ethyl 7-[2-(3-methoxy-4-{[ethoxy(oxo)acetyl]amino}phenyl)ethoxy]-5-hydroxy-4-oxo-4H-chromene-2-carboxylate

Base Information

• Chemical Name: ethyl 7-[2-(3-methoxy-4-{[ethoxy(oxo)acetyl]amino}phenyl)ethoxy]-5-hydroxy-4-oxo-4H-chromene-2-carboxylate
• CAS No.: 949495-58-3
• Molecular Formula: C₂₅H₂₅NO₁₀
• Molecular Weight: 499.474
• Mol file: 949495-58-3.mol

Synonyms:ethyl 7-[2-(3-methoxy-4-{[ethoxy(oxo)acetyl]amino}phenyl)ethoxy]-5-hydroxy-4-oxo-4H-chromene-2-carboxylate

Chemical Property of ethyl 7-[2-(3-methoxy-4-{[ethoxy(oxo)acetyl]amino}phenyl)ethoxy]-5-hydroxy-4-oxo-4H-chromene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 7-[2-(3-methoxy-4-{[ethoxy(oxo)acetyl]amino}phenyl)ethoxy]-5-hydroxy-4-oxo-4H-chromene-2-carboxylate

There total 10 articles about ethyl 7-[2-(3-methoxy-4-{[ethoxy(oxo)acetyl]amino}phenyl)ethoxy]-5-hydroxy-4-oxo-4H-chromene-2-carboxylate 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: 45.0%

ethyl {[4-(2-hydroxyethyl)-2-methoxyphenyl]amino}(oxo)acetate (949495-55-0) + ethyl 5,7-dihydroxy-4-oxo-4H-chromene-2-carboxylate (949495-41-4) → ethyl 7-[2-(3-methoxy-4-{[ethoxy(oxo)acetyl]amino}phenyl)ethoxy]-5-hydroxy-4-oxo-4H-chromene-2-carboxylate (949495-58-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In dichloromethane; at 20 ℃;

DOI:10.1021/jm070336k

Reference yield:

2-(3-methoxy-4-nitrophenyl)ethanol (168766-15-2) → ethyl 7-[2-(3-methoxy-4-{[ethoxy(oxo)acetyl]amino}phenyl)ethoxy]-5-hydroxy-4-oxo-4H-chromene-2-carboxylate (949495-58-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 0.83 h / 20 °C

2: 76 percent / H₂ / Pd/C / methanol / 20 °C

3: 99 percent / DIPEA / CH₂Cl₂ / 2 h / 20 °C

4: 76 percent / methanol / p-toluenesulfonic acid / 1 h / 55 °C

5: 45 percent / DIAD; triphenylphosphine / CH₂Cl₂ / 20 °C

With methanol; di-isopropyl azodicarboxylate; hydrogen; pyridinium p-toluenesulfonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; toluene-4-sulfonic acid; In methanol; dichloromethane; 5: Mitsunobu reaction;

DOI:10.1021/jm070336k

Reference yield:

{2-methoxy-4-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]phenyl}amine (949495-53-8) → ethyl 7-[2-(3-methoxy-4-{[ethoxy(oxo)acetyl]amino}phenyl)ethoxy]-5-hydroxy-4-oxo-4H-chromene-2-carboxylate (949495-58-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / DIPEA / CH₂Cl₂ / 2 h / 20 °C

2: 76 percent / methanol / p-toluenesulfonic acid / 1 h / 55 °C

3: 45 percent / DIAD; triphenylphosphine / CH₂Cl₂ / 20 °C

With methanol; di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; toluene-4-sulfonic acid; In dichloromethane; 3: Mitsunobu reaction;

DOI:10.1021/jm070336k

upstream raw materials:

ethyl {[4-(2-hydroxyethyl)-2-methoxyphenyl]amino}(oxo)acetate

ethyl 5,7-dihydroxy-4-oxo-4H-chromene-2-carboxylate

2-(3-methoxy-4-nitrophenyl)ethanol

2-[2-(3-methoxy-4-nitrophenyl)ethoxy]tetrahydro-2H-pyran