(5-Phenyl-pyridin-2-yl)-acetic acid benzyl ester | 883719-45-7

• 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: (5-Phenyl-pyridin-2-yl)-acetic acid benzyl ester
• 英文别名: Benzyl 2-(5-phenylpyridin-2-yl)acetate；benzyl 2-(5-phenylpyridin-2-yl)acetate
• CAS: 883719-45-7
• 化学式: C₂₀H₁₇NO₂
• 分子量: 303.36
• InChiKey: REGSZVIRUHQPSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5-Phenyl-pyridin-2-yl)-acetic acid benzyl ester 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 xylene 为溶剂， 生成 4-hydroxy-3-(5-phenyl-pyridin-2-yl)-coumarin
  参考文献：
  名称：

  Solid phase synthesis of 3-(5-arylpyridin-2-yl)-4-hydroxycoumarins

  摘要：

  A solid phase strategy has been developed for the synthesis of 3-(5-arylpyridin-2-yl)-4-hydroxycoumarins. The key transformation is an intramolecular ipso substitution reaction which forms the coumarin heterocycle and culminates with cleavage of product from the polymer support. The pyridine moiety at C3 can be further modified with Suzuki coupling. A sample library with two diversity elements has been synthesized to demonstrate this ipso substation-based cyclo-elimination strategy. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.01.069
• 作为产物：
  描述：

  benzyl 2-(5-bromo-2-pyridyl)acetate 、 苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 苯 为溶剂， 反应 12.0h， 以80%的产率得到(5-Phenyl-pyridin-2-yl)-acetic acid benzyl ester
  参考文献：
  名称：

  Solid phase synthesis of 3-(5-arylpyridin-2-yl)-4-hydroxycoumarins

  摘要：

  A solid phase strategy has been developed for the synthesis of 3-(5-arylpyridin-2-yl)-4-hydroxycoumarins. The key transformation is an intramolecular ipso substitution reaction which forms the coumarin heterocycle and culminates with cleavage of product from the polymer support. The pyridine moiety at C3 can be further modified with Suzuki coupling. A sample library with two diversity elements has been synthesized to demonstrate this ipso substation-based cyclo-elimination strategy. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.01.069

文献信息

• Solid phase synthesis of 3-(5-arylpyridin-2-yl)-4-hydroxycoumarins
  作者：Yannan Liu、Aaron D. Mills、Mark J. Kurth

  DOI：10.1016/j.tetlet.2006.01.069

  日期：2006.3

  A solid phase strategy has been developed for the synthesis of 3-(5-arylpyridin-2-yl)-4-hydroxycoumarins. The key transformation is an intramolecular ipso substitution reaction which forms the coumarin heterocycle and culminates with cleavage of product from the polymer support. The pyridine moiety at C3 can be further modified with Suzuki coupling. A sample library with two diversity elements has been synthesized to demonstrate this ipso substation-based cyclo-elimination strategy. (c) 2006 Elsevier Ltd. All rights reserved.