5-(3-phenoxypropoxy)methyl-3-methyl-2H-furo[2,3-c]pyran-2-one | 1238521-80-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡喃类
• 英文名称: 5-(3-phenoxypropoxy)methyl-3-methyl-2H-furo[2,3-c]pyran-2-one
• 英文别名: 3-Methyl-5-(3-phenoxypropoxymethyl)furo[2,3-c]pyran-2-one
• CAS: 1238521-80-6
• 化学式: C₁₈H₁₈O₅
• 分子量: 314.338
• InChiKey: RYOKATGNBZNYRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-hydroxymethyl-3-methyl-2H-furo[2,3-c]pyran-2-one 、 3-苯氧基溴丙烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 以16%的产率得到5-(3-phenoxypropoxy)methyl-3-methyl-2H-furo[2,3-c]pyran-2-one
  参考文献：
  名称：

  Structure−Activity Relationship of Karrikin Germination Stimulants

  摘要：

  Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action remains unknown. This paper reports the structure activity relationship of numerous karrikin analogues to increase understanding of the key structural features of the molecule that are required for biological activity. The results demonstrate that modification at the C5 position is preferred over modification at the C3, C4, or C7 positions for retaining the highest bioactivity.

  DOI：

  10.1021/jf101690a

文献信息

• Structure−Activity Relationship of Karrikin Germination Stimulants
  作者：Gavin R. Flematti、Adrian Scaffidi、Ethan D. Goddard-Borger、Charles H. Heath、David C. Nelson、Lucy E. Commander、Robert V. Stick、Kingsley W. Dixon、Steven M. Smith、Emilio L. Ghisalberti

  DOI：10.1021/jf101690a

  日期：2010.8.11

  Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action remains unknown. This paper reports the structure activity relationship of numerous karrikin analogues to increase understanding of the key structural features of the molecule that are required for biological activity. The results demonstrate that modification at the C5 position is preferred over modification at the C3, C4, or C7 positions for retaining the highest bioactivity.