Benzhydryl (5R,6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide

Base Information

• Chemical Name: Benzhydryl (5R,6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide
• CAS No.: 1225210-43-4
• Molecular Formula: C₄₀H₃₃ClN₂O₄S
• Molecular Weight: 673.232

Synonyms:Benzhydryl (5R,6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide

Chemical Property of Benzhydryl (5R,6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of Benzhydryl (5R,6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide

There total 3 articles about Benzhydryl (5R,6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide 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: 89.0%

Benzhydryl (6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (1225210-42-3) → Benzhydryl (5R,6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide (1225210-43-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1h; Inert atmosphere; Cooling with ice;

DOI:10.1016/j.ejmech.2018.06.014

Reference yield:

trityl chloride (76-83-5) → Benzhydryl (5R,6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide (1225210-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / dichloromethane / 20 °C / Cooling with ice

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / Cooling with ice

With 2,6-dimethylpyridine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

Reference yield:

(6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxyli acid diphenylmethyl ester hydrochloride (79349-53-4) → Benzhydryl (5R,6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-oxide (1225210-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / dichloromethane / 20 °C / Cooling with ice

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / Cooling with ice

With 2,6-dimethylpyridine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

upstream raw materials:

trityl chloride

(6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxyli acid diphenylmethyl ester hydrochloride

Benzhydryl (6R,7R)-3-(chloromethyl)-8-oxo-7-(tritylamino)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Downstream raw materials:

C₇₁H₆₈ClN₄O₈S⁽¹⁺⁾*I^(1-)

C₆₉H₆₆ClN₄O₈S⁽¹⁺⁾*I^(1-)

C₆₉H₆₄ClN₄O₈S⁽¹⁺⁾*Br^(1-)

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