1,2-bis(4,5-dimethylfuran-2-yl)-2-hydroxyethanone | 1391933-10-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-bis(4,5-dimethylfuran-2-yl)-2-hydroxyethanone
• 英文别名: 1,2-Bis(4,5-dimethylfuran-2-yl)-2-hydroxyethanone
• CAS: 1391933-10-0
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: IQZFKVPWLYSXBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis(4,5-dimethylfuran-2-yl)-2-hydroxyethanone 在 甲酸 、 [N-[(1S,2S)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium 、 三乙胺 作用下， 反应 24.0h， 生成 (S,S)-1,2-bis(4,5-dimethylfuran-2-yl)ethane-1,2-diol 、 meso-1,2-bis(4,5-dimethylfuran-2-yl)ethane-1,2-diol
  参考文献：
  名称：

  Biomass Conversion to High Value Chemicals: From Furfural to Chiral Hydrofuroins in Two Steps

  摘要：

  Catalytic asymmetric transfer hydrogenation of rac-furoin and furil produces hydrofuroin with up to 99% ee and 9:1 dr. This reaction provides an exceptionally easy access to optically active hydrofuroins in two straightforward steps from biomass-derived furfural (global production 200 000-300 000 t annually) using benzoin condensation.

  DOI：

  10.1021/ol3018402
• 作为产物：
  描述：

  4,5-二甲基-2-糠醛 在 3-苄基羟乙基甲基噻唑氯化锂 、 三乙胺 作用下， 以 乙醇 为溶剂， 以68%的产率得到1,2-bis(4,5-dimethylfuran-2-yl)-2-hydroxyethanone
  参考文献：
  名称：

  Biomass Conversion to High Value Chemicals: From Furfural to Chiral Hydrofuroins in Two Steps

  摘要：

  Catalytic asymmetric transfer hydrogenation of rac-furoin and furil produces hydrofuroin with up to 99% ee and 9:1 dr. This reaction provides an exceptionally easy access to optically active hydrofuroins in two straightforward steps from biomass-derived furfural (global production 200 000-300 000 t annually) using benzoin condensation.

  DOI：

  10.1021/ol3018402

文献信息

• Biomass Conversion to High Value Chemicals: From Furfural to Chiral Hydrofuroins in Two Steps
  作者：Anzhelika Kabro、Eduardo C. Escudero-Adán、Vladimir V. Grushin、Piet W. N. M. van Leeuwen

  DOI：10.1021/ol3018402

  日期：2012.8.3

  Catalytic asymmetric transfer hydrogenation of rac-furoin and furil produces hydrofuroin with up to 99% ee and 9:1 dr. This reaction provides an exceptionally easy access to optically active hydrofuroins in two straightforward steps from biomass-derived furfural (global production 200 000-300 000 t annually) using benzoin condensation.