[(2R,3R,4R,5S,6S)-4,5-diacetyloxy-2-(benzamidomethyl)-6-(2,5-dimethoxyphenyl)oxan-3-yl] acetate | 1101835-37-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4R,5S,6S)-4,5-diacetyloxy-2-(benzamidomethyl)-6-(2,5-dimethoxyphenyl)oxan-3-yl] acetate
• CAS: 1101835-37-3
• 化学式: C₂₇H₃₁NO₁₀
• 分子量: 529.544
• InChiKey: UQKCCKNCERMVEJ-NRWDCXGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  38
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4R,5S,6S)-4,5-diacetyloxy-2-(benzamidomethyl)-6-(2,5-dimethoxyphenyl)oxan-3-yl] acetate 在 ammonium cerium (IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 以99%的产率得到[(2R,3R,4R,5S,6S)-4,5-diacetyloxy-2-(benzamidomethyl)-6-(3,6-dioxocyclohexa-1,4-dien-1-yl)oxan-3-yl] acetate
  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
• 作为产物：
  描述：

  、 乙酸酐 生成 [(2R,3R,4R,5S,6S)-4,5-diacetyloxy-2-(benzamidomethyl)-6-(2,5-dimethoxyphenyl)oxan-3-yl] acetate
  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