Oxyresveratrol 2-O-β-D-glucopyranoside

Base Information

• Chemical Name: Oxyresveratrol 2-O-β-D-glucopyranoside
• CAS No.: 392274-22-5
• Molecular Formula: C20H22O9
• Molecular Weight: 406.38
• Mol file: 392274-22-5.mol

Synonyms:Oxyresveratrol 2-O-β-D-glucopyranoside;Oxyresveratrol 2-O-beta-D-glucopyranoside;2-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-5-hydroxyphenyl beta-D-glucopyranoside

Chemical Property of Oxyresveratrol 2-O-β-D-glucopyranoside

Chemical Property:

• Boiling Point: 738.9±60.0 °C(Predicted)
• PKA: 9.16±0.10(Predicted)
• PSA: 160.07000
• Density: 1.593±0.06 g/cm3(Predicted)
• LogP: 0.15250

Purity/Quality:

≥98% ^*data from raw suppliers

Oxyresveratrol2-O-β-D-glucopyranoside ≥99.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxyresveratrol 2-O-β-D-glucopyranoside

There total 10 articles about Oxyresveratrol 2-O-β-D-glucopyranoside 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:

C28H30O13 → oxyresveratrol-2'-O-β-D-glucopyranoside (392274-22-5)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

DOI:10.1021/acs.jnatprod.6b00861

Reference yield:

[3,5-di(tert-butyldimethylsilanyloxy)phenyl]methyl triphenylphosphonium bromide → oxyresveratrol-2'-O-β-D-glucopyranoside (392274-22-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / toluene; hexane / 0.5 h / 20 °C

1.2: 8 h / 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 0 °C

3.1: sodium methylate / methanol / 1 h / 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; methanol; hexane; toluene; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination;

DOI:10.1021/acs.jnatprod.6b00861

Reference yield:

C46H72O13Si3 → oxyresveratrol-2'-O-β-D-glucopyranoside (392274-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 0 °C

2: sodium methylate / methanol / 1 h / 20 °C

With tetrabutyl ammonium fluoride; sodium methylate; In tetrahydrofuran; methanol;

DOI:10.1021/acs.jnatprod.6b00861

upstream raw materials:

5-(bromomethyl)-1,3-bis(tert-butyldimethylsilyloxy)-benzene

4-[(tert-butyldimethylsilyl)oxy]-2-hydroxybenzaldehyde

2,4-Dihydroxybenzaldehyde

3,5-dihydroxybenzaldehyde

Refernces