4-(5-Acetyl-4-hydroxy-6-oxopyran-2-yl)pentanal | 808132-43-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(5-Acetyl-4-hydroxy-6-oxopyran-2-yl)pentanal
• CAS: 808132-43-6
• 化学式: C₁₂H₁₄O₅
• 分子量: 238.24
• InChiKey: ARBVOOSHLCWRJL-UHFFFAOYSA-N

物化性质

• 沸点：
  407.1±45.0 °C(predicted)
• 密度：
  1.286±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(5-Acetyl-4-hydroxy-6-oxopyran-2-yl)pentanal 在 lithium hydroxide 、 四氯化钛 、 sodium hydride 、 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 72.75h， 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 六甲基磷酰三胺 、 碳酸氢钠 、 戴斯-马丁氧化剂 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 4-(5-Acetyl-4-hydroxy-6-oxopyran-2-yl)pentanal
  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

• Myxopyronin B analogs as inhibitors of RNA polymerase, synthesis and biological evaluation
  作者：Thomas Doundoulakis、Alan X. Xiang、Ricardo Lira、Konstantinos A. Agrios、Stephen E. Webber、Wes Sisson、Robert M. Aust、Amit M. Shah、Richard E. Showalter、James R. Appleman、Klaus B. Simonsen

  DOI：10.1016/j.bmcl.2004.08.045

  日期：2004.11

  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.