methyl (E)-6-(5-acetyl-4-hydroxy-6-oxopyran-2-yl)hept-2-enoate | 808132-32-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (E)-6-(5-acetyl-4-hydroxy-6-oxopyran-2-yl)hept-2-enoate
• CAS: 808132-32-3
• 化学式: C₁₅H₁₈O₆
• 分子量: 294.304
• InChiKey: KQHJJPPQOVLFLZ-FNORWQNLSA-N

物化性质

• 沸点：
  442.8±45.0 °C(predicted)
• 密度：
  1.254±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (E)-6-(5-acetyl-4-hydroxy-6-oxopyran-2-yl)hept-2-enoate 在 lithium hydroxide 、 四氯化钛 、 甲基磺酰氯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 69.5h， 生成 (E)-6-[4-Hydroxy-5-((2E,4E)-5-methyl-nona-2,4-dienoyl)-6-oxo-6H-pyran-2-yl]-hept-2-enoic acid
  参考文献：
  名称：

  Myxopyronin B analogs as inhibitors of RNA polymerase, synthesis and biological evaluation

  摘要：

  A series of myxopyronin B analogs has been prepared via a convergent synthetic route and were tested for in vitro inhibitory activity against DNA-dependent RNA polymerase and antibacterial activity against E. coli and S. aureus. The parent lead compound proved to be very sensitive to even small changes. Only the achiral desmethyl myxopyronin B (1a) provided enhanced potency. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.045
• 作为产物：
  描述：

  3-acetyl-6-ethyl-4-hydroxy-2-pyrone 在 sodium hydride 、 碳酸氢钠 、 戴斯-马丁氧化剂 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 17.25h， 生成 methyl (E)-6-(5-acetyl-4-hydroxy-6-oxopyran-2-yl)hept-2-enoate
  参考文献：
  名称：

  Myxopyronin B analogs as inhibitors of RNA polymerase, synthesis and biological evaluation

  摘要：

  A series of myxopyronin B analogs has been prepared via a convergent synthetic route and were tested for in vitro inhibitory activity against DNA-dependent RNA polymerase and antibacterial activity against E. coli and S. aureus. The parent lead compound proved to be very sensitive to even small changes. Only the achiral desmethyl myxopyronin B (1a) provided enhanced potency. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.045

文献信息

• ANTIBACTERIAL AGENTS: ARYL MYXOPYRONIN DERIVATIVES
  申请人：RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY

  公开号：US20150197512A1

  公开（公告）日：2015-07-16

  The invention provides compounds of formula la, lb and Ic: [Formula Ia, Ib, and Ic] and salts thereof, wherein variables are as described in the specification, as well as compositions comprising a compound of formula Ia-Ic, methods of making such compounds, and methods of using such compounds, e.g., as inhibitors of bacterial RNA polymerase and as antibacterial agents.

  本发明提供了公式la、lb和Ic的化合物：[公式Ia、Ib和Ic]及其盐，其中变量如规范所述，以及包含化合物Ia-Ic的组合物，制备这种化合物的方法和使用这种化合物的方法，例如作为细菌RNA聚合酶的抑制剂和抗菌剂。
• US9315495B2
  申请人：——

  公开号：US9315495B2

  公开（公告）日：2016-04-19
• US9592221B2
  申请人：——

  公开号：US9592221B2

  公开（公告）日：2017-03-14