methyl 4-formyl-3-pyridin-3-ylisoxazole-5-carboxylate | 852535-63-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-formyl-3-pyridin-3-ylisoxazole-5-carboxylate
• 英文别名: Methyl 4-formyl-3-pyridin-3-yl-1,2-oxazole-5-carboxylate；methyl 4-formyl-3-pyridin-3-yl-1,2-oxazole-5-carboxylate
• CAS: 852535-63-8
• 化学式: C₁₁H₈N₂O₄
• 分子量: 232.196
• InChiKey: PCXVQNOQPKNKSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4-formyl-3-pyridin-3-ylisoxazole-5-carboxylate 在 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以100%的产率得到methyl 4-(hydroxymethyl)-3-pyridin-3-ylisoxazole-5-carboxylate
  参考文献：
  名称：

  Synthesis of alkyl 4-(diethoxymethyl)-3-pyridin-3-ylisoxazole-5-carboxylates: useful scaffold for highly functionalised 3-(pyridin-3-yl)isoxazoles

  摘要：

  The methyl 4-(diethoxymethyl)-3-(pyridin-3-yl)isoxazole-5-carboxylate obtained by domino 1,3-dipolar cycloaddition and elimination starting of pyridine-3-nitrile oxide and methyl 4,4-diethoxy-3-p-tolylsulfinylbut-2-enoate is a convenient scaffold for the synthesis of other new highly functionalised 3-pyridin-3-ylisoxazoles-5-carboxylic acid derivatives and isoxazole-annulated heterocycles. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.004
• 作为产物：
  描述：

  methyl 4-(diethoxymethyl)-3-pyridin-3-ylisoxazole-5-carboxylate 在 甲酸 作用下， 反应 3.0h， 以100%的产率得到methyl 4-formyl-3-pyridin-3-ylisoxazole-5-carboxylate
  参考文献：
  名称：

  Synthesis of alkyl 4-(diethoxymethyl)-3-pyridin-3-ylisoxazole-5-carboxylates: useful scaffold for highly functionalised 3-(pyridin-3-yl)isoxazoles

  摘要：

  The methyl 4-(diethoxymethyl)-3-(pyridin-3-yl)isoxazole-5-carboxylate obtained by domino 1,3-dipolar cycloaddition and elimination starting of pyridine-3-nitrile oxide and methyl 4,4-diethoxy-3-p-tolylsulfinylbut-2-enoate is a convenient scaffold for the synthesis of other new highly functionalised 3-pyridin-3-ylisoxazoles-5-carboxylic acid derivatives and isoxazole-annulated heterocycles. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.004

文献信息

• Synthesis of alkyl 4-(diethoxymethyl)-3-pyridin-3-ylisoxazole-5-carboxylates: useful scaffold for highly functionalised 3-(pyridin-3-yl)isoxazoles
  作者：José Luis García Ruano、Cristina Fajardo、M. Rosario Martín

  DOI：10.1016/j.tet.2005.03.004

  日期：2005.5

  The methyl 4-(diethoxymethyl)-3-(pyridin-3-yl)isoxazole-5-carboxylate obtained by domino 1,3-dipolar cycloaddition and elimination starting of pyridine-3-nitrile oxide and methyl 4,4-diethoxy-3-p-tolylsulfinylbut-2-enoate is a convenient scaffold for the synthesis of other new highly functionalised 3-pyridin-3-ylisoxazoles-5-carboxylic acid derivatives and isoxazole-annulated heterocycles. (c) 2005 Elsevier Ltd. All rights reserved.