1-(2’,4’-dibenzyloxy-6’-hydroxyphenyl)-2-hydroxyethanone

Base Information

• Chemical Name: 1-(2’,4’-dibenzyloxy-6’-hydroxyphenyl)-2-hydroxyethanone
• CAS No.: 906653-32-5
• Molecular Formula: C₂₂H₂₀O₅
• Molecular Weight: 364.398
• Mol file: 906653-32-5.mol

Synonyms:1-(2’,4’-dibenzyloxy-6’-hydroxyphenyl)-2-hydroxyethanone

Chemical Property of 1-(2’,4’-dibenzyloxy-6’-hydroxyphenyl)-2-hydroxyethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2’,4’-dibenzyloxy-6’-hydroxyphenyl)-2-hydroxyethanone

There total 5 articles about 1-(2’,4’-dibenzyloxy-6’-hydroxyphenyl)-2-hydroxyethanone 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: 73.0%

1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone (18065-05-9) → 1-(2’,4’-dibenzyloxy-6’-hydroxyphenyl)-2-hydroxyethanone (906653-32-5)

Guidance literature:

1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone; With chloro-trimethyl-silane; lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 0.5h;

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1.5h;

With toluene-4-sulfonic acid; In tetrahydrofuran; water; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2006.05.046

Reference yield:

5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) → 1-(2’,4’-dibenzyloxy-6’-hydroxyphenyl)-2-hydroxyethanone (906653-32-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 82 percent / K₂CO₃ / dimethylformamide / 96 h / 70 °C

2.1: 74 percent / KOH; pyridine / bis-(2-hydroxy-ethyl) ether / 4 h / 120 °C

3.1: LDA; chlorotrimethylsilane / tetrahydrofuran / 0.5 h / 0 °C

3.2: NaHCO₃; mCPBA / CH₂Cl₂ / 1.5 h / 0 °C

3.3: 73 percent / para-toluenesulfonic acid / tetrahydrofuran; H₂O / 0.5 h / 20 °C

With pyridine; potassium hydroxide; chloro-trimethyl-silane; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; diethylene glycol;

DOI:10.1016/j.tet.2006.05.046

Reference yield:

5,7-bis(benzyloxy)-2-phenyl-4H-chromen-4-one (137790-18-2) → 1-(2’,4’-dibenzyloxy-6’-hydroxyphenyl)-2-hydroxyethanone (906653-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 74 percent / KOH; pyridine / bis-(2-hydroxy-ethyl) ether / 4 h / 120 °C

2.1: LDA; chlorotrimethylsilane / tetrahydrofuran / 0.5 h / 0 °C

2.2: NaHCO₃; mCPBA / CH₂Cl₂ / 1.5 h / 0 °C

2.3: 73 percent / para-toluenesulfonic acid / tetrahydrofuran; H₂O / 0.5 h / 20 °C

With pyridine; potassium hydroxide; chloro-trimethyl-silane; lithium diisopropyl amide; In tetrahydrofuran; diethylene glycol;

DOI:10.1016/j.tet.2006.05.046

upstream raw materials:

1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone

5,7-bis(benzyloxy)-2-phenyl-4H-chromen-4-one

5,7-dihydroxy-2-phenyl-chromen-4-one

benzyl bromide

Downstream raw materials:

1-[2'-(3'',4''-diallyloxy[carbonyl-13C]benzyloxy)-4',6'-dibenzyloxyphenyl]-2-(2''',3''',4''',6'''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone

1-(2',4'-dibenzyloxy-6'-hydroxyphenyl)-2-(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyloxy)ethanone