(6R,7R)-7-[2-(4-Carboxy-2,5-dichloro-phenylsulfanyl)-acetylamino]-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

Chemical Name:(6R,7R)-7-[2-(4-Carboxy-2,5-dichloro-phenylsulfanyl)-acetylamino]-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS No.:528839-32-9
Molecular Formula:C₁₇H₁₃Cl₃N₂O₆S₂
Molecular Weight:511.791
Hs Code.:

Synonyms:(6R,7R)-7-[2-(4-Carboxy-2,5-dichloro-phenylsulfanyl)-acetylamino]-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Chemical Property of (6R,7R)-7-[2-(4-Carboxy-2,5-dichloro-phenylsulfanyl)-acetylamino]-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Technology Process of (6R,7R)-7-[2-(4-Carboxy-2,5-dichloro-phenylsulfanyl)-acetylamino]-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 7 articles about (6R,7R)-7-[2-(4-Carboxy-2,5-dichloro-phenylsulfanyl)-acetylamino]-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 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%

: 528839-31-8
(6R,7R)-7-[2-(4-tert-Butoxycarbonyl-2,5-dichloro-phenylsulfanyl)-acetylamino]-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

: 528839-32-9
(6R,7R)-7-[2-(4-Carboxy-2,5-dichloro-phenylsulfanyl)-acetylamino]-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; methoxybenzene; for 4.5h;
DOI:10.1016/S0968-0896(02)00335-8

Reference yield:

: 50-82-8
2,4,5-trichlorobenzoic acid

: 528839-32-9
(6R,7R)-7-[2-(4-Carboxy-2,5-dichloro-phenylsulfanyl)-acetylamino]-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / H₂SO₄ conc. / dioxane / 19 h / -78 °C

2: 81 percent / dimethylformamide / 0.83 h / 20 °C

3: 72 percent / aq. NaOH / tetrahydrofuran / 1.5 h / 20 °C

4: 98 percent / dicyclohexylcarbodiimide / tetrahydrofuran / 1.5 h / 20 °C

5: 52 percent / CF₃CO₂H / CH₂Cl₂; methoxybenzene / 4.5 h

With sodium hydroxide; sulfuric acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; methoxybenzene; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(02)00335-8

Reference yield:

: 35696-87-8
2,4,5-trichlorobenzaldehyde

: 528839-32-9
(6R,7R)-7-[2-(4-Carboxy-2,5-dichloro-phenylsulfanyl)-acetylamino]-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / Jones reagent / acetone / 1 h / 20 °C

2: 70 percent / H₂SO₄ conc. / dioxane / 19 h / -78 °C

3: 81 percent / dimethylformamide / 0.83 h / 20 °C

4: 72 percent / aq. NaOH / tetrahydrofuran / 1.5 h / 20 °C

5: 98 percent / dicyclohexylcarbodiimide / tetrahydrofuran / 1.5 h / 20 °C

6: 52 percent / CF₃CO₂H / CH₂Cl₂; methoxybenzene / 4.5 h

With sodium hydroxide; jones reagent; sulfuric acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; methoxybenzene; N,N-dimethyl-formamide; acetone; 1: Jones oxidation;
DOI:10.1016/S0968-0896(02)00335-8