2'-O-acetyl-6-O-methyl-4''-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-erythromycin A | 1252559-63-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2'-O-acetyl-6-O-methyl-4''-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-erythromycin A
• CAS: 1252559-63-9
• 化学式: C₅₄H₈₉NO₂₃
• 分子量: 1120.29
• InChiKey: XGQYNWKIBYFDON-YMGFPUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  78.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  292.41
• 氢给体数：
  2.0
• 氢受体数：
  24.0

反应信息

• 作为反应物：
  描述：

  2'-O-acetyl-6-O-methyl-4''-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-erythromycin A 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以33%的产率得到6-O-methyl-4''-O-(β-D-glucopyranosyl)-erythromycin A
  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：

  2,3,4,6-四邻乙酰基-alpha-d-吡喃葡萄糖三氯乙酰胺 、 2'-O-acetyl-6-O-methylerythromycin A 在 三乙基硅基三氟甲磺酸酯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2'-O-acetyl-6-O-methyl-4''-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-erythromycin A
  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