2-((((2R,3R,4R,5S,6S)-3,4,5-tris(benzoyloxy)-6-(1,4-dimethoxynaphthalen-2-yl)-tetrahydro-2H-pyran-2-yl)methyl)carbamoyl)benzoic acid | 1101835-21-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-((((2R,3R,4R,5S,6S)-3,4,5-tris(benzoyloxy)-6-(1,4-dimethoxynaphthalen-2-yl)-tetrahydro-2H-pyran-2-yl)methyl)carbamoyl)benzoic acid
• 英文别名: 2-[[(2R,3R,4R,5S,6S)-3,4,5-tribenzoyloxy-6-(1,4-dimethoxynaphthalen-2-yl)oxan-2-yl]methylcarbamoyl]benzoic acid
• CAS: 1101835-21-5
• 化学式: C₄₇H₃₉NO₁₂
• 分子量: 809.826
• InChiKey: CQKAFRVMNZBKAN-IPCCRVIKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  60
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  173
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  苯酐 、 [(2R,3R,4R,5S,6S)-2-(azidomethyl)-4,5-dibenzoyloxy-6-(1,4-dimethoxynaphthalen-2-yl)oxan-3-yl] benzoate 在 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到2-((((2R,3R,4R,5S,6S)-3,4,5-tris(benzoyloxy)-6-(1,4-dimethoxynaphthalen-2-yl)-tetrahydro-2H-pyran-2-yl)methyl)carbamoyl)benzoic acid
  参考文献：
  名称：

  β-C-Glycosiduronic acids and β-C-glycosyl compounds: New PTP1B inhibitors

  摘要：

  beta-C-Glycosiduronic acid quinones and beta-C-glycosyl compounds have been synthesized as sugar-based PTP1B inhibitors. Benzoyl protected quinone derivatives (14 and 35) as well as aryl beta-C-glycosyl compounds (18, 22, 23 and 34) showed IC50 values of 0.77-5.27 mu M against PTP1B, with compounds 18 and 23 bearing an acidic function being the most potent. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.091