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

Base Information

Chemical Name:3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol
CAS No.:23598-10-9
Molecular Formula:C₄₃H₄₀O₁₆
Molecular Weight:812.781
Hs Code.:

Synonyms:3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol

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Chemical Property of 3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol

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Technology Process of 3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol

There total 5 articles about 3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol 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: 60.0%

: 13459-13-7
7,4’-di-O-benzylquercetin

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 23598-10-9
3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol

Guidance literature:: With potassium hydroxide; benzyltriethylammonium bromide; In chloroform; at 60 ℃; for 15h;
DOI:10.1016/0008-6215(90)80012-R

Reference yield:

: 153-18-4
rutin

: 23598-10-9
3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

1.2: 3 h / 40 °C / Inert atmosphere

2.1: hydrogenchloride / water; ethanol / 2 h / 70 °C

3.1: pyridine; silver carbonate / 0.08 h / 0 °C / Inert atmosphere

3.2: 15 h / 20 °C / Inert atmosphere

4.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.08 h / 0 °C / Inert atmosphere

5.2: 12 h / 0 °C / Inert atmosphere

With pyridine; hydrogenchloride; palladium 10% on activated carbon; hydrogen; potassium carbonate; silver carbonate; In ethanol; water; ethyl acetate; N,N-dimethyl-formamide; 3.1: |Koenigs-Knorr Glycosidation / 3.2: |Koenigs-Knorr Glycosidation;
DOI:10.1021/acs.jnatprod.6b00274

Reference yield:

: 3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-3',4',7-tri-O-benzyl-5-hydroxyflavonol

: 23598-10-9
3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-4',7-di-O-benzyl-3',5-dihydroxyflavonol

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.08 h / 0 °C / Inert atmosphere

2.2: 12 h / 0 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; potassium carbonate; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/acs.jnatprod.6b00274