4-(3-([bis(dimethylamino)phosphoryl]oxy)pyridin-4-yl)phenyl trifluoromethanesulfonate | 1224597-96-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(3-([bis(dimethylamino)phosphoryl]oxy)pyridin-4-yl)phenyl trifluoromethanesulfonate
• 英文别名: 4-(3-{[Bis(dimethylamino)phosphoryl]oxy}pyridin-4-yl) phenyl trifluoromethanesulfonate；[4-[3-[bis(dimethylamino)phosphoryloxy]pyridin-4-yl]phenyl] trifluoromethanesulfonate
• CAS: 1224597-96-9
• 化学式: C₁₆H₁₉F₃N₃O₅PS
• 分子量: 453.379
• InChiKey: GGYVSBXBYFVIBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  pyridin-3-yl N,N,N',N'-tetramethyldiamidophosphate 、 4-iodophenyl trifluoromethanesulfonate 在 bis(2,2,6,6-tetramethylpiperidinyl)zinc, lithium chloride, magnesium chloride complex 、 三(2-呋喃基)膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到4-(3-([bis(dimethylamino)phosphoryl]oxy)pyridin-4-yl)phenyl trifluoromethanesulfonate
  参考文献：
  名称：

  Phosphorodiamidate-Directed Metalation of N-Heterocycles using Mg- and Zn-TMP Bases

  摘要：

  The strong directing ability of the N,N,N',N'-tetramethyldiaminophosphorodiamidate group has been used to achieve selective metalations on various heterocycles such as pyridines, quinolines and quinoxalines with TMP-derived bases like TMPMgCl.LiCl, TMP2Mg.2LiCl, and TMP2Zn.2MgCl(2).2LiCl. This protocol was applied in the synthesis of etoricoxib, talnetant and a P-selectin inhibitor.

  DOI：

  10.1021/ol100453x

文献信息

• Phosphorodiamidate-Directed Metalation of <i>N</i>-Heterocycles using Mg- and Zn-TMP Bases
  作者：Christoph J. Rohbogner、Stefan Wirth、Paul Knochel

  DOI：10.1021/ol100453x

  日期：2010.5.7

  The strong directing ability of the N,N,N',N'-tetramethyldiaminophosphorodiamidate group has been used to achieve selective metalations on various heterocycles such as pyridines, quinolines and quinoxalines with TMP-derived bases like TMPMgCl.LiCl, TMP2Mg.2LiCl, and TMP2Zn.2MgCl(2).2LiCl. This protocol was applied in the synthesis of etoricoxib, talnetant and a P-selectin inhibitor.