(6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

Base Information

• Chemical Name: (6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid
• CAS No.: 121406-64-2
• Molecular Formula: C₂₀H₂₂N₂O₇S
• Molecular Weight: 434.47

Synonyms:(6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

Chemical Property of (6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

Chemical Property:

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Technology Process of (6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid

There total 3 articles about (6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-3-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: 77.0%

(6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester (121406-63-1) → (6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid (121406-64-2)

Guidance literature:

With methoxybenzene; trifluoroacetic acid;

DOI:10.1016/S0040-4039(00)96946-6

Reference yield:

diphenylmethyl (6R,7R)-3-methyl-7β-phenoxyacetamidoceph-3-em-4-carboxylate (10209-10-6) → (6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid (121406-64-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / triethylamine

2: 85 percent / m-chloroperbenzoic acid

3: 77 percent / anisole/trifluoroacetic acid

With methoxybenzene; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid;

DOI:10.1016/S0040-4039(00)96946-6

Reference yield:

(6R,7R)-3-Methyl-8-oxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester (121406-61-9) → (6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid (121406-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / m-chloroperbenzoic acid

2: 77 percent / anisole/trifluoroacetic acid

With methoxybenzene; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid;

DOI:10.1016/S0040-4039(00)96946-6

upstream raw materials:

(6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester

diphenylmethyl (6R,7R)-3-methyl-7β-phenoxyacetamidoceph-3-em-4-carboxylate

(6R,7R)-3-Methyl-8-oxo-2-(3-oxo-butyl)-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester

Downstream raw materials:

N-[(6R,7R)-3-Methyl-5,8-dioxo-2-(3-oxo-butyl)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-en-7-yl]-2-phenoxy-acetamide

(6R,7R)-3-methyl-4-(3'-oxobutyl)-7β-phenoxyacetamidoceph-3-em

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