benzhydryl 7β-formamido-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate

Base Information

• Chemical Name: benzhydryl 7β-formamido-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate
• CAS No.: 179034-52-7
• Molecular Formula: C₂₃H₁₉N₅O₄S₂
• Molecular Weight: 493.567
• Mol file: 179034-52-7.mol

Synonyms:benzhydryl 7β-formamido-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate

Chemical Property of benzhydryl 7β-formamido-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzhydryl 7β-formamido-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate

There total 1 articles about benzhydryl 7β-formamido-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate 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: 52.0%

3-mercapto-1,2,4-triazole (3179-31-5) + diphenylmethyl 7β-formamido-3-methanesulfonyloxy-3-cephem-4-carboxylate → benzhydryl 7β-formamido-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate (179034-52-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 4h;

DOI:10.1016/S0968-0896(00)00163-2

Reference yield: 15.0%

benzhydryl 7β-formamido-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate (179034-52-7) → benzhydryl 7β-amino-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate (179034-53-8)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; methanol; water; at 20 ℃; for 1.5h;

DOI:10.1016/S0968-0896(00)00163-2

Reference yield:

benzhydryl 7β-formamido-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate (179034-52-7) → (6R,7R)-7-Benzoylamino-8-oxo-3-(4H-[1,2,4]triazol-3-ylsulfanyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:

Multi-step reaction with 3 steps

1: 15 percent / HCl / methanol; H₂O; tetrahydrofuran / 1.5 h / 20 °C

2: 100 percent / N-trimethylsilylacetamide / CH₂Cl₂; tetrahydrofuran / 1 h / 0 °C

3: 45 percent / TFA / CH₂Cl₂; methoxybenzene / 1 h / 0 °C

With hydrogenchloride; N-Trimethylsilylacetamide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; methoxybenzene; 1: Hydrolysis / 2: Acylation / 3: Substitution;

DOI:10.1016/S0968-0896(00)00163-2

upstream raw materials:

3-mercapto-1,2,4-triazole

Downstream raw materials:

benzhydryl 7β-amino-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate

benzhydryl 7β-(2-bromoacetamido)-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate

benzhydryl 7β-benzoylamino-3-(1,2,4-triazol-3-yl)thio-3-cephem-4-carboxylate

(6R,7R)-8-Oxo-7-(2-[1,2,5]thiadiazol-3-yl-acetylamino)-3-(4H-[1,2,4]triazol-3-ylsulfanyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester