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

Base Information

• Chemical Name: 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
• CAS No.: 121406-65-3
• Molecular Formula: C₁₉H₂₂N₂O₅S
• Molecular Weight: 390.46
• Mol file: 121406-65-3.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 4 articles about 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 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: 87.0%

(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 (121406-64-2) → 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 (121406-65-3)

Guidance literature:

With triethylamine; In acetone;

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

Reference yield:

diphenylmethyl (6R,7R)-3-methyl-7β-phenoxyacetamidoceph-3-em-4-carboxylate (10209-10-6) → 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 (121406-65-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / triethylamine

2: 85 percent / m-chloroperbenzoic acid

3: 77 percent / anisole/trifluoroacetic acid

4: 87 percent / triethylamine / acetone

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

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

Reference yield:

(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) → 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 (121406-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / anisole/trifluoroacetic acid

2: 87 percent / triethylamine / acetone

With methoxybenzene; triethylamine; trifluoroacetic acid; In acetone;

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

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

(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

Downstream raw materials:

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