(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-4-(fluoromethoxy)-6,9,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-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 | 208406-90-0

• 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-4-(fluoromethoxy)-6,9,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-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: 208406-90-0
• 化学式: C₃₀H₃₇FO₁₀
• 分子量: 576.616
• InChiKey: VQUWGUGZRYVNTC-AYZYBLPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  41.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  148.82
• 氢给体数：
  3.0
• 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)-12b-acetoxy-4-(fluoromethoxy)-6,9,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-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 sodium tetrahydroborate 、 sodium periodate 、 四氧化锇 、 正丁基锂 、 偶氮二异丁腈 、 三丁基膦 、 三(三甲基硅基)硅烷 、 氟化氢吡啶 、 N-甲基吗啉氧化物 、 间氯过氧苯甲酸 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Orally active docetaxel analogue

  摘要：

  To improve cytotoxicity of 10-deoxy-10-C-morpholinoethyl docetaxel analogues against various turner cell lines including resistant cells expressing P-glycoprotein (P-gp), we modified the 7-hydroxyl group to hydrophobic groups (methoxy, deoxy, 6,7-olefin, alpha -F, 7-beta -8-beta -methano, fluoromethoxy). Among these analogues. the 7-methoxy analogue showed the strongest cytotoxicity. This analogue showed potent activity against B16 melanoma BL6 in a vivo by oral administration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00682-x
• 作为产物：
  描述：

  (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12-(benzoyloxy)-4-(fluoromethoxy)-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-9-((triethylsilyl)oxy)-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)-diyl diacetate 在 氟化氢吡啶 、 肼 作用下， 以 乙醇 为溶剂， 生成 (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-4-(fluoromethoxy)-6,9,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-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：

  Orally active docetaxel analogue

  摘要：

  To improve cytotoxicity of 10-deoxy-10-C-morpholinoethyl docetaxel analogues against various turner cell lines including resistant cells expressing P-glycoprotein (P-gp), we modified the 7-hydroxyl group to hydrophobic groups (methoxy, deoxy, 6,7-olefin, alpha -F, 7-beta -8-beta -methano, fluoromethoxy). Among these analogues. the 7-methoxy analogue showed the strongest cytotoxicity. This analogue showed potent activity against B16 melanoma BL6 in a vivo by oral administration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00682-x