Desthiazoximic Acid Ceftiofur

Base Information

• Chemical Name: Desthiazoximic Acid Ceftiofur
• CAS No.: 80370-59-8
• Molecular Formula: C₁₃H₁₂N₂O₅S₂
• Molecular Weight: 340.381
• European Community (EC) Number: 617-065-1
• UNII: 1DL0V8GF96
• DSSTox Substance ID: DTXSID60459257
• Wikidata: Q76416819
• Mol file: 80370-59-8.mol

Synonyms:Desthiazoximic Acid Ceftiofur;80370-59-8;N-Deacyl ceftiofur;1DL0V8GF96;N-Deacyl ceftiofur [USP];UNII-1DL0V8GF96;(6R,7R)-7-amino-3-(furan-2-carbonylsulfanylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R,7R)-7-Amino-3-((furan-2-carbonylthio)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-amino-3-(((2-furanylcarbonyl)thio)methyl)-8-oxo-, (6R,7R)-;SCHEMBL13900604;DTXSID60459257;N-DEACYL CEFTIOFUR [USP IMPURITY]

Chemical Property of Desthiazoximic Acid Ceftiofur

Chemical Property:

• Melting Point: >200oC (dec.)
• PSA: 164.44000
• LogP: 1.37230
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Sparingly)
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 340.01876383
• Heavy Atom Count: 22
• Complexity: 565

Purity/Quality:

99.9% ^*data from raw suppliers

DesthiazoximicAcidCeftiofur ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=C(N2C(S1)C(C2=O)N)C(=O)O)CSC(=O)C3=CC=CO3
• Isomeric SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)N)C(=O)O)CSC(=O)C3=CC=CO3
• Uses: Ceftiofur intermediate.

Technology Process of Desthiazoximic Acid Ceftiofur

There total 2 articles about Desthiazoximic Acid Ceftiofur 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: 99.4%

furane-2-monocarboxylic acid (4741-45-1) + 7-Aminocephalosporanic acid (957-68-6) → (6R,7R)-7-amino-3-(furan-2-carbonylsulfanylmethyl)cephalosporanic acid (80370-59-8)

Guidance literature:

With gamma-Al₂O₂-O₂^2-Na⁺; zeolite; In water; at 20 ℃; for 2h; Large scale;

Reference yield: 93.0%

2-furancarbonyl chloride (527-69-5) + thiomethyl-7-aminocephalosporanic acid → (6R,7R)-7-amino-3-(furan-2-carbonylsulfanylmethyl)cephalosporanic acid (80370-59-8)

Guidance literature:

thiomethyl-7-aminocephalosporanic acid; With triethylamine; In dichloromethane; for 0.166667h; Cooling;

2-furancarbonyl chloride; Reagent/catalyst; Cooling; Reflux;

upstream raw materials:

2-furancarbonyl chloride

furane-2-monocarboxylic acid

7-Aminocephalosporanic acid

Refernces

• 1、 -. "Preparation method of ceftiofur intermediate". Paragraph 0014; 0034; 0037; 0038; 0042-0043; 0047-0048. . Retrieved 2018/10/27.