ethyl (6E,8S,9R,10R,11E)-9,10-bis[[tert-butyl(dimethyl)silyl]oxy]-13-hydroxy-8-methoxy-12-methyltrideca-6,11-dienoate | 1253795-94-6

• 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: ethyl (6E,8S,9R,10R,11E)-9,10-bis[[tert-butyl(dimethyl)silyl]oxy]-13-hydroxy-8-methoxy-12-methyltrideca-6,11-dienoate
• CAS: 1253795-94-6
• 化学式: C₂₉H₅₈O₆Si₂
• 分子量: 558.947
• InChiKey: TXFYYVCOFAILLY-BFJKNSIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  37
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl (6E,8S,9R,10R,11E)-9,10-bis[[tert-butyl(dimethyl)silyl]oxy]-13-hydroxy-8-methoxy-12-methyltrideca-6,11-dienoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  Synthesis of congeners of migrastatin and dorrigocin A from d-xylose

  摘要：

  Migrastatin and dorrigocin A analogues have potential as anti-metastatic agents that act by targeting the actin-bundling protein, fascin. Syntheses of close structural analogues of these agents have been achieved. Wittig and Ando olefination reactions with an aldehyde obtained from D-xylose, respectively, gave two trisubstituted alkene intermediates that were then elaborated into either macrolactone or macrolactam analogues of migrastatin or to an acyclic dorrigocin A analogue. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.141
• 作为产物：
  描述：

  6-庚烯酸乙酯 、 (2E,4R,5R,6S)-4,5-bis[[tert-butyl(dimethyl)silyl]oxy]-6-methoxy-2-methylocta-2,7-dien-1-ol 在 Grubbs-II 作用下， 以 二氯甲烷 为溶剂， 以33%的产率得到ethyl (6E,8S,9R,10R,11E)-9,10-bis[[tert-butyl(dimethyl)silyl]oxy]-13-hydroxy-8-methoxy-12-methyltrideca-6,11-dienoate
  参考文献：
  名称：

  Synthesis of congeners of migrastatin and dorrigocin A from d-xylose

  摘要：

  Migrastatin and dorrigocin A analogues have potential as anti-metastatic agents that act by targeting the actin-bundling protein, fascin. Syntheses of close structural analogues of these agents have been achieved. Wittig and Ando olefination reactions with an aldehyde obtained from D-xylose, respectively, gave two trisubstituted alkene intermediates that were then elaborated into either macrolactone or macrolactam analogues of migrastatin or to an acyclic dorrigocin A analogue. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.141

文献信息

• Synthesis of congeners of migrastatin and dorrigocin A from d-xylose
  作者：Ying Zhou、Paul V. Murphy

  DOI：10.1016/j.tetlet.2010.07.141

  日期：2010.10

  Migrastatin and dorrigocin A analogues have potential as anti-metastatic agents that act by targeting the actin-bundling protein, fascin. Syntheses of close structural analogues of these agents have been achieved. Wittig and Ando olefination reactions with an aldehyde obtained from D-xylose, respectively, gave two trisubstituted alkene intermediates that were then elaborated into either macrolactone or macrolactam analogues of migrastatin or to an acyclic dorrigocin A analogue. (C) 2010 Elsevier Ltd. All rights reserved.