5,6-dimethyl-4-hydroxy-3-methoxy-2-pyridone | 134272-25-6

• 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: 5,6-dimethyl-4-hydroxy-3-methoxy-2-pyridone
• 英文别名: 4-Hydroxy-3-methoxy-5,6-dimethylpyridin-2(1H)-one；4-hydroxy-3-methoxy-5,6-dimethyl-1H-pyridin-2-one
• CAS: 134272-25-6
• 化学式: C₈H₁₁NO₃
• 分子量: 169.18
• InChiKey: RDWPEAUTBLSYLD-UHFFFAOYSA-N

物化性质

• 沸点：
  334.4±42.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6-dimethyl-4-hydroxy-3-methoxy-2-pyridone 、 叔丁基二甲基氯硅烷 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到C₁₄H₂₅NO₃Si
  参考文献：
  名称：

  Total Synthesis of Piericidin A1. Application of a Modified Negishi Carboalumination-Nickel-Catalyzed Cross-Coupling

  摘要：

  A total synthesis of the mitochondrial complex I inhibitor piericidin A1 is described. It features a unique strategy for the key disconnection, highlighting a modified Negishi carboalumination/Ni-catalyzed cross-coupling on a polyenyne precursor.

  DOI：

  10.1021/ja809542r
• 作为产物：
  描述：

  4-Hydroxy-3-methoxy-1-[(4-methoxyphenyl)methyl]-5,6-dimethylpyridin-2-one 在 三氟乙酸 作用下， 以86%的产率得到5,6-dimethyl-4-hydroxy-3-methoxy-2-pyridone
  参考文献：
  名称：

  Total Synthesis of Piericidin A1. Application of a Modified Negishi Carboalumination-Nickel-Catalyzed Cross-Coupling

  摘要：

  A total synthesis of the mitochondrial complex I inhibitor piericidin A1 is described. It features a unique strategy for the key disconnection, highlighting a modified Negishi carboalumination/Ni-catalyzed cross-coupling on a polyenyne precursor.

  DOI：

  10.1021/ja809542r

文献信息

• Carboalumination/Ni-catalyzed couplings. A short synthesis of verticipyrone
  作者：Bruce H. Lipshutz、Benjamin Amorelli

  DOI：10.1016/j.tetlet.2009.02.167

  日期：2009.5

  Verticipyrone (1) has been synthesized in six overall steps from commercially available ethyl-2-methylacetoacetate. This represents the first successful application of a modified Negishi carboalumination nickel-catalyzed cross-coupling reaction to a chloromethylated pyrone. (C) 2009 Elsevier Ltd. All rights reserved.
• Chung, Kun Hoe; Cho, Kwang Yun; Asami, Yasuko, Heterocycles, 1991, vol. 32, # 1, p. 99 - 105
  作者：Chung, Kun Hoe、Cho, Kwang Yun、Asami, Yasuko、Takahashi, Nobutaka、Yoshida, Shigeo

  DOI：——

  日期：——
• Total Synthesis of Piericidin A1. Application of a Modified Negishi Carboalumination-Nickel-Catalyzed Cross-Coupling
  作者：Bruce H. Lipshutz、Benjamin Amorelli

  DOI：10.1021/ja809542r

  日期：2009.2.4

  A total synthesis of the mitochondrial complex I inhibitor piericidin A1 is described. It features a unique strategy for the key disconnection, highlighting a modified Negishi carboalumination/Ni-catalyzed cross-coupling on a polyenyne precursor.