[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-benzamido-2-(2-chloroacetyl)oxy-3-phenylpropanoyl]oxy-9,12-bis[(2-chloroacetyl)oxy]-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate | 168131-01-9

• 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: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-benzamido-2-(2-chloroacetyl)oxy-3-phenylpropanoyl]oxy-9,12-bis[(2-chloroacetyl)oxy]-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• CAS: 168131-01-9
• 化学式: C₅₁H₅₂Cl₃NO₁₆
• 分子量: 1041.33
• InChiKey: KQRJCEQYWMTZML-MMQIXJOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  71
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  233
• 氢给体数：
  2
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-benzamido-2-(2-chloroacetyl)oxy-3-phenylpropanoyl]oxy-9,12-bis[(2-chloroacetyl)oxy]-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate 在 甲醇 作用下， 生成 [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-9,12-bis[(2-chloroacetyl)oxy]-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
  参考文献：
  名称：

  Mechanistic considerations pertaining to the solvolysis of paclitaxel analogs bearing ester groups at the C2′ position

  摘要：

  Dilute solutions of paclitaxel-related derivatives having chloroacetyl esters in the CT position undergo ready methanolysis according to pseudo first-order kinetics while more concentrated solutions appear to be stabilized, possibly by the formation of hydrophobic aggregates that tend to bury this reaction center. Methanolysis is also attenuated in the presence of weak acid, suggesting that paclitaxel's neighboring benzamide nitrogen may be participating in the reaction by serving as an assisting nucleophile. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01643-4