155723-02-7

Basic information

• Product Name: (6R,7R)
• Synonyms: (6R,7R);(6R,7R)-7-Amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R,7R)-7-AMino-3-[(Z)-2-(4-Methylthiazol-5-yl)ethenyl]-3-cepheM-4-carboxylic Acid;7-AMTCA;7-ATCA;Parent nucleus of Cefditoren(7-AMTCA);Parent nucleus of Cefditoren;(6R,2R)-7-aMino-3- (1z)-2-(4-M...
• CAS NO: 155723-02-7
• Molecular Formula: C₁₃H₁₃N₃O₃S₂
• Molecular Weight: 323.39062
• EINECS: 1308068-626-2
• Product Categories: Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Nucleus of cefditoren
• Mol File: 155723-02-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 642.1±55.0 °C(Predicted)
• Appearance: /
• Density: 1.59
• Solubility: DMSO, Water
• PKA: 2.36±0.50(Predicted)
• CAS DataBase Reference: (6R,7R)(CAS DataBase Reference)
• NIST Chemistry Reference: (6R,7R)(155723-02-7)
• EPA Substance Registry System: (6R,7R)(155723-02-7)

Safety Data

• Hazardous Substances Data: 155723-02-7(Hazardous Substances Data)

Upstream product

• 823792-22-9 7-phenylacetamido-3-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid 
• 138514-31-5 7-phenylacetamido-3-[(Z)-2-(4-methyl-5-thiazolyl)ethenyl]-4-aminocephalosporanic acid p-methoxybenzylester 
• 15690-38-7 (6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 82294-70-0 4-methyl-1,3-thiazole-5-carbaldehyde 
• 957-68-6 7-Aminocephalosporanic acid 
• 57268-16-3 5-bromo-2-methyl-1,3-thiazole 
• 1385032-85-8 7-amino-3-[(Z)-2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylic acid dicyclohexylamine salt 
• 166581-61-9 7-amino-3-[(E)-2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylic acid dicyclohexylamine salt 
• 1207515-78-3 C₁₃H₁₂N₃O₃S₂^(1-)*Na⁽¹⁺⁾ 

Downstream Products

• 1385032-85-8 7-amino-3-[(Z)-2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylic acid dicyclohexylamine salt 
• 166581-61-9 7-amino-3-[(E)-2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylic acid dicyclohexylamine salt 
• 104145-95-1 cefditoren 
• 104146-53-4 7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt 
• 117467-28-4 cefditoren pivoxil 
• 148774-47-4 (6R,7R)-7-[(Z)-2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido]-3-[(Z)-2-(4-methylthiazol-5-yl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid 2,2-dimethylpropionyloxymethyl ester 

Relevant articles and documents

Preparation method of cefdiaxone pivoxil

The invention relates to a preparation method of Cefditoren Pivoxil. The preparation method comprises steps as follows: 7-ACA (3-acetyloxymethyl-5-thio-7-amino-8-oxy-1-nitrogen heterobicyclic octyl-2-ene-2 carboxylic acid) is taken as a starting raw material and is subjected to iodination and Wittig reaction after silanization protection, and a Cefditoren parent nucleus 7-ATCA (7-amino-3-[(Z)-2-(4-methyl-5-thiazole) vinyl]-3-cephem-4-carboxylic acid) is generated; after amino protection of aminothiazole ethyl gallate, a compound 2 is produced from 7-ATCA under catalysis of AlMe3; the compound2 is subjected to an esterification reaction with iodomethyl pivalate under actions of a phase transfer catalyst and an acid adsorbent, the amino protection is removed, and a target product CefditorenPivoxil is obtained. According to the preparation method, reaction conditions are mild, product purity and yield are high, the process is stable, amplification is easy, and the method is applicable to industrial production.

Preparation method of cefditoren pivoxil

The invention relates to a preparation method of cefditoren pivoxil. The preparation method comprises the following steps: 7-aminocephalosporanic acid(ACA) is taken as a starting material and subjected to a series of reactions such as iodination and the like after silylation protection to generate parent nucleus for cefditoren, namely 7-amino-3-[(Z)-2-(4-methyl-5-thiazolyl)ethenyl]-3-cephem-4-carboxylic acid (7-ATCA); the compound 7-ATCA firstly reacts with sodium iso-octoate to form sodium salt and then reacts with ethyl 2-(2-aminothiazole-4-yl)-2-methoxyiminoacetate to generate a compound 2,namely cefditoren sodium, under the catalysis of immobilized penicillin acylase; and then the cefditoren sodium reacts with iodomethyl pivalate to obtain a target product, namely cefditoren pivoxil.The preparation method is mild in reaction conditions, environmentally-friendly, high in conversion rate, simple in process, high in content of cis isomers, easy to enlarge and suitable for industrialproduction.

PROCESS FOR PRODUCTION OF 3-ALKENYLCEPHEM COMPOUNDS

A process for preparing 7-amino-3-[(E/Z)-2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylic acid of the formula (1) and an alkali metal salt thereof, said acid and said salt being improved in the content of 7-amino-3-[(Z)-2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylic acid of the formula (2) or an alkali metal salt thereof, the process being characterized in that an aqueous solution of an alkali metal salt of 7-amino-3-[(E/Z)-2-(4-methylthiazol-5-yl)vinyl]-3-cephem-4-carboxylic acid of the formula (1) is treated with a high porous polymer and/or active carbon as added thereto.