(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-11-hydroxy-4a,8,13,13-tetramethyl-4,6-bis((methylthio)methoxy)-5-oxo-9-((trimethylsilyl)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 | 709673-74-5

• 英文名称: (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-11-hydroxy-4a,8,13,13-tetramethyl-4,6-bis((methylthio)methoxy)-5-oxo-9-((trimethylsilyl)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: 709673-74-5
• 化学式: C₃₆H₅₂O₁₀S₂Si
• 分子量: 737.02
• InChiKey: UAMRLWXLHCIZRC-HCMCJCFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  49.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  126.82
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  乙二醇 、 (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-11-hydroxy-4a,8,13,13-tetramethyl-4,6-bis((methylthio)methoxy)-5-oxo-9-((trimethylsilyl)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 N-碘代丁二酰亚胺 、 silver trifluoromethanesulfonate 作用下， 以 四氢呋喃 为溶剂， 以53%的产率得到
  参考文献：
  名称：

  Synthesis and biological activity of macrocyclic taxane analogues

  摘要：

  A series of paclitaxel analogues possessing a macrocyclic structure between the 7 and 10 positions has been prepared. These compounds possess in vitro activity against a paclitaxel resistant cell line and have in vivo activity comparable to paclitaxel. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.086
• 作为产物：
  描述：

  2'-O-(tert-butyldimethylsilyl)-10-deacetylpaclitaxel 在 tetrabutylammonium borohydride 、 N,N-二异丙基乙胺 、 过氧化苯甲酰 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-11-hydroxy-4a,8,13,13-tetramethyl-4,6-bis((methylthio)methoxy)-5-oxo-9-((trimethylsilyl)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 activity of macrocyclic taxane analogues

  摘要：

  A series of paclitaxel analogues possessing a macrocyclic structure between the 7 and 10 positions has been prepared. These compounds possess in vitro activity against a paclitaxel resistant cell line and have in vivo activity comparable to paclitaxel. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.086