Acetic acid (1R,2R,3R,5S,8R,9R,10R,13S)-2,10-diacetoxy-13-hydroxy-8,12,15,15-tetramethyl-4-methylene-5-triethylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-9-yl ester | 546078-36-8

• 英文名称: Acetic acid (1R,2R,3R,5S,8R,9R,10R,13S)-2,10-diacetoxy-13-hydroxy-8,12,15,15-tetramethyl-4-methylene-5-triethylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-9-yl ester
• CAS: 546078-36-8
• 化学式: C₃₂H₅₂O₈Si
• 分子量: 592.846
• InChiKey: HAMYWTAZBHAIIA-XSOXYSQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  41.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  108.36
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (1R,2R,3R,5S,8R,9R,10R,13S)-2,10-diacetoxy-13-hydroxy-8,12,15,15-tetramethyl-4-methylene-5-triethylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-9-yl ester 在 吡啶 、 咪唑 、 4-二甲氨基吡啶 、 sodium hypochlorite 、 sodium tetrahydroborate 、 硼烷 、 盐酸羟胺 、 四丁基氟化铵 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 44.0h， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of 4-Deacetoxy-1,7-dideoxy azetidine paclitaxel analogues

  摘要：

  Three novel 4-deacetoxy-1,7-dideoxy azetidine paclitaxel analogues were synthesized through a convenient route that employed hydroboration-amination and intramolecular S(N)2-type substitution reaction from a natural taxoid taxinine. All analogues have been tested for cytotoxicity against three human tumor cell lines. None of them showed remarkable cytotoxicity compared to paclitaxel against tested tumor cell lines. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00054-4
• 作为产物：
  描述：

  Acetic acid (1R,2R,3R,5S,8R,9R,10R)-2,10-diacetoxy-8,12,15,15-tetramethyl-4-methylene-13-oxo-5-triethylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-9-yl ester 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 甲醇 为溶剂， 以73%的产率得到Acetic acid (1R,2R,3R,5S,8R,9R,10R,13S)-2,10-diacetoxy-13-hydroxy-8,12,15,15-tetramethyl-4-methylene-5-triethylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadec-11-en-9-yl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of 4-Deacetoxy-1,7-dideoxy azetidine paclitaxel analogues

  摘要：

  Three novel 4-deacetoxy-1,7-dideoxy azetidine paclitaxel analogues were synthesized through a convenient route that employed hydroboration-amination and intramolecular S(N)2-type substitution reaction from a natural taxoid taxinine. All analogues have been tested for cytotoxicity against three human tumor cell lines. None of them showed remarkable cytotoxicity compared to paclitaxel against tested tumor cell lines. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00054-4