3',4'-dibenzyloxy-3-tetraacetylglucosylflavone

Base Information

• Chemical Name: 3',4'-dibenzyloxy-3-tetraacetylglucosylflavone
• CAS No.: 331651-16-2
• Molecular Formula: C₄₃H₄₀O₁₄
• Molecular Weight: 780.782
• Mol file: 331651-16-2.mol

Synonyms:3',4'-dibenzyloxy-3-tetraacetylglucosylflavone

Chemical Property of 3',4'-dibenzyloxy-3-tetraacetylglucosylflavone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3',4'-dibenzyloxy-3-tetraacetylglucosylflavone

There total 4 articles about 3',4'-dibenzyloxy-3-tetraacetylglucosylflavone 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: 90.0%

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3) + 2-(3',4'-bis(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one (307521-00-2) → 3',4'-dibenzyloxy-3-tetraacetylglucosylflavone (331651-16-2)

Guidance literature:

With pyridine; 5A molecular sieve; silver(l) oxide; at 20 ℃; for 1h;

DOI:10.1021/jm000951n

Reference yield:

3,4-dibenzyloxybenzaldehyde (5447-02-9) → 3',4'-dibenzyloxy-3-tetraacetylglucosylflavone (331651-16-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent aq. KOH / dioxane; ethanol / 66 h / 20 °C

2: 5.4 percent aq. NaOH; 35 percent aq. H₂O₂ / dioxane; ethanol / 0 - 20 °C

3: 90 percent / pyridine; molecular sieves 5A; silver oxide / 1 h / 20 °C

With pyridine; potassium hydroxide; sodium hydroxide; 5A molecular sieve; dihydrogen peroxide; silver(l) oxide; In 1,4-dioxane; ethanol; 1: Condensation / 2: Algar-Flynn-Oyamada reaction / 3: glycosylation;

DOI:10.1021/jm000951n

Reference yield:

o-hydroxyacetophenone (118-93-4,104809-67-8) → 3',4'-dibenzyloxy-3-tetraacetylglucosylflavone (331651-16-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent aq. KOH / dioxane; ethanol / 66 h / 20 °C

2: 5.4 percent aq. NaOH; 35 percent aq. H₂O₂ / dioxane; ethanol / 0 - 20 °C

3: 90 percent / pyridine; molecular sieves 5A; silver oxide / 1 h / 20 °C

With pyridine; potassium hydroxide; sodium hydroxide; 5A molecular sieve; dihydrogen peroxide; silver(l) oxide; In 1,4-dioxane; ethanol; 1: Condensation / 2: Algar-Flynn-Oyamada reaction / 3: glycosylation;

DOI:10.1021/jm000951n

upstream raw materials:

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide

2-(3',4'-bis(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one

3,4-dibenzyloxybenzaldehyde

o-hydroxyacetophenone

Downstream raw materials:

3',4'-dihydroxy-3-glucosylflavone