(3a'R,4'R,7'R,7a'R)-4'-((3-acetyl-4-hydroxy-8-methyl-2-oxo-2H-chromen-7-yl)oxy)-7'-methoxytetrahydrospiro[cyclopentane-1,6'-[1,3]dioxolo[4,5-c]pyran]-2'-one | 297754-73-5

• 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: (3a'R,4'R,7'R,7a'R)-4'-((3-acetyl-4-hydroxy-8-methyl-2-oxo-2H-chromen-7-yl)oxy)-7'-methoxytetrahydrospiro[cyclopentane-1,6'-[1,3]dioxolo[4,5-c]pyran]-2'-one
• CAS: 297754-73-5
• 化学式: C₂₃H₂₄O₁₀
• 分子量: 460.438
• InChiKey: DCPOYDUJPNQPSA-QEUVDIPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  33.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  130.73
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (3a'R,4'R,7'R,7a'R)-4'-((3-acetyl-4-hydroxy-8-methyl-2-oxo-2H-chromen-7-yl)oxy)-7'-methoxytetrahydrospiro[cyclopentane-1,6'-[1,3]dioxolo[4,5-c]pyran]-2'-one 在 吡啶 、 potassium acetate 、 lithium perchlorate 作用下， 以 乙醇 为溶剂， 生成 [(7R,8R,9S,10R)-8-hydroxy-7-[4-hydroxy-3-[(E)-N-methoxy-C-methylcarbonimidoyl]-8-methyl-2-oxochromen-7-yl]oxy-10-methoxy-6-oxaspiro[4.5]decan-9-yl] N-prop-2-ynoxycarbamate
  参考文献：
  名称：

  Improved antibacterial activities of coumarin antibiotics bearing 5′,5′-dialkylnoviose: biological activity of RU79115

  摘要：

  A new series of coumarin inhibitors of DNA gyrase B bearing a N-propargyloxycarbamate at C-3' of various 5',5'-dialkylnoviose, including RU79115, were synthesised and their antibacterial activities have been delineated. Introduction of dialkyl substituents at 5'5'-position of noviose leads to coumarin analogues with improved in vitro and in vivo antibacterial activity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00304-8
• 作为产物：
  描述：

  (3aR,7R,7aR)-4-hydroxy-7-methoxyspiro[3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6,1'-cyclopentane]-2-one 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3a'R,4'R,7'R,7a'R)-4'-((3-acetyl-4-hydroxy-8-methyl-2-oxo-2H-chromen-7-yl)oxy)-7'-methoxytetrahydrospiro[cyclopentane-1,6'-[1,3]dioxolo[4,5-c]pyran]-2'-one
  参考文献：
  名称：

  Improved antibacterial activities of coumarin antibiotics bearing 5′,5′-dialkylnoviose: biological activity of RU79115

  摘要：

  A new series of coumarin inhibitors of DNA gyrase B bearing a N-propargyloxycarbamate at C-3' of various 5',5'-dialkylnoviose, including RU79115, were synthesised and their antibacterial activities have been delineated. Introduction of dialkyl substituents at 5'5'-position of noviose leads to coumarin analogues with improved in vitro and in vivo antibacterial activity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00304-8