2-[hydroxy(4-chlorophenyl)methyl]-6-methyl-2H-furo[3,2-c]pyran-3,4-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[hydroxy(4-chlorophenyl)methyl]-6-methyl-2H-furo[3,2-c]pyran-3,4-dione
• 英文别名: 2-[(4-Chlorophenyl)-hydroxymethyl]-6-methylfuro[3,2-c]pyran-3,4-dione；2-[(4-chlorophenyl)-hydroxymethyl]-6-methylfuro[3,2-c]pyran-3,4-dione
• 化学式: C₁₅H₁₁ClO₅
• 分子量: 306.702
• InChiKey: VXIOZYQGOCDVTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  去氢乙酸 在 溴 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 2.25h， 生成 2-[hydroxy(4-chlorophenyl)methyl]-6-methyl-2H-furo[3,2-c]pyran-3,4-dione
  参考文献：
  名称：

  A One-Pot Diastereoselective Synthesis of 2-[Aryl(hydroxy)methyl]-6-methyl-2H-furo[3,2-c]pyran-3,4-diones: Crystallographic Evidence for the Furanone Ring Closure

  摘要：

  Novel furopyran-3,4-dione-fused heterocycles have been obtained by a one-pot reaction of -brominated dehydroacetic acid and benzaldehydes under organobase conditions. The prepared 2-[aryl(hydroxy)methyl]-6-methyl-2H-furo[3,2-c]pyran-3,4-diones were fully characterized by 2D NMR spectroscopy and supported by single-crystal X-ray analysis to unequivocally prove the furan-3-one five-membered ring-closure mechanism instead of the dihydroflavanon-3-ol six-membered cyclization which has recently been proposed in the literature.

  DOI：

  10.1055/s-0034-1380214

文献信息

• A One-Pot Diastereoselective Synthesis of 2-[Aryl(hydroxy)methyl]-6-methyl-2H-furo[3,2-c]pyran-3,4-diones: Crystallographic Evidence for the Furanone Ring Closure
  作者：Baya Boutemeur-Kheddis、Artur Silva、Yamina Abdi、Maamar Hamdi、Oualid Talhi、Filipe Paz、Gilbert Kirsch

  DOI：10.1055/s-0034-1380214

  日期：——

  Novel furopyran-3,4-dione-fused heterocycles have been obtained by a one-pot reaction of -brominated dehydroacetic acid and benzaldehydes under organobase conditions. The prepared 2-[aryl(hydroxy)methyl]-6-methyl-2H-furo[3,2-c]pyran-3,4-diones were fully characterized by 2D NMR spectroscopy and supported by single-crystal X-ray analysis to unequivocally prove the furan-3-one five-membered ring-closure mechanism instead of the dihydroflavanon-3-ol six-membered cyclization which has recently been proposed in the literature.