(3R,4S,5R,6R)-5-(benzoyloxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4-triyl triacetate | 1252559-50-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3R,4S,5R,6R)-5-(benzoyloxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4-triyl triacetate
• CAS: 1252559-50-4
• 化学式: C₂₆H₂₆O₁₁
• 分子量: 514.486
• InChiKey: WDCHQNQHGHTBQY-ZSSUIUKVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  140.73
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (3R,4S,5R,6R)-5-(benzoyloxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4-triyl triacetate 在 乙酸肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以95%的产率得到
  参考文献：
  名称：

  A new series of macrolide derivatives with 4″-O-saccharide substituents

  摘要：

  A series of novel derivatives of macrolide with 4 ''-O-mono- or disaccharides were synthesized. The corresponding glycosyl trichloroacetimidates were used as the donors in the glycosylations. The in vitro antibacterial activities of 7a-f and 13-16 against a panel of susceptible and resistant pathogens were tested. The modification of 4 ''-O-mono- or disaccharides may lead to the understanding of interaction of the macrolide and the bacterial ribosome. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.072
• 作为产物：
  描述：

  苯甲酰氯 、 1,2,3-tri-O-acetyl-D-glucopyranose 在 吡啶 作用下， 反应 1.0h， 以76%的产率得到(3R,4S,5R,6R)-5-(benzoyloxy)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4-triyl triacetate
  参考文献：
  名称：

  A new series of macrolide derivatives with 4″-O-saccharide substituents

  摘要：

  A series of novel derivatives of macrolide with 4 ''-O-mono- or disaccharides were synthesized. The corresponding glycosyl trichloroacetimidates were used as the donors in the glycosylations. The in vitro antibacterial activities of 7a-f and 13-16 against a panel of susceptible and resistant pathogens were tested. The modification of 4 ''-O-mono- or disaccharides may lead to the understanding of interaction of the macrolide and the bacterial ribosome. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.072