dibenzyl 3-(2,3-dimethoxyphenyl)propylphosphonate | 1410218-37-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dibenzyl 3-(2,3-dimethoxyphenyl)propylphosphonate
• 英文别名: 1-[3-Bis(phenylmethoxy)phosphorylpropyl]-2,3-dimethoxybenzene；1-[3-bis(phenylmethoxy)phosphorylpropyl]-2,3-dimethoxybenzene
• CAS: 1410218-37-9
• 化学式: C₂₅H₂₉O₅P
• 分子量: 440.476
• InChiKey: NWQCAAXPKHAHTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dibenzyl 3-(2,3-dimethoxyphenyl)propylphosphonate 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以67%的产率得到3-(2,3-dihydroxyphenyl)propylphosphonic acid
  参考文献：
  名称：

  Modifications around the hydroxamic acid chelating group of fosmidomycin, an inhibitor of the metalloenzyme 1-deoxyxylulose 5-phosphate reductoisomerase (DXR)

  摘要：

  Fosmidomycin derivatives in which the hydroxamic acid group has been replaced by several bidentate chelators as potential hydroxamic alternatives were prepared and tested against the DXR from Escherichia coli. These results illustrate the predominant role of the hydroxamate functional group as the most effective metal binding group in DXR inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.021
• 作为产物：
  描述：

  2,3-二甲氧基肉桂酸 在 palladium 10% on activated carbon 、 氢气 、 氯甲酸乙酯 、 三溴化磷 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 52.0h， 生成 dibenzyl 3-(2,3-dimethoxyphenyl)propylphosphonate
  参考文献：
  名称：

  Modifications around the hydroxamic acid chelating group of fosmidomycin, an inhibitor of the metalloenzyme 1-deoxyxylulose 5-phosphate reductoisomerase (DXR)

  摘要：

  Fosmidomycin derivatives in which the hydroxamic acid group has been replaced by several bidentate chelators as potential hydroxamic alternatives were prepared and tested against the DXR from Escherichia coli. These results illustrate the predominant role of the hydroxamate functional group as the most effective metal binding group in DXR inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.021

文献信息

• Modifications around the hydroxamic acid chelating group of fosmidomycin, an inhibitor of the metalloenzyme 1-deoxyxylulose 5-phosphate reductoisomerase (DXR)
  作者：Catherine Zinglé、Lionel Kuntz、Denis Tritsch、Catherine Grosdemange-Billiard、Michel Rohmer

  DOI：10.1016/j.bmcl.2012.09.021

  日期：2012.11

  Fosmidomycin derivatives in which the hydroxamic acid group has been replaced by several bidentate chelators as potential hydroxamic alternatives were prepared and tested against the DXR from Escherichia coli. These results illustrate the predominant role of the hydroxamate functional group as the most effective metal binding group in DXR inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.