p-methoxyphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranoside | 1206803-40-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-methoxyphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranoside
• CAS: 1206803-40-8
• 化学式: C₃₆H₃₈O₈
• 分子量: 598.693
• InChiKey: IYWGVCRVZPCILK-BVMCXEQJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  44.0
• 可旋转键数：
  14.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  81.68
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  p-methoxyphenyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside 、 乙酸酐 在 吡啶 作用下， 生成 p-methoxyphenyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranoside
  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