Quercetin 5-glucoside

Base Information

• Chemical Name: Quercetin 5-glucoside
• CAS No.: 34199-21-8
• Molecular Formula: C₂₁H₂₀O₁₂
• Molecular Weight: 464.383
• Mol file: 34199-21-8.mol

Synonyms:2-(3,4-Dihydroxy-phenyl)-3,7-dihydroxy-5-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromen-4-one;

Chemical Property of Quercetin 5-glucoside

Chemical Property:

• Melting Point: 264 °C
• Boiling Point: 885.3±65.0 °C(Predicted)
• PKA: 6.23±0.40(Predicted)
• PSA: 210.51000
• Density: 1.809±0.06 g/cm3(Predicted)
• LogP: -0.53890

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Quercetin 5-glucoside

There total 5 articles about Quercetin 5-glucoside 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:

3,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one (1486-63-1) → quercetin 5‐O‐β‐D‐glucopyranoside (34199-21-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / Inert atmosphere

2.1: sodium methylate / tetrahydrofuran; methanol / 20 °C

2.2: ion-exchange resin / 0.5 h

3.1: 20 % Pd(OH)2/C; hydrogen / tetrahydrofuran; ethanol / 12 h

With 20 % Pd(OH)2/C; hydrogen; sodium methylate; potassium carbonate; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2011.03.110

Reference yield:

3,7-bisbenzyloxy-2-(3,4-bisbenzyloxyphenyl)-5-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-4H-chromen-4-one (1313191-76-2) → quercetin 5‐O‐β‐D‐glucopyranoside (34199-21-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium methylate / tetrahydrofuran; methanol / 20 °C

1.2: ion-exchange resin / 0.5 h

2.1: 20 % Pd(OH)2/C; hydrogen / tetrahydrofuran; ethanol / 12 h

With 20 % Pd(OH)2/C; hydrogen; sodium methylate; In tetrahydrofuran; methanol; ethanol;

DOI:10.1016/j.tet.2011.03.110

Reference yield:

quercetol (117-39-5,74893-81-5) → quercetin 5‐O‐β‐D‐glucopyranoside (34199-21-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / Inert atmosphere

3.1: sodium methylate / tetrahydrofuran; methanol / 20 °C

3.2: ion-exchange resin / 0.5 h

4.1: 20 % Pd(OH)2/C; hydrogen / tetrahydrofuran; ethanol / 12 h

With 20 % Pd(OH)2/C; hydrogen; sodium methylate; potassium carbonate; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2011.03.110

upstream raw materials:

3,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]-5-hydroxy-4H-1-benzopyran-4-one

3,7-bisbenzyloxy-2-(3,4-bisbenzyloxyphenyl)-5-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranosyloxy-4H-chromen-4-one

quercetol

Refernces

• 1、 -. "NEW SYNERGISTIC PHYTOCHEMICAL COMPOSITION FOR THE TREATMENT OF OBESITY". . . Retrieved 2010/09/17.