[6R-[3(Z),6a,7b(Z)]]-7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-carboxylic acid, pivaloyloxy-methyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: [6R-[3(Z),6a,7b(Z)]]-7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-carboxylic acid, pivaloyloxy-methyl ester
• 英文别名: Pivaloyloxymethyl 7-[(z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3(z)-(4-methylthiazole-5-yl)vinyl-3-cephem-4-carboxylate；2,2-dimethylpropanoyloxymethyl (6R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• 化学式: C₂₅H₂₈N₆O₇S₃
• 分子量: 620.731
• InChiKey: AFZFFLVORLEPPO-CELXMLANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  41
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  257
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  cefditoren sodium 、 特戊酸碘甲酯 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 1.0h， 以78%的产率得到[6R-[3(Z),6a,7b(Z)]]-7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-carboxylic acid, pivaloyloxy-methyl ester
  参考文献：
  名称：

  [EN] PROCESSES FOR THE PREPARATION OF HIGHLY PURE 3-(2-SUBSTITUTED VINYL) CEPHALOSPORIN
  [FR] PROCEDES DE PREPARATION DE CEPHALOSPORINE DE TYPE 3-(2-SUBSTITUE VINYLE) DE GRANDE PURETE

  摘要：

  公开号：

  WO2005044824A3

文献信息

• Crystalline substance of cefditoren pivoxyl and the production of the same
  申请人：——

  公开号：US20020002279A1

  公开（公告）日：2002-01-03

  A crystalline substance of Cefditoren pivoxyl is provided which has a high purity and enhanced thermal stability on storage. This crystalline Cefditoren pivoxyl may be prepared by a process comprising a step of dissolving an amorphous form of Cefditoren pivoxyl in an anhydrous, first organic solvent capable of dissolving said amorphous form well therein, and steps of replacing the first organic solvent component of the resulting solution by an anhydrous alkanol of 1 to 5 carbon atoms as a second organic solvent, in such a manner that the firstly prepared solution of Cefditoren pivoxyl in the first organic solvent is mixed with a volume of the alkanol and then is concentrated below 15° C. under reduced pressure, and so on. Thereby, the process proceeds so as to produce a solution containing 50 mg/ml to 250 mg/ml of Cefditoren pivoxyl dissolved in the alkanol alone. From the latter solution, crystals of Cefditoren pivoxyl are induced to deposit by addition of water at a temperature of 0-10° C. The resulting admixture of the concentrated solution of Cefditoren pivoxyl in alkanol with added water and the deposited Cefditoren pivoxyl is then agitated 10° C. or below, to effect a complete crystallization of Cefditoren pivoxyl.

  本发明提供了一种头孢妥仑匹酯的结晶物质，它具有高纯度和更强的贮存热稳定性。这种 Cefditoren pivoxyl 结晶物质的制备方法包括以下步骤：将 Cefditoren pivoxyl 的无定形形式溶解在能够很好地溶解所述无定形形式的无水第一有机溶剂中、用 1 至 5 个碳原子的无水烷醇作为第二有机溶剂，取代所得溶液中的第一有机 溶剂成分，将第一有机溶剂中首次制备的头孢妥仑匹酯溶液与一定体积的烷醇 混合，然后在 15℃以下减压浓缩。然后在减压下浓缩，依此类推。通过这种方法，可以制得一种溶于烷醇中的头孢妥仑匹酯含量为 50 毫克/毫升至 250 毫克/毫升的溶液。在 0-10 摄氏度的温度下加水，使头孢妥仑匹酯的结晶沉淀下来。将头孢妥仑匹酯在烷醇中的浓缩溶液与加水和沉淀的头孢妥仑匹酯混合，然后在 10 摄氏度或更低的温度下搅拌，使头孢妥仑匹酯完全结晶。
• Composition comprising a crystallographically stable, amorphous cephalosporin and processes for the preparation thereof
  申请人：——

  公开号：US20020037322A1

  公开（公告）日：2002-03-28

  Processes are provided for the preparation of orally administrable, yellow and powdery compositions essentially consisting of particles composed of a homogeneous mixture of an amorphous Cefditoren pivoxil substance with a water soluble high-molecular additive. These compositions can be produced by dissolving crystalline Cefditoren pivoxil substance and the water-soluble high-molecular additive in an aqueous solution of an acid, then neutralizing the resultant solution, to co-precipitate the product, and drying the thus precipitated product, followed by recovering the product in the form of the above-mentioned particles.

  本发明提供了制备可口服的黄色粉末状组合物的工艺，该组合物主要由无定形头孢妥仑匹酯物质与水溶性高分子添加剂的均匀混合物构成的颗粒组成。生产这些组合物的方法是：将结晶的头孢妥仑匹酯物质和水溶性高分子添加剂溶解在一种酸的水溶液中，然后中和所得溶液，使产品共沉淀，并将沉淀的产品干燥，然后以上述颗粒的形式回收产品。
• A CRYSTALLINE SUBSTANCE OF CEFDITOREN PIVOXIL AND THE PRODUCTION OF THE SAME
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：EP0937083B1

  公开（公告）日：2003-04-23
• A CRYSTALLINE SUBSTANCE OF CEFDITOREN PIVOXYL AND THE PRODUCTION OF THE SAME
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：EP0937083A1

  公开（公告）日：1999-08-25
• CRYSTALLOGRAPHICALLY STABLE AMORPHOUS CEPHALOSPORIN COMPOSITIONS AND PROCESS FOR PRODUCING THE SAME
  申请人：Meiji Seika Pharma Co., Ltd.

  公开号：EP1051978B1

  公开（公告）日：2012-08-22