N-(O-tetradecylsulfamoyl)tristrimethylsilylphospha-λ⁵-azene | 682351-59-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 英文名称: N-(O-tetradecylsulfamoyl)tristrimethylsilylphospha-λ⁵-azene
• 英文别名: Tetradecoxysulfonyl-tris(trimethylsilyloxy)phosphaniumylazanide；tetradecoxysulfonyl-tris(trimethylsilyloxy)phosphaniumylazanide
• CAS: 682351-59-3
• 化学式: C₂₃H₅₆NO₆PSSi₃
• 分子量: 589.997
• InChiKey: ZOSVKVFOWBNRTB-UHFFFAOYSA-N

物化性质

• 沸点：
  528.8±33.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.55
• 重原子数：
  35
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  80.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(O-tetradecylsulfamoyl)tristrimethylsilylphospha-λ⁵-azene 在 水 作用下， 以 二氯甲烷 为溶剂， 反应 168.0h， 以100%的产率得到N-(O-tetradecylsulfamoyl)phosphoramidic acid
  参考文献：
  名称：

  New pyrophosphate analogues: a facile access to N-(O-alkyl-sulfamoyl)phosphoramidic acids via a simple and quantitative reaction of N-(O-alkylsulfamoyl)trimethylphospha-λ5-azene with bromotrimethylsilane and water

  摘要：

  A new strategy to prepare pyrophosphate analogues through selective and quantitative cleavage of N-(O-alkylsulfamoyl)tri-alkylphospha-gimel5 -azene esters (R-O-SO2-N=P(OR')(3)) has been developed. Using pure bromotrimethylsilane, N-(O-alkyl-sulfamoyl)tris-trimethylsilylphospha-gimel(5)-azenes (R-O-SO2-N=P(OSiMe3)(3)) have been easily obtained as intermediates. N-(O-Alkyl-sulfamoyl)phosphoramidic acids (R-O-SO2-NH-P(O)(OH)(2)) have been formed quantitatively by hydrolysis of the silylated intermediates. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.01.035
• 作为产物：
  描述：

  Sulfamic acid tetradecyl ester 在 偶氮二甲酸二异丙酯 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 N-(O-tetradecylsulfamoyl)tristrimethylsilylphospha-λ⁵-azene
  参考文献：
  名称：

  New pyrophosphate analogues: a facile access to N-(O-alkyl-sulfamoyl)phosphoramidic acids via a simple and quantitative reaction of N-(O-alkylsulfamoyl)trimethylphospha-λ5-azene with bromotrimethylsilane and water

  摘要：

  A new strategy to prepare pyrophosphate analogues through selective and quantitative cleavage of N-(O-alkylsulfamoyl)tri-alkylphospha-gimel5 -azene esters (R-O-SO2-N=P(OR')(3)) has been developed. Using pure bromotrimethylsilane, N-(O-alkyl-sulfamoyl)tris-trimethylsilylphospha-gimel(5)-azenes (R-O-SO2-N=P(OSiMe3)(3)) have been easily obtained as intermediates. N-(O-Alkyl-sulfamoyl)phosphoramidic acids (R-O-SO2-NH-P(O)(OH)(2)) have been formed quantitatively by hydrolysis of the silylated intermediates. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.01.035

文献信息

• New pyrophosphate analogues: a facile access to N-(O-alkyl-sulfamoyl)phosphoramidic acids via a simple and quantitative reaction of N-(O-alkylsulfamoyl)trimethylphospha-λ5-azene with bromotrimethylsilane and water
  作者：Laurent Bonnac、Véronique Barragan、Jean-Yves Winum、Jean-Louis Montero

  DOI：10.1016/j.tet.2004.01.035

  日期：2004.3

  A new strategy to prepare pyrophosphate analogues through selective and quantitative cleavage of N-(O-alkylsulfamoyl)tri-alkylphospha-gimel5 -azene esters (R-O-SO2-N=P(OR')(3)) has been developed. Using pure bromotrimethylsilane, N-(O-alkyl-sulfamoyl)tris-trimethylsilylphospha-gimel(5)-azenes (R-O-SO2-N=P(OSiMe3)(3)) have been easily obtained as intermediates. N-(O-Alkyl-sulfamoyl)phosphoramidic acids (R-O-SO2-NH-P(O)(OH)(2)) have been formed quantitatively by hydrolysis of the silylated intermediates. (C) 2004 Elsevier Ltd. All rights reserved.