(2R,3S,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-2,5-dimethoxyphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 1004782-79-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-2,5-dimethoxyphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 1004782-79-9
• 化学式: C₂₂H₂₇ClO₁₁
• 分子量: 502.903
• InChiKey: ZBEYWRSJHDTMJA-FXTUREPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  132.89
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为产物：
  描述：

  1,4-dimethoxy-2-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)benzene 在 硝酸铵 、 乙酰氯 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以75%的产率得到2-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1,4-dimethoxy-5-nitrobenzene
  参考文献：
  名称：

  C-Glycosyl Amino-Substituted Hydro- and Benzoquinones: Synthesis and Preliminary Biological Evaluation

  摘要：

  Reaction of C-beta-D-glycopyranosyl-1,4-dimethoxybenzenes with acetyl nitrate afforded 2-(beta-D-glycopyranosyl)-1,4-dimethoxy-5-nitrobenzenes in high yields. These were converted smoothly (reduction to amines, N-acylation, oxidation, and reduction) into the corresponding C-glycosyl-hydro(benzo)quinone derivatives, with different amide-based substituents at C-5. Reduction of the nitro compounds to amines proceeded smoothly by catalytic hydrogen transfer with HCO2NH4.

  DOI：

  10.1055/s-2007-990856