(6R,7R)-7-[2-(4-Carboxymethanesulfonyl-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-Carboxymethanesulfonyl-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.:528839-30-7
Molecular Formula:C₁₈H₁₅Cl₃N₂O₈S₃
Molecular Weight:589.883
Hs Code.:

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

Synonyms:(6R,7R)-7-[2-(4-Carboxymethanesulfonyl-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-Carboxymethanesulfonyl-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-Carboxymethanesulfonyl-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 4 articles about (6R,7R)-7-[2-(4-Carboxymethanesulfonyl-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: 65.0%

: 528839-29-4
(6R,7R)-7-[2-(4-tert-Butoxycarbonylmethanesulfonyl-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

: 528839-30-7
(6R,7R)-7-[2-(4-Carboxymethanesulfonyl-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 3.5h;
DOI:10.1016/S0968-0896(02)00335-8

Reference yield:

: 3773-14-6
2,4,5-trichlorothiophenol

: 528839-30-7
(6R,7R)-7-[2-(4-Carboxymethanesulfonyl-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: 94 percent / Et₃N / CH₂Cl₂ / 1.33 h / cooling

2: 93 percent / m-chloroperbenzoic acid / CHCl₃ / 2 h / 20 °C

3: 94 percent / dimethylformamide / 0.83 h / 20 °C

4: 92 percent / aq. NaOH / tetrahydrofuran / 0.75 h / 20 °C

5: 94 percent / dicyclohexylcarbodiimide / tetrahydrofuran / 4 h / 20 °C

6: 65 percent / CF₃CO₂H / CH₂Cl₂; methoxybenzene / 3.5 h

With sodium hydroxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform; methoxybenzene; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(02)00335-8

Reference yield:

: 208512-66-7
(2,4,5-trichloro-benzenesulfonyl)-acetic acid tert-butyl ester

: 528839-30-7
(6R,7R)-7-[2-(4-Carboxymethanesulfonyl-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 4 steps

1: 94 percent / dimethylformamide / 0.83 h / 20 °C

2: 92 percent / aq. NaOH / tetrahydrofuran / 0.75 h / 20 °C

3: 94 percent / dicyclohexylcarbodiimide / tetrahydrofuran / 4 h / 20 °C

4: 65 percent / CF₃CO₂H / CH₂Cl₂; methoxybenzene / 3.5 h

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