(toluene-4-sulfonyl)-amidophosphoric acid bis-(4-nitro-phenyl ester) | 81589-21-1

• 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: (toluene-4-sulfonyl)-amidophosphoric acid bis-(4-nitro-phenyl ester)
• 英文别名: (Toluol-4-sulfonyl)-amidophosphorsaeure-bis-(4-nitro-phenylester)；di-4-nitrophenyl N-(4-toluene sulfonyl)-phosphoramidate；di-4-nitrophenyl N-(4-toluenesulfonyl)phosphoramidate；N-bis(4-nitrophenoxy)phosphoryl-4-methylbenzenesulfonamide
• CAS: 81589-21-1
• 化学式: C₁₉H₁₆N₃O₉PS
• 分子量: 493.39
• InChiKey: UNFILMXOUDQDNS-UHFFFAOYSA-N

物化性质

• 熔点：
  173-174 °C
• 沸点：
  661.9±65.0 °C(Predicted)
• 密度：
  1.520±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  182
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (toluene-4-sulfonyl)-amidophosphoric acid bis-(4-nitro-phenyl ester) 、 溴甲苯 、 2-巯基-5-甲基-1,3,4-噻二唑 在 六甲基二硅氮烷 作用下， 以 六甲基磷酰三胺 、 甲苯 、 乙腈 为溶剂， 生成 2-[(phenylmethyl) thio]-5-methyl-1,3,4-thiadiazole
  参考文献：
  名称：

  Preparation of thioethers

  摘要：

  一种新型的制备硫醚的方法，包括将具有化学式R--S--SiR.sub.1 R.sub.2 R.sub.3 I的硅烷基硫醇与有机卤化物、硫酸酯或磺酸酯在六甲基膦酸三胺存在下反应，其中R为有机基，R.sub.1、R.sub.2和R.sub.3分别选自1至4个碳原子的烷基，最好在无极性溶剂中在0度至150度之间的中性条件下进行。

  公开号：

  US04496720A1
• 作为试剂：
  描述：

  巯基乙酸 、 六甲基二硅氮烷 在 (toluene-4-sulfonyl)-amidophosphoric acid bis-(4-nitro-phenyl ester) 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以91%的产率得到trimethylsilyl 2-<(trimethylsilyl)thio>acetate
  参考文献：
  名称：

  Catalysts for silylations with 1,1,1,3,3,3-hexamethyldisilazane

  摘要：

  DOI：

  10.1021/jo00141a031

文献信息

• Preparation of 7-acylamino-3-(thio-substituted)-methyl
  申请人：Gist-Brocades N.V.

  公开号：US04379923A1

  公开（公告）日：1983-04-12

  A novel process for the preparation of 7-acylamino-3-(thio-substituted)-methyl-3-cephem-4-carboxylic acid 1-oxide derivatives comprising reacting a 7-acylamino-3-bromomethyl-3-cephem-4-carboxylic acid-1-oxide derivative with a silylated thiol of the formula R--S--Si(CH.sub.3).sub.3 I wherein R is an organic group, preferably a 5- or 6-membered heterocyclic group, which reaction is preferably carried out in the presence of an inert organic solvent at a temperature between -20.degree. and 80.degree. C. to obtain the corresponding 7-acylamino-3-(R-thiomethyl)-3-cephem-4-carboxylic acid-1-oxide derivatives, which are valuable intermediates in methods for the preparation of therapeutically active cephalosporins.

  一种新颖的制备7-酰胺基-3-(硫取代)-甲基-3-头孢烯-4-羧酸1-氧化物衍生物的方法，包括将7-酰胺基-3-溴甲基-3-头孢烯-4-羧酸-1-氧化物衍生物与具有R--S--Si(CH.sub.3).sub.3 I分子式的硅烷基硫醇反应，其中R是有机基团，最好是5-或6-元杂环基团，该反应最好在惰性有机溶剂存在下，在-20度至80度之间的温度下进行，以获得相应的7-酰胺基-3-(R-硫甲基)-3-头孢烯-4-羧酸-1-氧化物衍生物，这些衍生物是制备治疗活性头孢菌素的有价值中间体。
• Process for the preparation of 7-acylamino-3-(thio-substituted)methyl-3-cephem-4-carboxylic acid 1-oxide derivatives
  申请人：GIST-BROCADES N.V.

  公开号：EP0047560A2

  公开（公告）日：1982-03-17

  Process for the preparation of 7-acylamino-3-(thio--substituted)methyl-3-cephem-4-carboxylic acid 1-oxide derivatives by reacting a 7-acylamino-3-bromomethyl-3--cephem-4-carboxylic acid 1-oxide derivative with a silylated thiol of the general formula: wherein R represents an organic group, preferably a 5- or 6-membered heterocyclic group, which reaction is preferably carried out in the presence of an inert organic solvent at a temperature between - 20° and 80°C thereby obtaining the corresponding 7-acylamino-3-(R--thiomethyl)-3-cephem-4-carboxylic acid 1-oxide derivatives, many of which are valuable intermediates in methods for the preparation of therapeutically active cephalosporins.

  7-acylamino-3-(thio--substituted)methyl-3-cephem-4-carboxylic acid 1-oxide derivatives 的制备方法，该方法是将 7-acylamino-3-bromomethyl-3-cephem-4-carboxylic acid 1-oxide derivatives 与通式如下的硅烷化硫醇反应： 其中 R 代表有机基团，最好是 5 或 6 元杂环基团，该反应最好在惰性有机溶剂存在下进行，温度在 -20° 至 80°C 之间，从而得到相应的 7-酰氨基-3-(R--硫甲基)-3-头孢-4-羧酸 1-氧化物衍生物，其中许多衍生物是制备具有治疗活性的头孢菌素的重要中间体。
• Improved process for the silylation of organic compounds with 1,1,1-trimethyl-N-(trimethylsilyl)silanamine by means of catalysis with certain nitrogen containing compounds
  申请人：GIST-BROCADES N.V.

  公开号：EP0043630A2

  公开（公告）日：1982-01-13

  Improved process for the silylation of organic compounds with 1,1,1-trimethyl-N-(trimethyl)silanamine by means of catalysis with certain nitrogen containing organic compounds. The organic compounds which may be silylated by the improved process are carrying one or more -OH, -NH or SH groups, for example alcohols, phenols, carboxylic acids, amines, amides, aminoacids and thiols. The nitrogen containing catalysts are compounds with the general formula wherein X represents a hydrogen atom, a trialkylsilyl group or an electron-withdrawing group and Y represents an electron-withdrawing group. Novel trimethylsilylated thiols and novel trimethylsilylated 3'-substituted cephalosporanic acid derivatives are prepared by the improved process.

  用 1,1,1-三甲基-N-(三甲基)硅烷胺与某些含氮有机化合物催化硅烷化的改进工艺。可通过改进工艺进行硅烷化的有机化合物带有一个或多个-OH、-NH 或 SH 基团，例如醇、酚、羧酸、胺、酰胺、氨基酸和硫醇。含氮催化剂是通式如下的化合物 其中 X 代表氢原子、三烷基硅烷基或抽电子基团，Y 代表抽电子基团。新型三甲基硅烷基化硫醇和新型三甲基硅烷基化 3'-取代头孢菌素酸衍生物是通过改进的工艺制备的。
• Process for the preparation of thioethers
  申请人：GIST-BROCADES N.V.

  公开号：EP0088831A1

  公开（公告）日：1983-09-21

  Process for the preparation of thioethers by reacting a silylated thiol of the general formula: wherein R represents an organic group and R1, R2 and R3 are the same or different and each represents an alkyl group having 1 to 4 carbon atoms, with an organic halide, sulphate or sulphonate in the presence of hexamethylphosphoric triamide as a solvent or co-solvent. The process is carried out under neutral conditions in aprotic solvents at a temperature between 0° and 150°C.

  通式为：其中 R 代表有机基团，R1、R2 和 R3 相同或不同，且各自代表具有 1 至 4 个碳原子的烷基的硅烷化硫醇与有机卤化物、硫酸盐或磺酸盐在作为溶剂或助溶剂的六甲基磷酸三酰胺存在下反应制备硫醚的工艺。 该工艺在中性条件下，在温度为 0° 至 150°C 的钝溶剂中进行。
• A process for preparing acid halides
  申请人：ELI LILLY AND COMPANY

  公开号：EP0381451A1

  公开（公告）日：1990-08-08

  An improved process for preparing trialkylsilyl ester and acid halide derivatives of carboxylic acids is provided along with novel trialkylsilyl ester intermediates of 2-(2-furyl)-2-methoximinoacetic acid.

  本研究提供了一种制备羧酸三烷基硅酯和酸卤化物衍生物的改进工艺，以及 2-(2-呋喃基)-2-甲氧基亚氨基乙酸的新型三烷基硅酯中间体。