benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate

Base Information

• Chemical Name: benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate
• CAS No.: 1427207-51-9
• Molecular Formula: CF₃O₃S*C₃₇H₃₁N₄O₄S₃
• Molecular Weight: 840.946
• Mol file: 1427207-51-9.mol

Synonyms:

Chemical Property of benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate

There total 7 articles about benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate 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:

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol (77168-63-9) → benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate (1427207-51-9)

Guidance literature:

Multi-step reaction with 5 steps

1: N,N,N',N'-tetramethylguanidine / 2.5 h / 0 °C

2: tetrahydrofuran / 20 °C

3: sodium hydrogencarbonate / methanol / 4 h / 0 °C / pH 7.6 - 8.0

4: acetonitrile; tert-butyl methyl ether / 1 h / 20 °C

5: sodium hydrogencarbonate / acetonitrile / 22.5 h / 20 °C

With sodium hydrogencarbonate; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; methanol; tert-butyl methyl ether; acetonitrile;

Reference yield:

[4-(4-pyridyl)-1,3-thiazol-2-yl]thioacetate (1427207-44-0) → benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate (1427207-51-9)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 20 °C

2: sodium hydrogencarbonate / methanol / 4 h / 0 °C / pH 7.6 - 8.0

3: acetonitrile; tert-butyl methyl ether / 1 h / 20 °C

4: sodium hydrogencarbonate / acetonitrile / 22.5 h / 20 °C

With sodium hydrogencarbonate; In tetrahydrofuran; methanol; tert-butyl methyl ether; acetonitrile;

Reference yield:

methyl (4-pyridyl) ketone (1122-54-9) → benzhydryl 7β-[(phenylacetyl)amino]-3-[4-(1-methyl-4-pyridinio)-2-thiazolylthio]-3-cephem-4-carboxylate trifluoromethane sulfonate (1427207-51-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ethyl acetate / 2 h / Reflux

2.1: hydrogen bromide; acetic acid; bromine / water / 0 °C

3.1: ethanol / 4 h / 20 °C / Reflux

3.2: pH 8

4.1: acetonitrile; tert-butyl methyl ether / 1 h / 20 °C

5.1: sodium hydrogencarbonate / acetonitrile / 22.5 h / 20 °C

With hydrogen bromide; bromine; sodium hydrogencarbonate; acetic acid; In ethanol; tert-butyl methyl ether; water; ethyl acetate; acetonitrile;

upstream raw materials:

[4-(4-pyridyl)-1,3-thiazol-2-yl]thiol

methyl (4-pyridyl) ketone

[4-(4-pyridyl)-1,3-thiazol-2-yl]thioacetate

N-methyl-4-(2-acetylthio-1,3-thiazol-4-yl)pyridinium iodide

Refernces