(6R,7R)-Benzhydryl 7-((Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-((trityloxy)imino)acetamido)-3-formyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | 376653-37-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (6R,7R)-Benzhydryl 7-((Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-((trityloxy)imino)acetamido)-3-formyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• 英文别名: benzhydryl (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-trityloxyiminoacetyl]amino]-3-formyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 376653-37-1
• 化学式: C₄₄H₃₄N₆O₆S₂
• 分子量: 806.9
• InChiKey: LNDYUBQJFIMLCX-DGAOFQHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  58
• 可旋转键数：
  14
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  220
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (6R,7R)-Benzhydryl 7-((Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-((trityloxy)imino)acetamido)-3-formyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 、 [1-[(3R)-1-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxycarbonyl]pyrrolidin-3-yl]-2-oxopyrrolidin-3-yl]-triphenylphosphanium;bromide 在 [1-[(3R)-1-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxycarbonyl]pyrrolidin-3-yl]-2-oxopyrrolidin-3-yl]-triphenylphosphanium;bromide 作用下， 生成 benzhydryl (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-trityloxyiminoacetyl]amino]-3-[(E)-[1-[(3R)-1-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxycarbonyl]pyrrolidin-3-yl]-2-oxopyrrolidin-3-ylidene]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  Process for the preparation of vinyl-pyrrolidinone cephalosporin derivatives

  摘要：

  提供了一种制备乙烯基吡咯烷酮头孢菌素衍生物的过程。该过程的中间体也已提供。

  公开号：

  US20020019381A1
• 作为产物：
  描述：

  benzhydryl (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-trityloxyiminoacetyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 生成 (6R,7R)-Benzhydryl 7-((Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-((trityloxy)imino)acetamido)-3-formyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  [EN] NOVEL PROCESS FOR PREPARING CEFTAROLINE FOSAMIL
  [FR] NOUVEAU PROCÉDÉ DE PRÉPARATION DE LA CEFTAROLINE FOSAMIL

  摘要：

  本发明涉及一种制备头孢替洛琳福沙米尔的新工艺，以及该工艺的式(1)、(3)或(4)的中间体。

  公开号：

  WO2013034718A1

文献信息

• [EN] NEW PROCESS FOR THE PREPARATION OF VINYL-PYRROLIDINONE CEPHALOSPORINE DERIVATIVES<br/>[FR] NOUVEAU PROCEDE PRODUCTION DE DERIVES DE VINYL-PYRROLIDINONE CEPHALOSPORINE
  申请人：BASILEA PHARMACEUTICA AG

  公开号：WO2001090111A1

  公开（公告）日：2001-11-29

  The invention relates to a new process for the preparation of a vinyl-pyrrolidinone cephalosporine derivative of formula (I). The compound of formula (I), prepared according to the invention, can be used for the treatment and prophylaxis of infectious diseases, especially infectious diseases caused by bacterial pathogens in particular methicillin resistant Staphylococcus aureus (MRSA) and Pseudomonas aeruginosa.

  本发明涉及一种制备式(I)的新型乙烯基吡咯烷酮头孢菌素衍生物的过程。根据本发明制备的式(I)化合物可用于治疗和预防传染病，尤其是由细菌病原体引起的传染病，特别是甲氧西林耐药金黄色葡萄球菌(MRSA)和铜绿假单胞菌(Pseudomonas aeruginosa)引起的传染病。
• Process for the preparation of vinyl-pyrrolidinone cephalosporin derivatives
  申请人：——

  公开号：US20020019381A1

  公开（公告）日：2002-02-14

  A process is provided for the preparation of vinyl-pyrrolidinone cephalosporine derivatives. Intermediates of the process are also provided.

  提供了一种制备乙烯基吡咯烷酮头孢菌素衍生物的过程。该过程的中间体也已提供。
• OXIDATION PROCESS FOR PREPARING 3-FORMYL-CEPHEM DERIVATIVES
  申请人：Vervest Ivan Joseph Maria

  公开号：US20130066065A1

  公开（公告）日：2013-03-14

  The present invention relates to an improved process for oxidizing 3-hydroxy-methyl-cephem derivatives to the corresponding 3-formyl-cephem derivatives. In particular this oxidation process is for the preparation of 7-[2-(5-amino-[1,2,4]thia-diazol-3-yl)-2-hydroxyimino-acetylamino]-3-formyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid derivatives of formula (I) using a combination of a hypervalent iodine oxidizing agent of the type 10-I-3 such as bis(acetoxy)iodo-benzene (BAIB) and a catalyst such as 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO). These compounds of formula (I) are intermediates in the synthesis of ceftobiprole.

  本发明涉及一种改进的过程，用于将3-羟甲基头孢菌素衍生物氧化为相应的3-甲酰基头孢菌素衍生物。特别是，这种氧化过程用于使用高价碘氧化剂10-I-3型，例如双(乙酰氧基)碘苯（BAIB）和催化剂，例如2,2,6,6-四甲基-1-哌啶氧自由基（TEMPO），制备公式（I）的7-[2-(5-氨基-[1,2,4]噻二唑-3-基)-2-羟基亚氨基]-3-甲酰基-8-氧代-5-噻唑-1-氮杂双环[4.2.0]辛-2-烯-2-羧酸衍生物。这些公式（I）的化合物是制备头孢替布的中间体。
• Oxidation Process For Preparing 3-Formyl-Cephem Derivatives
  申请人：Basilea Pharmaceutica International

  公开号：US20150218189A1

  公开（公告）日：2015-08-06

  The present invention relates to an improved process for oxidizing 3-hydroxy-methyl-cephem derivatives to the corresponding 3-formyl-cephem derivatives. In particular this oxidation process is for the preparation of 7-[2-(5-amino-[1,2,4]thia-diazol-3-yl)-2-hydroxyimino-acetylamino]-3-formyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid derivatives of formula (I) using a combination of a hypervalent iodine oxidizing agent of the type 10-I-3 such as bis(acetoxy)iodo-benzene (BAIB) and a catalyst such as 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO). These compounds of formula (I) are intermediates in the synthesis of ceftobiprole.

  本发明涉及一种改进的过程，用于将3-羟甲基头孢菌素衍生物氧化为相应的3-甲酰基头孢菌素衍生物。特别是，该氧化过程用于使用高价碘氧化剂10-I-3型，如双(乙酰氧基)苯并碘(BAIB)和催化剂2,2,6,6-四甲基-1-哌啶氧自由基(TEMPO)的组合制备公式(I)的7-[2-(5-氨基-[1,2,4]噻二唑-3-基)-2-羟基亚氨基乙酰基]-3-甲酰基-8-氧代-5-噻-1-氮杂-双环[4.2.0]辛-2-烯-2-羧酸衍生物。这些公式(I)的化合物是头孢替布罗合成的中间体。
• [EN] NOVEL PROCESS FOR PREPARING CEFTAROLINE FOSAMIL<br/>[FR] NOUVEAU PROCÉDÉ DE PRÉPARATION DE LA CEFTAROLINE FOSAMIL
  申请人：SANDOZ AG

  公开号：WO2013034718A1

  公开（公告）日：2013-03-14

  The present invention relates to a novel process for preparing ceftaroline fosamil as well as to a intermediates of formulae (1), (3) or (4) of this process.

  本发明涉及一种制备头孢替洛琳福沙米尔的新工艺，以及该工艺的式(1)、(3)或(4)的中间体。