6-O-methyl-4''-O-(2,3-di-O-acetyl-4,6-di-O-benzoyl-β-D-glucopyranosyl)-erythromycin A | 1252559-73-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-O-methyl-4''-O-(2,3-di-O-acetyl-4,6-di-O-benzoyl-β-D-glucopyranosyl)-erythromycin A
• 英文别名: [(2R,3R,4S,5R,6S)-4,5-diacetyloxy-3-benzoyloxy-6-[(2S,3S,4R,6R)-6-[[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl]oxy]-4-methoxy-2,4-dimethyloxan-3-yl]oxyoxan-2-yl]methyl benzoate
• CAS: 1252559-73-1
• 化学式: C₆₂H₉₁NO₂₂
• 分子量: 1202.4
• InChiKey: QJZIDVXQVQXGLH-KLTBGASWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  85
• 可旋转键数：
  21
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  286
• 氢给体数：
  3
• 氢受体数：
  23

反应信息

• 作为产物：
  描述：

  2'-O-acetyl-6-O-methyl-4''-O-(2,3-di-O-acetyl-4,6-di-O-benzoyl-β-D-glucopyranosyl)-erythromycin A 以 甲醇 为溶剂， 反应 12.0h， 以85%的产率得到6-O-methyl-4''-O-(2,3-di-O-acetyl-4,6-di-O-benzoyl-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

文献信息

• A new series of macrolide derivatives with 4″-O-saccharide substituents
  作者：Peng Xu、Xiao-zhuo Chen、Lu Liu、Zhi-ping Jin、Ping-sheng Lei

  DOI：10.1016/j.bmcl.2010.07.072

  日期：2010.9

  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.