2-Amino-7-[(4-methoxyphenyl)methyl]-1-methyl-9-(3-methyl-2-oxobutyl)purin-9-ium-6-one;bromide | 1431944-96-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2-Amino-7-[(4-methoxyphenyl)methyl]-1-methyl-9-(3-methyl-2-oxobutyl)purin-9-ium-6-one;bromide
• 英文别名: 2-amino-7-[(4-methoxyphenyl)methyl]-1-methyl-9-(3-methyl-2-oxobutyl)purin-9-ium-6-one;bromide
• CAS: 1431944-96-5
• 化学式: Br*C₁₉H₂₄N₅O₃
• 分子量: 450.335
• InChiKey: OUOPSWUJTXDXIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.11
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  93.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Amino-7-[(4-methoxyphenyl)methyl]-1-methyl-9-(3-methyl-2-oxobutyl)purin-9-ium-6-one;bromide 在 硫酸 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以39%的产率得到acremolin
  参考文献：
  名称：

  Acremolin from Acremonium strictum is N²,3-Etheno-2′-isopropyl-1-methylguanine, not a 1H-Azirine. Synthesis and Structural Revision

  摘要：

  The first synthesis of the heterocyclic marine natural product, acremolin, is reported along with the revision of the structure from a 1H-azirine to a substituted N-2,3-ethenoguanine (5-methyl-7-isopropyl-4,5-dihydroimidazo[2,1-b]purine). Additional properties of acremolin are also described including its H-1-N-15-HMBC and fluorescence spectra.

  DOI：

  10.1021/ol400752s
• 作为产物：
  描述：

  鸟苷 在 盐酸 、 sodium hydride 、 potassium carbonate 作用下， 以 水 、 二甲基亚砜 、 乙腈 为溶剂， 反应 56.75h， 生成 2-Amino-7-[(4-methoxyphenyl)methyl]-1-methyl-9-(3-methyl-2-oxobutyl)purin-9-ium-6-one;bromide
  参考文献：
  名称：

  Acremolin from Acremonium strictum is N²,3-Etheno-2′-isopropyl-1-methylguanine, not a 1H-Azirine. Synthesis and Structural Revision

  摘要：

  The first synthesis of the heterocyclic marine natural product, acremolin, is reported along with the revision of the structure from a 1H-azirine to a substituted N-2,3-ethenoguanine (5-methyl-7-isopropyl-4,5-dihydroimidazo[2,1-b]purine). Additional properties of acremolin are also described including its H-1-N-15-HMBC and fluorescence spectra.

  DOI：

  10.1021/ol400752s

文献信息

• Acremolin from <i>Acremonium strictum</i> is <i>N</i>²,3-Etheno-2′-isopropyl-1-methylguanine, not a 1<i>H</i>-Azirine. Synthesis and Structural Revision
  作者：Lawrence A. Januar、Tadeusz F. Molinski

  DOI：10.1021/ol400752s

  日期：2013.5.17

  The first synthesis of the heterocyclic marine natural product, acremolin, is reported along with the revision of the structure from a 1H-azirine to a substituted N-2,3-ethenoguanine (5-methyl-7-isopropyl-4,5-dihydroimidazo[2,1-b]purine). Additional properties of acremolin are also described including its H-1-N-15-HMBC and fluorescence spectra.