(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

Base Information

Chemical Name:(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
CAS No.:528839-31-8
Molecular Formula:C₃₄H₃₁Cl₃N₂O₆S₂
Molecular Weight:734.121
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 5 articles about (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 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: 98.0%

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

: 415926-78-2
4-carboxymethylsulfanyl-2,5-dichloro-benzoic acid tert-butyl ester

: 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

Guidance literature:: With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 1.5h;
DOI:10.1016/S0968-0896(02)00335-8

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

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