178601-88-2

Basic information

• Product Name: (Z)-Cefdinir
• Synonyms: (6R,7R)-7-[[(2E)-(2-AMino-4-thiazolyl)(hydroxyiMino)acetyl]aMino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;(E)-Cefdinir;(Z)-Cefdinir
• CAS NO: 178601-88-2
• Molecular Formula: C14H13N5O5S2
• Molecular Weight: 395.41352
• Product Categories: Pharmaceuticals;Sulfur & Selenium Compounds;Chiral Reagents;Impurity;Intermediates & Fine Chemicals
• Mol File: 178601-88-2.mol
• Article Data: 41

Chemical Properties

• Appearance: /
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Solubility: Dichloromethane (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (Z)-Cefdinir(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-Cefdinir(178601-88-2)
• EPA Substance Registry System: (Z)-Cefdinir(178601-88-2)

Safety Data

• Hazardous Substances Data: 178601-88-2(Hazardous Substances Data)

Usage

Chemical Properties

Light Beige Solid

Uses

Different sources of media describe the Uses of 178601-88-2 differently. You can refer to the following data:
1. Cefdinir (C242670) impurity. The E-isomer of Cefdinir (C242670).
2. (E)-Cefdinir (Cefdinir EP Impurity R) is a Cefdinir (C242670) impurity. The E-isomer of Cefdinir (C242670).

Upstream product

• 79349-82-9 (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 865411-26-3 N,N'-dicyclohexylethane-1,2-diamine salt of 7β-[2-(2-amino-4-thiazolyl)-2-((Z)-hydroxyimino)acetamido]-3-vinyl-3-cephem-4-carboxylic acid 
• 91832-41-6 potassium syn-7-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylate 
• 123201-39-8 diphenylmethyl 7β-[2-(2-tritylaminothiazol-4-yl)-(Z)-2-tritylhydroxyimino]-3-vinyl-3-cephem-4-carboxylate 
• 64276-70-6 (6R,7R)-3-Bromomethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 64485-82-1 (Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate 
• 28240-15-5 3-hydroxymethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 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 
• 69689-86-7 ethyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(tritylhydroxyimino)acetate 
• 94796-13-1 diphenylmethyl 7β-phenylacetamido-3-vinyl-3-cephem-4-carboxylate 
• 35246-64-1 (6R,7R)-benzhydryl 3-(hydroxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 110130-88-6 (Z)-2-(2-amino-4-thiazolyl)-2-(acetoxyimino)acetic acid 
• 104797-47-9 S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate 
• 128454-32-0 7β-[(Z)-2-(2-amino-4-thiazolyl)-2-(trityloxyamino)acetamido]-3-vinylcephem-4-carboxylic acid 

Downstream Products

• 946573-41-7 cefdinir lactone 
• 178422-42-9 2-((Z)-2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetamido)-2-(5-methyl-7-oxo-2,4,5,7-tetrahydro-1H-furan[3,4-d][1,3]thiazin-2-yl)acetic acid 

Relevant articles and documents

Preparation method of cefdinir and novel intermediate compound thereof

The invention discloses a preparation method of cefdinir and a novel intermediate compound thereof. The cefdinir is prepared by adopting a method which is simpler, short in line and more environmentally friendly, and the prepared cefdinir is high in yield and higher in purity. The following reaction formula is adopted by the preparation method. The reaction formula is as shown in the specification.

Method for synthesizing cefdinir

The invention relates to a method for synthesizing cefdinir. The method includes carrying out condensation reaction on cefdinir parent nuclei 7-AVCA and cefdinir side-chain active ester to obtain cefdinir with protecting groups; adding hydrogen chloride and catalysts into reaction liquid without separation on the reaction liquid and removing the protecting groups to obtain the cefdinir. The cefdinir parent nuclei 7-AVCA are used as raw materials. The method has the advantages that reaction for removing the protecting groups is directly carried out without separation on an intermediate product (the cefdinir with the protecting groups), accordingly, the cefdinir can be obtained under high-yield conditions, the yield can reach 85% at least, the method is short in synthetic reaction process route, and reagents are inexpensive and are low in cost.

CEFDINIR synthesis process

Cefdinir preparation by synthesis of new key intermediates, isolable as variously solvated species complexed with thiophosphoric acid derivatives or with phosphoric acid derivatives.