-(2,4-dimethoxyphenyl)-4-phenyl-5-oxazolidine carboxylic acid 、 4-O-[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-2-benzoyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-12-yl] 1-O-[(1R,3R,5S,7S,8S,9R,10R,13S)-7,9,10-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-5-[(E)-3-phenylprop-2-enoyl]oxy-13-tricyclo[9.3.1.03,8]pentadec-11-enyl] butanedioate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 甲苯 为溶剂， 反应 14.0h， 以85 mg的产率得到
  参考文献：
  名称：

  Synthesis of paclitaxel (docetaxel) / 2-deacetoxytaxinine J dimers

  摘要：

  Starting from taxanes available in multigram amounts from widespread ornamental yews (10-deacetylbaccatin III (4) and 2'-deacetoxyaustrospicatine (5)), two dimeric taxoids (3a, 3b) with potential dual target specificity (beta-tubulin and P-gp) were synthesised. Both compounds lacked significant cytotoxicity, though 3b retained a strong activity in the tubulin depolimerisation assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00290-2
• 作为产物：
  描述：

  三乙基氯硅烷 、 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以54%的产率得到4-O-[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-2-benzoyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-12-yl] 1-O-[(1R,3R,5S,7S,8S,9R,10R,13S)-7,9,10-triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-5-[(E)-3-phenylprop-2-enoyl]oxy-13-tricyclo[9.3.1.03,8]pentadec-11-enyl] butanedioate
  参考文献：
  名称：

  Synthesis of paclitaxel (docetaxel) / 2-deacetoxytaxinine J dimers

  摘要：

  Starting from taxanes available in multigram amounts from widespread ornamental yews (10-deacetylbaccatin III (4) and 2'-deacetoxyaustrospicatine (5)), two dimeric taxoids (3a, 3b) with potential dual target specificity (beta-tubulin and P-gp) were synthesised. Both compounds lacked significant cytotoxicity, though 3b retained a strong activity in the tubulin depolimerisation assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00290-2