3-bromo-2,4-dimethoxy-5-(p-benzyloxyphenyl)pyridine | 443770-53-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-bromo-2,4-dimethoxy-5-(p-benzyloxyphenyl)pyridine
• 英文别名: 3-Bromo-2,4-dimethoxy-5-(4-phenylmethoxyphenyl)pyridine
• CAS: 443770-53-4
• 化学式: C₂₀H₁₈BrNO₃
• 分子量: 400.272
• InChiKey: CENYUNYCRUVJJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-bromo-2,4-dimethoxy-5-(p-benzyloxyphenyl)pyridine 在 manganese(IV) oxide 、 叔丁基锂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (2E,4E)-6-(tert-butyldimethylsilanyloxymethyl)-1-[5-(p-benzyloxyphenyl)-2,4-dimethoxypyridine-3-yl]-4-methylocta-2,4-dien-1-one
  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
• 作为产物：
  描述：

  4-苄氧基溴苯 在 四(三苯基膦)钯 、 正丁基锂 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 生成 3-bromo-2,4-dimethoxy-5-(p-benzyloxyphenyl)pyridine
  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.