(5S,6R,7R)-3-[(2,4-Dinitro-phenyl)-hydrazonomethyl]-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Base Information

• Chemical Name: (5S,6R,7R)-3-[(2,4-Dinitro-phenyl)-hydrazonomethyl]-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester
• CAS No.: 73156-68-0
• Molecular Formula: C₃₀H₂₆N₆O₁₁S
• Molecular Weight: 678.636

Synonyms:

Chemical Property of (5S,6R,7R)-3-[(2,4-Dinitro-phenyl)-hydrazonomethyl]-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (5S,6R,7R)-3-[(2,4-Dinitro-phenyl)-hydrazonomethyl]-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

There total 4 articles about (5S,6R,7R)-3-[(2,4-Dinitro-phenyl)-hydrazonomethyl]-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-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-Methoxybenzyl 2α-methoxy-3α-bromo-3β-methyl-7-(phenoxyacetamido)cepham-4-carboxylate (58747-45-8) → (5S,6R,7R)-3-[(2,4-Dinitro-phenyl)-hydrazonomethyl]-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester (73156-68-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 22 percent / AgOAc / acetic acid / 0.25 h / 100 °C

2: 100 mg / m-Cl-C₆H₄-CO₃H / CH₂Cl₂ / 2 h / 0 °C

3: 120 mg / benzene / 1 h / Heating

4: 12 mg / H₂SO₄ / aq. ethanol / 1 h

With silver(I) acetate; 3-chloro-benzenecarboperoxoic acid; sulfuric acid; In ethanol; dichloromethane; acetic acid; benzene;

DOI:10.1021/jo01301a014

Reference yield:

p-Methoxybenzyl 2α-methyl-2β-<(R)-acetoxymethoxymethyl>-6β-(phenoxyacetamido)penam-3α-carboxylate (70942-89-1) → (5S,6R,7R)-3-[(2,4-Dinitro-phenyl)-hydrazonomethyl]-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester (73156-68-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 mg / m-Cl-C₆H₄-CO₃H / CH₂Cl₂ / 2 h / 0 °C

2: 120 mg / benzene / 1 h / Heating

3: 12 mg / H₂SO₄ / aq. ethanol / 1 h

With 3-chloro-benzenecarboperoxoic acid; sulfuric acid; In ethanol; dichloromethane; benzene;

DOI:10.1021/jo01301a014

Reference yield:

p-Methoxybenzyl 2α-methyl-2β-<(R)-acetoxymethoxymethyl>-6β-(phenoxyacetamido)penam-3α-carboxylate (R)-sulfoxide (73156-62-4) → (5S,6R,7R)-3-[(2,4-Dinitro-phenyl)-hydrazonomethyl]-5,8-dioxo-7-(2-phenoxy-acetylamino)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester (73156-68-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 120 mg / benzene / 1 h / Heating

2: 12 mg / H₂SO₄ / aq. ethanol / 1 h

sulfuric acid; In ethanol; benzene;

DOI:10.1021/jo01301a014

upstream raw materials:

p-Methoxybenzyl 3-exo-( methoxymethylene )-7β-(phenoxyacetamido)cepham-4α-carboxylate (S)-sulfoxide

(2,4-dinitro-phenyl)-hydrazine

p-Methoxybenzyl 2α-methoxy-3α-bromo-3β-methyl-7-(phenoxyacetamido)cepham-4-carboxylate

p-Methoxybenzyl 2α-methyl-2β-<(R)-acetoxymethoxymethyl>-6β-(phenoxyacetamido)penam-3α-carboxylate (R)-sulfoxide

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