3-Methyl cefdinir

Base Information

• Chemical Name: 3-Methyl cefdinir
• CAS No.: 71091-93-5
• Molecular Formula: C₁₃H₁₃N₅O₅S₂
• Molecular Weight: 383.409
• UNII: G9Y9M0S93M
• Nikkaji Number: J361.008J
• Mol file: 71091-93-5.mol

Synonyms:Cefdinir impurity C;71091-93-5;3-Methyl cefdinir;Cefdinir Impurity 1 (Impurity G);G9Y9M0S93M;(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R ,7R )-7-((Z )-2-(2-Aminothiazol-4-yl)-2-(hydroxyimino)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid;5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2Z)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetyl)amino)-3-methyl-8-oxo-, (6R,7R)-;UNII-G9Y9M0S93M;SCHEMBL5487622;5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(hydroxyimino)acetyl)amino)-3-methyl-8-oxo-, (6R-(6alpha,7beta(Z)))-;5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-(((2-AMINO-4-THIAZOLYL)(HYDROXYIMINO)ACETYL)AMINO)-3-METHYL-8-OXO-, (6R-(6.ALPHA.,7.BETA.(Z)))-

Chemical Property of 3-Methyl cefdinir

Chemical Property:

• Melting Point: 177-182 °C (decomp)
• PKA: 3.13±0.50(Predicted)
• PSA: 215.97000
• Density: 1.99±0.1 g/cm3(Predicted)
• LogP: 0.37040
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 383.03581088
• Heavy Atom Count: 25
• Complexity: 696

Purity/Quality:

99% ^*data from raw suppliers

3-Desethenyl-3-methylCefdinir ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N2C(C(C2=O)NC(=O)C(=NO)C3=CSC(=N3)N)SC1)C(=O)O
• Isomeric SMILES: CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\O)/C3=CSC(=N3)N)SC1)C(=O)O
• Uses: 3-Desethenyl-3-methyl Cefdinir (Cefdinir EP Impurity G; Cefdinir 3-Methyl Impurity (USP)) is an impurity of Cefdinir (C242670); a cephalosporin antibiotic structurally similar to Cefixime (C242800).

Technology Process of 3-Methyl cefdinir

There total 2 articles about 3-Methyl cefdinir which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C16H15N5O6S2*C6H15N → 3-methyl cefdinir (71091-93-5) + C14H15N5O6S2 (937819-42-6) + cefdinir (91832-40-5,178601-88-2) + 7β-[(E)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetamido]-3-vinylcephem-4-carboxylic acid (178601-88-2)

Guidance literature:

C₁₆H₁₅N₅O₆S₂*C₆H₁₅N; With ammonium chloride; potassium carbonate; In tetrahydrofuran; at 20 - 25 ℃; for 0.166667h; pH=5;

With sulfuric acid; at 20 - 40 ℃; pH=2.5 - 2.6; Further stages. Title compound not separated from byproducts.;

Reference yield:

7β-[(Z)-2-(2-amino-4-thiazolyl)-2-(trityloxyamino)acetamido]-3-vinylcephem-4-carboxylic acid (128454-32-0) → 3-methyl cefdinir (71091-93-5) + Cefdinir sulfoxide (934986-48-8) + (6R,7R)-7-[2-(2-amino-4-thiazolyl)-2-(Z)-(hydroxyimino)acetamido]-3-vinyl-2-cephem-4-carboxylic acid + cefdinir (91832-40-5,178601-88-2)

Guidance literature:

With trifluoroacetic acid; at 10 - 15 ℃; for 4h; Further byproducts.;

upstream raw materials:

7β-[(Z)-2-(2-amino-4-thiazolyl)-2-(trityloxyamino)acetamido]-3-vinylcephem-4-carboxylic acid

Refernces