3-Methoxy-7-methylchromen-4-one | 206984-76-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-Methoxy-7-methylchromen-4-one
• CAS: 206984-76-1
• 化学式: C₁₁H₁₀O₃
• 分子量: 190.199
• InChiKey: KLLKTEUMPUGNRI-UHFFFAOYSA-N

物化性质

• 沸点：
  318.1±42.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Methoxy-7-methylchromen-4-one 在 lithium aluminium tetrahydride 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 二甲基亚砜 、 苯 为溶剂， 反应 32.5h， 生成 (2R,5R,12S)-12,13-epoxy-15-nor-6,8,10-trichothecatriene
  参考文献：
  名称：

  Convenient Synthesis of an A-Ring Aromatic Trichothecene Analog

  摘要：

  A short and convenient route to the synthesis of A-ring aromatic trichothecene analogue 2 is described, employing a cyclobutyl carbinol rearrangement as the key step. Cycloaddition of ethylene to the methoxychromone 6 furnished the oxetanol 7 along with some cycloadduct 8, the latter arising from cleavage of 7. Lithium aluminum hydride reduction of 7 to the diol 9 followed by acid-catalyzed rearrangement afforded the benzooxabicyclo[3.2.1]octanone 10, through exclusive external bond migration. Interaction of 10 with dimethyloxosulfonium methylide furnished the desired anti-epoxide 2, whereas dimethyl sulfonium methylide yielded the syn-epoxide 12. Reduction of these epoxides provided the alcohols 13 and 14, respectively. Addition of methylmagnesium iodide to ketone 10 furnished exclusively alcohol 14, supporting the stereoassignments.

  DOI：

  10.1021/jo971970g
• 作为产物：
  描述：

  2,4,4-Trimethoxy-7-methyl-2,3-dihydrochromen-3-ol 在 盐酸 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.0h， 生成 3-Methoxy-7-methylchromen-4-one
  参考文献：
  名称：

  Convenient Synthesis of an A-Ring Aromatic Trichothecene Analog

  摘要：

  A short and convenient route to the synthesis of A-ring aromatic trichothecene analogue 2 is described, employing a cyclobutyl carbinol rearrangement as the key step. Cycloaddition of ethylene to the methoxychromone 6 furnished the oxetanol 7 along with some cycloadduct 8, the latter arising from cleavage of 7. Lithium aluminum hydride reduction of 7 to the diol 9 followed by acid-catalyzed rearrangement afforded the benzooxabicyclo[3.2.1]octanone 10, through exclusive external bond migration. Interaction of 10 with dimethyloxosulfonium methylide furnished the desired anti-epoxide 2, whereas dimethyl sulfonium methylide yielded the syn-epoxide 12. Reduction of these epoxides provided the alcohols 13 and 14, respectively. Addition of methylmagnesium iodide to ketone 10 furnished exclusively alcohol 14, supporting the stereoassignments.

  DOI：

  10.1021/jo971970g

文献信息

• Sabui, Subir Kumar; Mondal, Pranab; Venkateswaran, Ramanathapuram V., Journal of Chemical Research - Part S, 2002, # 9, p. 428 - 429
  作者：Sabui, Subir Kumar、Mondal, Pranab、Venkateswaran, Ramanathapuram V.

  DOI：——

  日期：——
• ANTIVIRAL PRODUCT
  申请人：Zhong Shouming

  公开号：US20120269768A1

  公开（公告）日：2012-10-25

  The present invention relates to a novel antiviral product, its use in the treatment of hepatitis C, and its process of manufacture. More particularly it relates to a characterised product exhibiting antiviral activity against Hepatitis C virus (HCV). In one embodiment there is provided a single herb Astragalus extract, or an active fraction thereof, for use as an antiviral in the treatment of hepatitis C.
• Convenient Synthesis of an A-Ring Aromatic Trichothecene Analog
  作者：Jayati Mal、Ramanathapuram V. Venkateswaran

  DOI：10.1021/jo971970g

  日期：1998.6.1

  A short and convenient route to the synthesis of A-ring aromatic trichothecene analogue 2 is described, employing a cyclobutyl carbinol rearrangement as the key step. Cycloaddition of ethylene to the methoxychromone 6 furnished the oxetanol 7 along with some cycloadduct 8, the latter arising from cleavage of 7. Lithium aluminum hydride reduction of 7 to the diol 9 followed by acid-catalyzed rearrangement afforded the benzooxabicyclo[3.2.1]octanone 10, through exclusive external bond migration. Interaction of 10 with dimethyloxosulfonium methylide furnished the desired anti-epoxide 2, whereas dimethyl sulfonium methylide yielded the syn-epoxide 12. Reduction of these epoxides provided the alcohols 13 and 14, respectively. Addition of methylmagnesium iodide to ketone 10 furnished exclusively alcohol 14, supporting the stereoassignments.