7-[[(3aR,4R,6S,7R,7aR)-6-ethyl-7-methoxy-6-methyl-2-oxo-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]oxy]-3-acetyl-4-hydroxy-8-methylchromen-2-one | 229308-42-3

• 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: 7-[[(3aR,4R,6S,7R,7aR)-6-ethyl-7-methoxy-6-methyl-2-oxo-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]oxy]-3-acetyl-4-hydroxy-8-methylchromen-2-one
• CAS: 229308-42-3
• 化学式: C₂₂H₂₄O₁₀
• 分子量: 448.427
• InChiKey: VKVKFRGAYOYSKE-YIUXCHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  O-2-丙炔羟胺盐酸盐 、 7-[[(3aR,4R,6S,7R,7aR)-6-ethyl-7-methoxy-6-methyl-2-oxo-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]oxy]-3-acetyl-4-hydroxy-8-methylchromen-2-one 在 吡啶 、 lithium perchlorate 作用下， 生成 、
  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,6S,7R,7aR)-6-Ethyl-4-hydroxy-7-methoxy-6-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-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 7-[[(3aR,4R,6S,7R,7aR)-6-ethyl-7-methoxy-6-methyl-2-oxo-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]oxy]-3-acetyl-4-hydroxy-8-methylchromen-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

文献信息

• Improved antibacterial activities of coumarin antibiotics bearing 5′,5′-dialkylnoviose: biological activity of RU79115
  作者：Branislav Musicki、Anne-Marie Periers、Patrick Laurin、Didier Ferroud、Yannick Benedetti、Sylvette Lachaud、Fabienne Chatreaux、Jean-Luc Haesslein、Alain Iltis、Christine Pierre、Jean Khider、Nicole Tessot、Marlene Airault、Jacques Demassey、Claudine Dupuis-Hamelin、Patrice Lassaigne、Alain Bonnefoy、Pascale Vicat、Michel Klich

  DOI：10.1016/s0960-894x(00)00304-8

  日期：2000.8

  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.