(6-R-trans)-3-(chloromethyl)-7-[[[(2,5-dichlorophenyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

Base Information

• Chemical Name: (6-R-trans)-3-(chloromethyl)-7-[[[(2,5-dichlorophenyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester
• CAS No.: 181375-13-3
• Molecular Formula: C₂₉H₂₃Cl₃N₂O₄S₂
• Molecular Weight: 634.004

Synonyms:(6-R-trans)-3-(chloromethyl)-7-[[[(2,5-dichlorophenyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

Chemical Property of (6-R-trans)-3-(chloromethyl)-7-[[[(2,5-dichlorophenyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

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Technology Process of (6-R-trans)-3-(chloromethyl)-7-[[[(2,5-dichlorophenyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester

There total 6 articles about (6-R-trans)-3-(chloromethyl)-7-[[[(2,5-dichlorophenyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester 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: 88.0%

(2,5-Dichloro-phenylsulfanyl)-acetyl chloride (57833-03-1) + (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) → (6-R-trans)-3-(chloromethyl)-7-[[[(2,5-dichlorophenyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester (181375-13-3)

Guidance literature:

With 4-methyl-morpholine; In dichloromethane; at -25 ℃; for 0.666667h;

DOI:10.1016/S0040-4020(00)00418-X

Reference yield: 78.0%

[(2,5-dichlorophenyl)thio]acetic acid (6274-27-7) + (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) → (6-R-trans)-3-(chloromethyl)-7-[[[(2,5-dichlorophenyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester (181375-13-3)

Guidance literature:

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1016/S0960-894X(97)10078-6

Reference yield: 77.0%

[(2,5-dichlorophenyl)thio]acetic acid (6274-27-7) + (6R)-trans-3-chloromethyl-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, diphenylmethyl ester → (6-R-trans)-3-(chloromethyl)-7-[[[(2,5-dichlorophenyl)thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester (181375-13-3)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 2.5h;

DOI:10.1016/S0040-4020(00)00418-X

upstream raw materials:

[(2,5-dichlorophenyl)thio]acetic acid

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

(2,5-Dichloro-phenylsulfanyl)-acetyl chloride

2,5-dichlorbenzenethiol

Downstream raw materials:

(6R,7R)-3-Chloromethyl-7-[2-(2,5-dichloro-phenylsulfanyl)-acetylamino]-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(6R,7R)-7-[(2,5-dichlorophenyl)thiomethylcarbonylamino]-3-chloromethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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