2-hydroxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl 4'-hydroxybenzyl ketone

Base Information

• Chemical Name: 2-hydroxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl 4'-hydroxybenzyl ketone
• CAS No.: 171973-40-3
• Molecular Formula: C₂₈H₃₀O₁₃
• Molecular Weight: 574.538
• Mol file: 171973-40-3.mol

Synonyms:2-hydroxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl 4'-hydroxybenzyl ketone

Chemical Property of 2-hydroxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl 4'-hydroxybenzyl ketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-hydroxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl 4'-hydroxybenzyl ketone

There total 1 articles about 2-hydroxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl 4'-hydroxybenzyl ketone 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: 29.0%

2,4,4'-trihydroxy deoxybenzoin (17720-60-4,423150-69-0) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2-hydroxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl 4'-hydroxybenzyl ketone (171973-40-3)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; acetone; for 4h; Ambient temperature;

DOI:10.1007/BF00630111

Reference yield:

2-hydroxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl 4'-hydroxybenzyl ketone (171973-40-3) → daidzin (552-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: BF₃*Et₂O, PCl₅ / 70 °C

2: 1 N aq. NaOH / methanol / 0.25 h

With sodium hydroxide; phosphorus pentachloride; boron trifluoride diethyl etherate; In methanol;

DOI:10.1007/BF00630111

Reference yield:

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2-hydroxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl 4'-hydroxybenzyl ketone (171973-40-3) → 4',7-dihydroxyflavone 7-O-(tetra-O-acetyl-β-D-glucopyranoside)

Guidance literature:

With phosphorus pentachloride; boron trifluoride diethyl etherate; at 70 ℃;

DOI:10.1007/BF00630111

upstream raw materials:

2,4,4'-trihydroxy deoxybenzoin

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

Downstream raw materials:

daidzin

Refernces