[(1S,5R,6R,9S,10S,11S,13R,16S)-5,9,16-triacetyloxy-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadeca-2,7-dien-11-yl] acetate | 1262663-11-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(1S,5R,6R,9S,10S,11S,13R,16S)-5,9,16-triacetyloxy-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadeca-2,7-dien-11-yl] acetate
• CAS: 1262663-11-5
• 化学式: C₂₅H₃₂O₉
• 分子量: 476.524
• InChiKey: NDCQSNRTLPRYGE-ITHSILFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  [(1S,5R,6R,9S,10S,11S,13R,16S)-9,16-diacetyloxy-5-hydroxy-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadeca-2,7-dien-11-yl] acetate 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到[(1S,5R,6R,9S,10S,11S,13R,16S)-5,9,16-triacetyloxy-6,10-dimethyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadeca-2,7-dien-11-yl] acetate
  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