(3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5,12-dioxo-tridecanoic acid methyl ester | 681259-79-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5,12-dioxo-tridecanoic acid methyl ester
• 英文别名: methyl (3S,6R,7S,8S)-3,7-bis[[tert-butyl(dimethyl)silyl]oxy]-4,4,6,8-tetramethyl-5,12-dioxotridecanoate
• CAS: 681259-79-0
• 化学式: C₃₀H₆₀O₆Si₂
• 分子量: 572.974
• InChiKey: XYFNKDCOFLBFGY-YUZJIJRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.96
• 重原子数：
  38
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5,12-dioxo-tridecanoic acid methyl ester 、 alkaline earth salt of/the/ methylsulfuric acid 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 4-二甲氨基吡啶 、 lithium hydroxide 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 、 异丙醇 、 甲苯 为溶剂， 反应 120.0h， 生成 (S)-14-methyl-epothilone D
  参考文献：
  名称：

  Rapid access to epothilone analogs via semisynthetic degradation and reconstruction of epothilone D

  摘要：

  A facile and efficient route to epothilone analogs has been developed from the natural product epothilone D (1). Degradation of 1 via an oxidative cleavage sequence provides acid intermediate 4 rapidly in six steps. From 4, a variety of epothilone analogs have been prepared utilizing ring-closing metathesis to reconstruct the trisubstituted-12,13-double bond. Using this approach, we report a number of epothilone analogs with varying C-15 aromatic side chains and C-14 allylic substitutions and their biological activities. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.123
• 作为产物：
  描述：

  epothilone D 在 pig liver esterase 2,6-二甲基吡啶 、 甲醇 、 臭氧 作用下， 以 二氯甲烷 、 二甲基亚砜 、 甲苯 为溶剂， 反应 13.2h， 生成 (3S,6R,7S,8S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5,12-dioxo-tridecanoic acid methyl ester
  参考文献：
  名称：

  EPOTHILONE ANALOGUES, THEIR PHARMACEUTICAL COMPOSITIONS, THEIR USE AND THEIR PREPA RATIONS

  摘要：

  本发明涉及新型的15-成员噻唑内酯或内酰胺多酮化合物，它们的药物组合物，它们的用途和它们的制备。所公开的化合物涉及一般式I的化合物，它们的制备以及它们用于制备作为细胞抑制剂使用的治疗组合物。

  公开号：

  US20110112149A1

文献信息

• EP2261221
  申请人：——

  公开号：——

  公开（公告）日：——
• EPOTHILONE ANALOGUES, THEIR PHARMACEUTICAL COMPOSITIONS, THEIR USE AND THEIR PREPA RATIONS
  申请人：Tang Li

  公开号：US20110112149A1

  公开（公告）日：2011-05-12

  The present invention relates to novel 15-membered thiazole lactone or lactam polyketide compounds, their pharmaceutical compositions, their use and their preparations. The disclosed compounds relate to those of general formula I, their preparations and their use for preparing therapeutical compositions used as cell inhibitors.

  本发明涉及新型的15-成员噻唑内酯或内酰胺多酮化合物，它们的药物组合物，它们的用途和它们的制备。所公开的化合物涉及一般式I的化合物，它们的制备以及它们用于制备作为细胞抑制剂使用的治疗组合物。
• Rapid access to epothilone analogs via semisynthetic degradation and reconstruction of epothilone D
  作者：Steven D. Dong、Kurt Sundermann、Karen M.J. Smith、Joseph Petryka、Fenghua Liu、David C. Myles

  DOI：10.1016/j.tetlet.2003.12.123

  日期：2004.2

  A facile and efficient route to epothilone analogs has been developed from the natural product epothilone D (1). Degradation of 1 via an oxidative cleavage sequence provides acid intermediate 4 rapidly in six steps. From 4, a variety of epothilone analogs have been prepared utilizing ring-closing metathesis to reconstruct the trisubstituted-12,13-double bond. Using this approach, we report a number of epothilone analogs with varying C-15 aromatic side chains and C-14 allylic substitutions and their biological activities. (C) 2004 Elsevier Ltd. All rights reserved.