7-O-(heptaacetyl-β-D-cellobiosyl)-40-O-(tetraacetyl-β-D-glycosyl)apigenin

Base Information

• Chemical Name: 7-O-(heptaacetyl-β-D-cellobiosyl)-40-O-(tetraacetyl-β-D-glycosyl)apigenin
• CAS No.: 1381874-75-4
• Molecular Formula: C₅₅H₆₂O₃₁
• Molecular Weight: 1219.08
• Mol file: 1381874-75-4.mol

Synonyms:7-O-(heptaacetyl-β-D-cellobiosyl)-40-O-(tetraacetyl-β-D-glycosyl)apigenin

Chemical Property of 7-O-(heptaacetyl-β-D-cellobiosyl)-40-O-(tetraacetyl-β-D-glycosyl)apigenin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-O-(heptaacetyl-β-D-cellobiosyl)-40-O-(tetraacetyl-β-D-glycosyl)apigenin

There total 6 articles about 7-O-(heptaacetyl-β-D-cellobiosyl)-40-O-(tetraacetyl-β-D-glycosyl)apigenin 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: 84.0%

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) + 7-O-(heptaacetyl-β-D-cellobiosyl)apigenin (1381874-74-3) → 7-O-(heptaacetyl-β-D-cellobiosyl)-40-O-(tetraacetyl-β-D-glycosyl)apigenin (1381874-75-4)

Guidance literature:

With quinoline; silver (II) carbonate; at 20 ℃; for 3h;

DOI:10.1080/14786419.2012.686908

Reference yield:

2,2',3,3',4',6,6'-hepta-O-acetyl-β-D-cellobiosyl bromide (70223-96-0,4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,42385-75-1,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0) → 7-O-(heptaacetyl-β-D-cellobiosyl)-40-O-(tetraacetyl-β-D-glycosyl)apigenin (1381874-75-4)

Guidance literature:

Multi-step reaction with 5 steps

1: silver (II) carbonate; quinoline / 3 h / 20 °C

2: sulfuric acid / 3 h / 20 °C / Cooling with ice

3: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 2.25 h

4: methanol; ammonium acetate / water; tetrahydrofuran / 24 h / 50 °C

5: silver (II) carbonate; quinoline / 3 h / 20 °C

With quinoline; methanol; silver (II) carbonate; N-Bromosuccinimide; sulfuric acid; ammonium acetate; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; water; 1: |Koenigs-Knorr Glycosidation;

DOI:10.1080/14786419.2012.686908

Reference yield:

naringenin (480-41-1) → 7-O-(heptaacetyl-β-D-cellobiosyl)-40-O-(tetraacetyl-β-D-glycosyl)apigenin (1381874-75-4)

Guidance literature:

Multi-step reaction with 5 steps

1: silver (II) carbonate; quinoline / 3 h / 20 °C

2: sulfuric acid / 3 h / 20 °C / Cooling with ice

3: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 2.25 h

4: methanol; ammonium acetate / water; tetrahydrofuran / 24 h / 50 °C

5: silver (II) carbonate; quinoline / 3 h / 20 °C

With quinoline; methanol; silver (II) carbonate; N-Bromosuccinimide; sulfuric acid; ammonium acetate; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; water; 1: |Koenigs-Knorr Glycosidation;

DOI:10.1080/14786419.2012.686908

upstream raw materials:

2,2',3,3',4',6,6'-hepta-O-acetyl-β-D-cellobiosyl bromide

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

7-O-(heptaacetyl-β-D-cellobiosyl)apigenin

naringenin