(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-4-methylocta-2,4-dienoicacid ethyl ester | 443770-57-8

• 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: (2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-4-methylocta-2,4-dienoicacid ethyl ester
• 英文别名: ethyl (2E,4E)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-methylocta-2,4-dienoate
• CAS: 443770-57-8
• 化学式: C₁₈H₃₄O₃Si
• 分子量: 326.552
• InChiKey: PDFLOYJOEZQBTA-NOVYJZLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-4-methylocta-2,4-dienoicacid ethyl ester 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以97%的产率得到(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-4-methylocta-2,4-dien-1-ol
  参考文献：
  名称：

  Total synthesis of pyridovericin

  摘要：

  The total synthesis of the naturally occurring kinase inhibitor pyridovericin 1 is reported. A flexible and efficient synthesis has been accomplished in good yield from readily available 2,4-dihydroxypyridine. Pyridovericin is a key intermediate in our proposed biomimetic synthesis of pyridomacrolidin 2. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.07.035
• 作为产物：
  描述：

  2-乙基-1,3-丙二醇 在 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 、 苯 为溶剂， 生成 (2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-4-methylocta-2,4-dienoicacid ethyl ester
  参考文献：
  名称：

  Total Synthesis of Pyridovericin:  Studies toward the Biomimetic Synthesis of Pyridomacrolidin

  摘要：

  [GRAPHICS]The total synthesis of the novel metabolite pyridovericin I is reported. The synthesis of this key intermediate in our proposed biomimetic synthesis of pyridomacrolidin 2 has been accomplished in good yield from readily available 2,4-dihydroxypyridine.

  DOI：

  10.1021/ol0200504

文献信息

• Total Synthesis of Pyridovericin:  Studies toward the Biomimetic Synthesis of Pyridomacrolidin
  作者：Jack E. Baldwin、Robert M. Adlington、Aurelia Conte、Nageswara Rao Irlapati、Rodolfo Marquez、Gareth J. Pritchard

  DOI：10.1021/ol0200504

  日期：2002.6.1

  [GRAPHICS]The total synthesis of the novel metabolite pyridovericin I is reported. The synthesis of this key intermediate in our proposed biomimetic synthesis of pyridomacrolidin 2 has been accomplished in good yield from readily available 2,4-dihydroxypyridine.
• Total synthesis of pyridovericin
  作者：Nageswara Rao Irlapati、Robert M. Adlington、Aurelia Conte、Gareth J. Pritchard、Rodolfo Marquez、Jack E. Baldwin

  DOI：10.1016/j.tet.2004.07.035

  日期：2004.10

  The total synthesis of the naturally occurring kinase inhibitor pyridovericin 1 is reported. A flexible and efficient synthesis has been accomplished in good yield from readily available 2,4-dihydroxypyridine. Pyridovericin is a key intermediate in our proposed biomimetic synthesis of pyridomacrolidin 2. (C) 2004 Elsevier Ltd. All rights reserved.