4-deacetyl-4-(4-pentanoyl)-3'-desphenyl-3'-(m-benzyloxyphenyl)-7-TES-2'-TIPS-paclitaxel | 817207-98-0

• 英文名称: 4-deacetyl-4-(4-pentanoyl)-3'-desphenyl-3'-(m-benzyloxyphenyl)-7-TES-2'-TIPS-paclitaxel
• CAS: 817207-98-0
• 化学式: C₇₂H₉₅NO₁₅Si₂
• 分子量: 1270.71
• InChiKey: GWVKIQNHBLWMNJ-UGPWJQJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.49
• 重原子数：
  90.0
• 可旋转键数：
  26.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  208.52
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  (3R,4S)-4-(3-(benzyloxy)phenyl)-3-hydroxy-1-(4-methoxyphenyl)azetidin-2-one 在 咪唑 、 4-二甲氨基吡啶 、 ammonium cerium(IV) nitrate 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 29.75h， 生成 4-deacetyl-4-(4-pentanoyl)-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