1-[4-[2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]ethyl]phenyl]ethanone | 1134621-13-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[4-[2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]ethyl]phenyl]ethanone
• CAS: 1134621-13-8
• 化学式: C₁₆H₂₂O₆
• 分子量: 310.347
• InChiKey: PLUHOAZRUGFHKW-ZVDSWSACSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  [(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-[2-(4-acetylphenyl)ethyl]oxan-2-yl]methyl acetate 在 二正丁基氧化锡 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以82%的产率得到1-[4-[2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]ethyl]phenyl]ethanone
  参考文献：
  名称：

  Effective Friedel-Crafts Acylations of O- and C-Arylglycosides with Triflic Acid

  摘要：

  Triflic acid is well known not only as a Friedel-Crafts promoter, but also as a deglycosidation reagent. In this study, we promote effective Friedel-Crafts acylations for O- or C-arylglucosides without deglycosidation and check their inhibitory activities for P-glucosidase.

  DOI：

  10.3987/com-08-s(f)39

文献信息

• Effective Friedel-Crafts Acylations of O- and C-Arylglycosides with Triflic Acid
  作者：Makoto Hashimoto、Miho Takahashi

  DOI：10.3987/com-08-s(f)39

  日期：——

  Triflic acid is well known not only as a Friedel-Crafts promoter, but also as a deglycosidation reagent. In this study, we promote effective Friedel-Crafts acylations for O- or C-arylglucosides without deglycosidation and check their inhibitory activities for P-glucosidase.