6-O-methyl-4''-O-(β-D-glucopyranosyl)-erythromycin A | 1252559-70-8

• 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-(β-D-glucopyranosyl)-erythromycin A
• 英文别名: (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-4-[(2R,4R,5S,6S)-4-methoxy-4,6-dimethyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
• CAS: 1252559-70-8
• 化学式: C₄₄H₇₉NO₁₈
• 分子量: 910.107
• InChiKey: JSMKMKMJASTOLL-PCVCPQHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  63
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  262
• 氢给体数：
  7
• 氢受体数：
  19

反应信息

• 作为产物：
  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

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.