4'-benzyloxy-3,7-O-(2'',3'',4''-triacetyloxy-α-L-rhamnopyranosyl)-5-[((4-methylphenyl)sulfonyl)oxy]flavone

Base Information

• Chemical Name: 4'-benzyloxy-3,7-O-(2'',3'',4''-triacetyloxy-α-L-rhamnopyranosyl)-5-[((4-methylphenyl)sulfonyl)oxy]flavone
• CAS No.: 943827-57-4
• Molecular Formula: C₅₃H₅₄O₂₂S
• Molecular Weight: 1075.06
• Mol file: 943827-57-4.mol

Synonyms:4'-benzyloxy-3,7-O-(2'',3'',4''-triacetyloxy-α-L-rhamnopyranosyl)-5-[((4-methylphenyl)sulfonyl)oxy]flavone

Chemical Property of 4'-benzyloxy-3,7-O-(2'',3'',4''-triacetyloxy-α-L-rhamnopyranosyl)-5-[((4-methylphenyl)sulfonyl)oxy]flavone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4'-benzyloxy-3,7-O-(2'',3'',4''-triacetyloxy-α-L-rhamnopyranosyl)-5-[((4-methylphenyl)sulfonyl)oxy]flavone

There total 6 articles about 4'-benzyloxy-3,7-O-(2'',3'',4''-triacetyloxy-α-L-rhamnopyranosyl)-5-[((4-methylphenyl)sulfonyl)oxy]flavone 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:

4'-benzyloxy-3-methoxy-7-(methoxymethyloxy)-5-[((4-methylphenyl)sulfonyl)oxy]flavone (943827-55-2) → 4'-benzyloxy-3,7-O-(2'',3'',4''-triacetyloxy-α-L-rhamnopyranosyl)-5-[((4-methylphenyl)sulfonyl)oxy]flavone (943827-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: AlBr₃ / acetonitrile / 1 h / 0 °C

1.2: 97 percent / aq. HCl / methanol; acetonitrile / 1 h / Heating

2.1: Ag₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / 36 h / 40 °C

With aluminum tri-bromide; 4 A molecular sieve; silver(l) oxide; In dichloromethane; acetonitrile;

DOI:10.1021/jo070502w

Reference yield:

2-methoxy-1-[2-hydroxy-4,6-bis(methoxymethyloxy)phenyl]ethanone (943827-52-9) → 4'-benzyloxy-3,7-O-(2'',3'',4''-triacetyloxy-α-L-rhamnopyranosyl)-5-[((4-methylphenyl)sulfonyl)oxy]flavone (943827-57-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 82 percent / DMAP; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 15 h / 20 °C

2.1: 42 percent / K₂CO₃ / pyridine / 1 h / Heating

3.1: 92 percent / K₂CO₃ / acetonitrile / 3 h / 60 °C

4.1: AlBr₃ / acetonitrile / 1 h / 0 °C

4.2: 97 percent / aq. HCl / methanol; acetonitrile / 1 h / Heating

5.1: Ag₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / 36 h / 40 °C

With dmap; aluminum tri-bromide; 4 A molecular sieve; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver(l) oxide; In pyridine; dichloromethane; acetonitrile;

DOI:10.1021/jo070502w

Reference yield:

2-methoxy-1-[2-(p-benzyloxybenzoyloxy)-4,6-bis(methoxymethyloxy)phenyl]ethanone (943827-53-0) → 4'-benzyloxy-3,7-O-(2'',3'',4''-triacetyloxy-α-L-rhamnopyranosyl)-5-[((4-methylphenyl)sulfonyl)oxy]flavone (943827-57-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 42 percent / K₂CO₃ / pyridine / 1 h / Heating

2.1: 92 percent / K₂CO₃ / acetonitrile / 3 h / 60 °C

3.1: AlBr₃ / acetonitrile / 1 h / 0 °C

3.2: 97 percent / aq. HCl / methanol; acetonitrile / 1 h / Heating

4.1: Ag₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / 36 h / 40 °C

With aluminum tri-bromide; 4 A molecular sieve; potassium carbonate; silver(l) oxide; In pyridine; dichloromethane; acetonitrile;

DOI:10.1021/jo070502w

upstream raw materials:

4'-benzyloxy-3-methoxy-7-(methoxymethyloxy)-5-[((4-methylphenyl)sulfonyl)oxy]flavone

2-methoxy-1-[2-hydroxy-4,6-bis(methoxymethyloxy)phenyl]ethanone

2-methoxy-1-[2-(p-benzyloxybenzoyloxy)-4,6-bis(methoxymethyloxy)phenyl]ethanone

4'-benzyloxy-5-hydroxy-3-methoxy-7-(methoxymethyloxy)flavone

Downstream raw materials:

kaempferitrin

Refernces