4-deacetyl-4-(3-carboxypropanoyl)-3'-desphenyl-3'-(m-benzyloxyphenyl)-7-TES-2'-TIPS-paclitaxel | 817208-00-7

• 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: 4-deacetyl-4-(3-carboxypropanoyl)-3'-desphenyl-3'-(m-benzyloxyphenyl)-7-TES-2'-TIPS-paclitaxel
• CAS: 817208-00-7
• 化学式: C₇₁H₉₃NO₁₇Si₂
• 分子量: 1288.69
• InChiKey: MXTDPDRJUZONKT-NBDTXKQTSA-N

物化性质

• 沸点：
  1104.6±65.0 °C(predicted)
• 密度：
  1.23±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.39
• 重原子数：
  91.0
• 可旋转键数：
  26.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  245.82
• 氢给体数：
  3.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  4-deacetyl-4-(3-carboxypropanoyl)-3'-desphenyl-3'-(m-benzyloxyphenyl)-7-TES-2'-TIPS-paclitaxel 在 palladium on activated charcoal 2,4,6-三氯苯甲酰氯 、 氢气 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 49.5h， 生成
  参考文献：
  名称：

  Syntheses and bioactivities of macrocyclic paclitaxel bis-lactones

  摘要：

  Five macrocyclic paclitaxel bis-lactones and their corresponding open chain taxoids were synthesized as models of the tubulin-binding conformation of paclitaxel. Macrocyclic lactones with a 19-21-membered ring underwent isomerization to form smaller rings. The lactones were evaluated for cytotoxicity and tubulin-polymerization ability. All five macrocyclic paclitaxel lactones were active, but less so than paclitaxel, while the rearranged macrocyclic lactones and the corresponding open-chain taxoids were much less active or inactive. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.09.002
• 作为产物：
  描述：

  4-deacetyl-4-(4-pentanoyl)-3'-desphenyl-3'-(m-benzyloxyphenyl)-7-TES-2'-TIPS-paclitaxel 在 ruthenium trichloride 、 sodium periodate 作用下， 以 四氯化碳 、 水 、 乙腈 为溶剂， 反应 24.0h， 以58%的产率得到4-deacetyl-4-(3-carboxypropanoyl)-3'-desphenyl-3'-(m-benzyloxyphenyl)-7-TES-2'-TIPS-paclitaxel
  参考文献：
  名称：

  Syntheses and bioactivities of macrocyclic paclitaxel bis-lactones

  摘要：

  Five macrocyclic paclitaxel bis-lactones and their corresponding open chain taxoids were synthesized as models of the tubulin-binding conformation of paclitaxel. Macrocyclic lactones with a 19-21-membered ring underwent isomerization to form smaller rings. The lactones were evaluated for cytotoxicity and tubulin-polymerization ability. All five macrocyclic paclitaxel lactones were active, but less so than paclitaxel, while the rearranged macrocyclic lactones and the corresponding open-chain taxoids were much less active or inactive. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.09.002