2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one

Base Information

• Chemical Name: 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one
• CAS No.: 742062-20-0
• Molecular Formula: C₄₂H₃₆O₁₆
• Molecular Weight: 796.738

Synonyms:2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one

Chemical Property of 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one

Chemical Property:

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Technology Process of 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one

There total 7 articles about 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one 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: 69.0%

2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-trihydroxychromen-4-one (357194-03-7) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one (742062-20-0)

Guidance literature:

With potassium carbonate; for 5h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jm200010x

Reference yield: 64.0%

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-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-trihydroxychromen-4-one (357194-03-7) → 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one (742062-20-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 5h; Inert atmosphere;

Reference yield: 31.0%

2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-trihydroxychromen-4-one (357194-03-7) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5-hydroxy-3,7-di(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one (918309-41-8) + 2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one (742062-20-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1016/j.bmc.2006.09.014

upstream raw materials:

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose

2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-trihydroxychromen-4-one

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Dichlorodiphenylmethane

Downstream raw materials:

3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-3',4',5,7-tetrahydroxyflavonol

Hyperoside

5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-tetraacetylgalactosyl-4H-chromen-4-one

5,7-dibenzyloxy-2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-3-β-D-galactosyl-4H-chromen-4-one

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