5-Methyl-1H-pyrrole-2-carboxylic acid (3R,4S,5R,6R)-6-[4-(2-bromo-ethoxy)-8-methyl-2-oxo-2H-chromen-7-yloxy]-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester | 251354-75-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 5-Methyl-1H-pyrrole-2-carboxylic acid (3R,4S,5R,6R)-6-[4-(2-bromo-ethoxy)-8-methyl-2-oxo-2H-chromen-7-yloxy]-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester
• CAS: 251354-75-3
• 化学式: C₂₆H₃₀BrNO₉
• 分子量: 580.429
• InChiKey: BMAFBAQXCKTMGJ-JVICHNFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  129.45
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  5-Methyl-1H-pyrrole-2-carboxylic acid (3R,4S,5R,6R)-6-[4-(2-bromo-ethoxy)-8-methyl-2-oxo-2H-chromen-7-yloxy]-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester 在 palladium on activated charcoal sodium azide 、 氢气 、 四丁基碘化铵 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-Methyl-1H-pyrrole-2-carboxylic acid (3R,4S,5R,6R)-6-[4-(2-amino-ethoxy)-8-methyl-2-oxo-2H-chromen-7-yloxy]-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Structure-activity relationship in two series of aminoalkyl substituted coumarin inhibitors of gyrase B

  摘要：

  Two series of aminosubstituted coumarins were synthesised and evaluated in vitro as inhibitors of DNA gyrase and as potential antibacterials. Novel novobiocin-like coumarins, 4-(dialkylamino)-methylcoumarins and 4-((2-alkylamino)ethoxy)coumarins, were discovered as gyrase B inhibitors with promising antibacterial activity in vitro. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00492-8
• 作为产物：
  描述：

  4-(2-Bromo-ethoxy)-7-hydroxy-8-methyl-chromen-2-one 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 5-Methyl-1H-pyrrole-2-carboxylic acid (3R,4S,5R,6R)-6-[4-(2-bromo-ethoxy)-8-methyl-2-oxo-2H-chromen-7-yloxy]-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Structure-activity relationship in two series of aminoalkyl substituted coumarin inhibitors of gyrase B

  摘要：

  Two series of aminosubstituted coumarins were synthesised and evaluated in vitro as inhibitors of DNA gyrase and as potential antibacterials. Novel novobiocin-like coumarins, 4-(dialkylamino)-methylcoumarins and 4-((2-alkylamino)ethoxy)coumarins, were discovered as gyrase B inhibitors with promising antibacterial activity in vitro. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00492-8