3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: 3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester
• CAS No.: 65075-50-5
• Molecular Formula: C₂₃H₂₁N₃O₈S
• Molecular Weight: 499.501

Synonyms:3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Chemical Property of 3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Chemical Property:

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Useful:

Technology Process of 3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

There total 3 articles about 3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl 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:

p-nitrobenzyl 3-methyl-7-(phenoxyacetamido)-2-(isocephem)-4-carboxylate (65075-49-2,91603-72-4) → 3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester (65075-50-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1139/v77-399

Reference yield:

7t-amino-3-methyl-8-oxo-(6rH)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester (65165-47-1,69880-61-1,78963-72-1) → 3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester (65075-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1: EEDQ / CH₂Cl₂

2: MCPBA / CH₂Cl₂

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1139/v77-399

Reference yield:

(RS)-((2Ξ)-3c-azido-2r-methanesulfonyloxymethyl-4-oxo-azetidin-1-yl)-(2-methyl-[1,3]dioxolan-2-yl)-acetic acid 4-nitro-benzyl ester → 3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester (65075-50-5)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) CF₃CO₂H, H₂O, (ii) MeSO₂Cl, CH₂Cl₂, (iii) H₂S, Et₃N

2: EEDQ / CH₂Cl₂

3: MCPBA / CH₂Cl₂

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1139/v77-399

upstream raw materials:

p-nitrobenzyl 3-methyl-7-(phenoxyacetamido)-2-(isocephem)-4-carboxylate

7t-amino-3-methyl-8-oxo-(6rH)-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Downstream raw materials:

3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

5c-chloro-3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

5c-chloro-3-methyl-4c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-4λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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