ethyl 3-{7-[2-(3-methoxyphenyl)-2-oxoethoxy]-4,8-dimethyl-2-oxo-2H-chromen-3-yl}propanoate

Base Information

• Chemical Name: ethyl 3-{7-[2-(3-methoxyphenyl)-2-oxoethoxy]-4,8-dimethyl-2-oxo-2H-chromen-3-yl}propanoate
• CAS No.: 500204-31-9
• Molecular Formula: C₂₅H₂₆O₇
• Molecular Weight: 438.477
• DSSTox Substance ID: DTXSID801122746
• Mol file: 500204-31-9.mol

Synonyms:500204-31-9;ethyl 3-{7-[2-(3-methoxyphenyl)-2-oxoethoxy]-4,8-dimethyl-2-oxo-2H-chromen-3-yl}propanoate;2H-1-Benzopyran-3-propanoic acid, 7-[2-(3-methoxyphenyl)-2-oxoethoxy]-4,8-dimethyl-2-oxo-, ethyl ester;Oprea1_081047;DTXSID801122746;STL457537;AKOS016386260;Ethyl 7-[2-(3-methoxyphenyl)-2-oxoethoxy]-4,8-dimethyl-2-oxo-2H-1-benzopyran-3-propanoate

Chemical Property of ethyl 3-{7-[2-(3-methoxyphenyl)-2-oxoethoxy]-4,8-dimethyl-2-oxo-2H-chromen-3-yl}propanoate

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 438.16785316
• Heavy Atom Count: 32
• Complexity: 728

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CCC1=C(C2=C(C(=C(C=C2)OCC(=O)C3=CC(=CC=C3)OC)C)OC1=O)C

Technology Process of ethyl 3-{7-[2-(3-methoxyphenyl)-2-oxoethoxy]-4,8-dimethyl-2-oxo-2H-chromen-3-yl}propanoate

There total 4 articles about ethyl 3-{7-[2-(3-methoxyphenyl)-2-oxoethoxy]-4,8-dimethyl-2-oxo-2H-chromen-3-yl}propanoate 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: 81.0%

2-bromo-3'-methoxyacetophenone (5000-65-7) + ethyl 3-(7'-hydroxy-4',8'-dimethyl-2'-oxochromen-3'-yl)propanoate (251361-29-2) → ethyl 3-{7'-[2''-(3'''-methoxyphenyl)-2''-oxoethoxy]-4',8'-dimethyl-2'-oxochromen-3'-yl}propanoate (500204-31-9)

Guidance literature:

With sodium carbonate; In acetone; at 50 - 56 ℃;

DOI:10.1023/B:RUBI.0000030137.88504.10

Reference yield: 65.0%

ethyl 3-(7'-hydroxy-4',8'-dimethyl-2'-oxochromen-3'-yl)propanoate (251361-29-2) → ethyl 3-{7'-[2''-(3'''-methoxyphenyl)-2''-oxoethoxy]-4',8'-dimethyl-2'-oxochromen-3'-yl}propanoate (500204-31-9)

Guidance literature:

With potassium carbonate; potassium iodide; In 1,4-dioxane; at 100 ℃; for 24h;

DOI:10.1002/anie.201600190

Reference yield:

diethyl 2-acetylglutarate (1501-06-0) → ethyl 3-{7'-[2''-(3'''-methoxyphenyl)-2''-oxoethoxy]-4',8'-dimethyl-2'-oxochromen-3'-yl}propanoate (500204-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / HCl / ethanol / 20 °C

2: 81 percent / Na₂CO₃ / acetone / 50 - 56 °C

With hydrogenchloride; sodium carbonate; In ethanol; acetone; 1: Pechmann condensation / 2: Williamson reaction;

DOI:10.1023/B:RUBI.0000030137.88504.10

upstream raw materials:

2-bromo-3'-methoxyacetophenone

ethyl 3-(7'-hydroxy-4',8'-dimethyl-2'-oxochromen-3'-yl)propanoate

diethyl 2-acetylglutarate

2-methylbenzene-1,3-diol