p-methylphenyl (2,3,4,6-tetra-O-benzyl-β-D-galactospyranosyl)-(1->4)-2,3-di-O-benzyl-6-O-acetyl-1-thio-β-D-glucopyranoside | 1206803-48-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-methylphenyl (2,3,4,6-tetra-O-benzyl-β-D-galactospyranosyl)-(1->4)-2,3-di-O-benzyl-6-O-acetyl-1-thio-β-D-glucopyranoside
• CAS: 1206803-48-6
• 化学式: C₆₃H₆₆O₁₁S
• 分子量: 1031.28
• InChiKey: DFEGYFJEDLOEHK-QKPXUPELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.63
• 重原子数：
  75.0
• 可旋转键数：
  25.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  109.37
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  C₆₁H₆₄O₁₀S 、 乙酸酐 在 吡啶 作用下， 生成 p-methylphenyl (2,3,4,6-tetra-O-benzyl-β-D-galactospyranosyl)-(1->4)-2,3-di-O-benzyl-6-O-acetyl-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Highly Efficient and Mild Method for Regioselective De-O-benzylation of Saccharides by Co₂(CO)₈-Et₃SiH−CO Reagent System

  摘要：

  A highly efficient and mild method for the de-O-benzylation of protected saccharides was developed by transforming terminal benzyl ethers into silyl ethers using Co-2(CO)(8)-Et3SiH under 1 atm of CO. The method was successfully used for the de-O-benzylation of perbenzylated monosaccharides with various anomeric protecting groups, as well as natural disaccharides and trisaccharides such as sucrose, raffinose, and melezitose in good yields (>80%).

  DOI：

  10.1021/ol902717y