Acetic acid (1R,5S,7S,8S,9R,10R,11S,12S)-7,10-diacetoxy-5-hydroxy-4-hydroxymethyl-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-9-yl ester | 445473-91-6

• 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: Acetic acid (1R,5S,7S,8S,9R,10R,11S,12S)-7,10-diacetoxy-5-hydroxy-4-hydroxymethyl-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-9-yl ester
• CAS: 445473-91-6
• 化学式: C₂₆H₃₈O₉
• 分子量: 494.582
• InChiKey: FAVFVWMRGXIEOU-QMDLBFSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  35.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  136.43
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (1R,5S,7S,8S,9R,10R,11S,12S)-7,10-diacetoxy-5-hydroxy-4-hydroxymethyl-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-9-yl ester 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 吡啶 、 二氯甲烷 、 甲苯 为溶剂， 反应 23.0h， 生成
  参考文献：
  名称：

  Design and syntheses of putative bioactive taxanes

  摘要：

  Reduction of 5alpha-hydroxy-7beta,9alpha,10beta-triacetoxy-4(20), 11(12)-taxadient-13-one 1 with activated zinc in glacial acetic acid led to rearranged products, including compounds with double bonds at C3-C4, C10-C11 or with an epoxide at C11-C12. Molecular modeling studies suggested that addition of a side chain at C-20 or C-5 of the taxanes with a C3-C4 double bond might had to bioactivity. Semi-syntheses and results of bioactivities are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00066-4
• 作为产物：
  描述：

  taxuspinanane K 在 锌 作用下， 以 溶剂黄146 为溶剂， 反应 25.0h， 以13%的产率得到Acetic acid (1R,5S,7S,8S,9R,10R,11S,12S)-7,10-diacetoxy-5-hydroxy-4-hydroxymethyl-8,12,15,15-tetramethyl-13-oxo-tricyclo[9.3.1.03,8]pentadec-3-en-9-yl ester
  参考文献：
  名称：

  Design and syntheses of putative bioactive taxanes

  摘要：

  Reduction of 5alpha-hydroxy-7beta,9alpha,10beta-triacetoxy-4(20), 11(12)-taxadient-13-one 1 with activated zinc in glacial acetic acid led to rearranged products, including compounds with double bonds at C3-C4, C10-C11 or with an epoxide at C11-C12. Molecular modeling studies suggested that addition of a side chain at C-20 or C-5 of the taxanes with a C3-C4 double bond might had to bioactivity. Semi-syntheses and results of bioactivities are discussed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00066-4