4H-1-Benzopyran-4-one, 2-(3-(beta-D-glucopyranosyloxy)-4-hydroxyphenyl)-3,5,7-trihydroxy-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 2-(3-(beta-D-glucopyranosyloxy)-4-hydroxyphenyl)-3,5,7-trihydroxy-
• CAS No.: 19254-30-9
• Deprecated CAS: 100569-52-6
• Molecular Formula: C21H20O12
• Molecular Weight: 464.383
• DSSTox Substance ID: DTXSID40940916
• Wikidata: Q82917672
• Mol file: 19254-30-9.mol

Synonyms:quercetin 3'-O-glucoside

Chemical Property of 4H-1-Benzopyran-4-one, 2-(3-(beta-D-glucopyranosyloxy)-4-hydroxyphenyl)-3,5,7-trihydroxy-

Chemical Property:

• Vapor Pressure: 1.85E-29mmHg at 25°C
• Boiling Point: 833.5°Cat760mmHg
• Flash Point: 293.9°C
• Density: 1.809g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 4
• Exact Mass: 464.09547607
• Heavy Atom Count: 33
• Complexity: 758

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• Isomeric SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)OC4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O

Technology Process of 4H-1-Benzopyran-4-one, 2-(3-(beta-D-glucopyranosyloxy)-4-hydroxyphenyl)-3,5,7-trihydroxy-

There total 11 articles about 4H-1-Benzopyran-4-one, 2-(3-(beta-D-glucopyranosyloxy)-4-hydroxyphenyl)-3,5,7-trihydroxy- 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: 85.0%

2-(3-β-D-glucopyranosyloxy-4-benzyloxyphenyl)-3,5,7-tribenzyloxy-4H-chromen-4-one (1313191-81-9) → isoquercitrin (19254-30-9)

Guidance literature:

With 20 % Pd(OH)2/C; hydrogen; In tetrahydrofuran; ethanol; for 12h;

DOI:10.1016/j.tet.2011.03.110

Reference yield: 67.0%

quercetin-3'-O-tetra-O-acetyl-β-D-glucopyranoside (1239884-38-8) → isoquercitrin (19254-30-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1002/cbdv.200900032

Reference yield: 37.0%

3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-(β-D-glucopyranosyloxy)phenyl}-5-hydroxy-4H-1-benzopyran-4-one (40554-95-8) → isoquercitrin (19254-30-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1002/1522-2675(20010516)84:5<1133::AID-HLCA1133>3.0.CO;2-Z

upstream raw materials:

3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-(β-D-glucopyranosyloxy)phenyl}-5-hydroxy-4H-1-benzopyran-4-one

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

quercetin 5,3'-di-O-β-D-glucopyranoside

quercetin-3'-O-tetra-O-acetyl-β-D-glucopyranoside

Downstream raw materials:

quercetol

2-(3-β-D-glucopyranosyloxy-4-methoxy-phenyl)-3,5,7-trimethoxy-chromen-4-one

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