[(1S,5R,8R,9R,10S,11S,13R,16S)-9,11,16-triacetyloxy-5-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadeca-2,6-dien-8-yl] benzoate | 1262663-05-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(1S,5R,8R,9R,10S,11S,13R,16S)-9,11,16-triacetyloxy-5-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadeca-2,6-dien-8-yl] benzoate
• CAS: 1262663-05-7
• 化学式: C₄₆H₄₇NO₁₃
• 分子量: 821.878
• InChiKey: HXQYIKFBOLFJKT-VCSCRRDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  60
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  190
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  [(1S,5R,8R,9R,10S,11S,13R,16S)-9,11,16-triacetyloxy-5-hydroxy-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadeca-2,6-dien-8-yl] benzoate 、 (3R,4S)-1-苯甲酰-3-(1-乙氧乙氧基)-4-苯基-2-氮杂环丁酮 在 sodium hexamethyldisilazane 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 以30%的产率得到[(1S,5R,8R,9R,10S,11S,13R,16S)-9,11,16-triacetyloxy-5-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadeca-2,6-dien-8-yl] benzoate
  参考文献：
  名称：

  Fragmentations of 13-oxo-taxyunnansin A and their application to preparation of abeo-paclitaxel and abeo-docetaxel analogues

  摘要：

  Two interesting unprecedented fragmentations of 13-oxo-taxyunnansin A (3), initiated by treatment with (t)BuOK and Red-Al, respectively, have been discovered, optimized and successfully applied to the synthesis of novel abeo-paclitaxel and abeo-docetaxel derivatives. Eight new derivatives of abeo-paclitaxel and abeo-docetaxel possessing the structurally simplified 11 (15 -> 1)-abeo-taxane skeleton with an oxetane ring and pi bond conjugate system were accordingly prepared for the further evaluation of anticancer activities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.008