[4-(2-nitrobenzenesulfonyl)-4,7,17-triazabicyclo[11.3.1]heptadeca-1(17),13,15-trien-7-yl]phosphoramidic acid diethyl ester | 404034-86-2

• 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: [4-(2-nitrobenzenesulfonyl)-4,7,17-triazabicyclo[11.3.1]heptadeca-1(17),13,15-trien-7-yl]phosphoramidic acid diethyl ester
• 英文别名: 7-Diethoxyphosphoryl-4-(2-nitrophenyl)sulfonyl-4,7,17-triazabicyclo[11.3.1]heptadeca-1(16),13(17),14-triene
• CAS: 404034-86-2
• 化学式: C₂₄H₃₅N₄O₇PS
• 分子量: 554.604
• InChiKey: OYLUDWYREZDJQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  143
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [4-(2-nitrobenzenesulfonyl)-4,7,17-triazabicyclo[11.3.1]heptadeca-1(17),13,15-trien-7-yl]phosphoramidic acid diethyl ester 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以50%的产率得到(4,7,17-triazabicyclo[11.3.1]heptadeca-1(17),13,15-trien-7-yl)phosphoramidic acid diethyl ester
  参考文献：
  名称：

  Palladium(0)-Catalyzed Coupling of Organozinc Iodide Reagents with Bromopyridines:  Synthesis of Selectively Protected Pyridine-Containing Azamacrocycles

  摘要：

  The synthesis of azamacrocycles in which the ring nitrogens are regioselectively functionalized is described. An organozinc palladium(0)-catalyzed coupling with an appropriately functionalized bromopyridine generated a key intermediate, which was transformed in two steps to a desired precursor and subjected to an intramolecular N-alkylation to effect a macrocyclization affording selectively protected azamacrocycles 1-3.

  DOI：

  10.1021/jo0109523
• 作为产物：
  描述：

  (6-溴吡啶-2-基)乙腈 在 bis-triphenylphosphine-palladium(II) chloride 、 硼烷四氢呋喃络合物 、 三氟化硼四氢呋喃络合物 、 dimethyl sulfide borane 、 sodium carbonate 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 60.0h， 生成 [4-(2-nitrobenzenesulfonyl)-4,7,17-triazabicyclo[11.3.1]heptadeca-1(17),13,15-trien-7-yl]phosphoramidic acid diethyl ester
  参考文献：
  名称：

  Palladium(0)-Catalyzed Coupling of Organozinc Iodide Reagents with Bromopyridines:  Synthesis of Selectively Protected Pyridine-Containing Azamacrocycles

  摘要：

  The synthesis of azamacrocycles in which the ring nitrogens are regioselectively functionalized is described. An organozinc palladium(0)-catalyzed coupling with an appropriately functionalized bromopyridine generated a key intermediate, which was transformed in two steps to a desired precursor and subjected to an intramolecular N-alkylation to effect a macrocyclization affording selectively protected azamacrocycles 1-3.

  DOI：

  10.1021/jo0109523

文献信息

• Palladium(0)-Catalyzed Coupling of Organozinc Iodide Reagents with Bromopyridines:  Synthesis of Selectively Protected Pyridine-Containing Azamacrocycles
  作者：Renato T. Skerlj、Yuanxi Zhou、Trevor Wilson、Gary J. Bridger

  DOI：10.1021/jo0109523

  日期：2002.2.1

  The synthesis of azamacrocycles in which the ring nitrogens are regioselectively functionalized is described. An organozinc palladium(0)-catalyzed coupling with an appropriately functionalized bromopyridine generated a key intermediate, which was transformed in two steps to a desired precursor and subjected to an intramolecular N-alkylation to effect a macrocyclization affording selectively protected azamacrocycles 1-3.