[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[3',6'-dibenzoyloxy-3-oxo-5'-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]oxymethyl]spiro[2-benzofuran-1,9'-xanthene]-4'-yl]methoxy]oxan-2-yl]methyl benzoate | 1344032-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: [(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[3',6'-dibenzoyloxy-3-oxo-5'-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]oxymethyl]spiro[2-benzofuran-1,9'-xanthene]-4'-yl]methoxy]oxan-2-yl]methyl benzoate
• CAS: 1344032-88-7
• 化学式: C₁₀₄H₇₆O₂₇
• 分子量: 1757.73
• InChiKey: YMGHFQMWXLQPLQ-AXRXRLCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.8
• 重原子数：
  131
• 可旋转键数：
  38
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  335
• 氢给体数：
  0
• 氢受体数：
  27

反应信息

• 作为产物：
  描述：

  4',5'-bis(hydroxymethyl)fluorescein dibenzoate 、 1,2,3,4,6-五-o-苯甲酰基-beta-d-吡喃葡萄糖 在 三氟化硼乙醚 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以59%的产率得到[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[3',6'-dibenzoyloxy-3-oxo-5'-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]oxymethyl]spiro[2-benzofuran-1,9'-xanthene]-4'-yl]methoxy]oxan-2-yl]methyl benzoate
  参考文献：
  名称：

  Studies on the synthesis and the antimicrobial and antioxidant activities of a novel class of fluorescein-based glycosides

  摘要：

  Facile glycosylation of a fluorescein diol derivative with per-O-acetylibenzoyl sugar derivatives using BF3 center dot Et2O catalyst resulted in the formation of the expected glycosides in 54-66% yield. The biological screening of the glycosides against different microbes shows good inhibitory activity. The antioxidant activity of the fluorescein-based glycosides shows remarkable inhibition (IC50 similar to 80%). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.08.005

文献信息

• Studies on the synthesis and the antimicrobial and antioxidant activities of a novel class of fluorescein-based glycosides
  作者：Mani Rajasekar、Raman Jegadeesh、Nanjian Raaman、Thangamuthu Mohan Das

  DOI：10.1016/j.carres.2011.08.005

  日期：2011.11

  Facile glycosylation of a fluorescein diol derivative with per-O-acetylibenzoyl sugar derivatives using BF3 center dot Et2O catalyst resulted in the formation of the expected glycosides in 54-66% yield. The biological screening of the glycosides against different microbes shows good inhibitory activity. The antioxidant activity of the fluorescein-based glycosides shows remarkable inhibition (IC50 similar to 80%). (C) 2011 Elsevier Ltd. All rights reserved.