(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-4-methylocta-2,4-dien-1-al | 443770-58-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-4-methylocta-2,4-dien-1-al
• 英文别名: (2E,4E)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-methylocta-2,4-dienal
• CAS: 443770-58-9
• 化学式: C₁₆H₃₀O₂Si
• 分子量: 282.498
• InChiKey: RZFDSAUXMXJDAE-MSEVIDPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.74
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-4-methylocta-2,4-dien-1-al 、 3-bromo-2,4-dimethoxy-5-(p-benzyloxyphenyl)pyridine 在 叔丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 以58%的产率得到(2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-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 草酰氯 、 sodium hydride 、 二异丁基氢化铝 、 二甲基亚砜 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 甲苯 、 苯 为溶剂， 反应 46.5h， 生成 (2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-4-methylocta-2,4-dien-1-al
  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

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.