methyl tri-O-benzoyl-2-benzamido-2-deoxy-α-D-galactopyranoside | 28978-53-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl tri-O-benzoyl-2-benzamido-2-deoxy-α-D-galactopyranoside
• CAS: 28978-53-2
• 化学式: C₃₅H₃₁NO₉
• 分子量: 609.632
• InChiKey: QPPBLGNMCGOGFZ-HOUGBNEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  45.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  126.46
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  甲醇 、 2-乙酰氨基-2-脱氧-D-吡喃半乳糖 、 苯甲酰氯 在 盐酸 、 吡啶 作用下， 反应 16.0h， 生成 methyl tri-O-benzoyl-2-benzamido-2-deoxy-α-D-galactopyranoside
  参考文献：
  名称：

  Glycolipids from Sponges. 13.¹ Clarhamnoside, the First Rhamnosylated α-Galactosylceramide from Agelas clathrodes. Improving Spectral Strategies for Glycoconjugate Structure Determination

  摘要：

  Reinvestigation of the glycosphingolipid composition of the marine sponge Agelas clathrodes revealed the presence of a new tetraglycosylated alpha-galactoglycosphingolipid (1a), containing an unusual L-rhamnose unit in the sugar head. The structure of the new compound was elucidated using extensive 2D NMR studies. Because of the strong overlapping of the signals of the sugar protons in the H-1 spectrum, C-13-coupled and C-13-decoupled phase-sensitive HMQC spectra were used to study the multiplicity of the overlapping signals. In addition, the absolute configuration of sugars was determined using a simple and efficient, yet underutilized CD method.

  DOI：

  10.1021/jo034865h