8-acetoxy-3-O-benzyl-3',4',5,7-tetra-O-methyl-(+)-catechin

Base Information

• Chemical Name: 8-acetoxy-3-O-benzyl-3',4',5,7-tetra-O-methyl-(+)-catechin
• CAS No.: 69119-53-5
• Molecular Formula: C₂₈H₃₀O₈
• Molecular Weight: 494.541
• Mol file: 69119-53-5.mol

Synonyms:8-acetoxy-3-O-benzyl-3',4',5,7-tetra-O-methyl-(+)-catechin

Chemical Property of 8-acetoxy-3-O-benzyl-3',4',5,7-tetra-O-methyl-(+)-catechin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-acetoxy-3-O-benzyl-3',4',5,7-tetra-O-methyl-(+)-catechin

There total 11 articles about 8-acetoxy-3-O-benzyl-3',4',5,7-tetra-O-methyl-(+)-catechin 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:

catechin (154-23-4) → 8-acetoxy-3-O-benzyl-3',4',5,7-tetra-O-methyl-(+)-catechin (69119-53-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) saturated aq. NaHCO₃, 2.) K₂CO₃ / 1.) 30 min, heating, 2.) acetone

2: 66 percent / pyridinium hydrobromide perbromide / aq. ethanol

3: silver oxide / dimethylformamide

4: 30 percent / n-butyl-lithium, oxygen / tetrahydrofuran; pentane

5: 20 mg / pyridine / Ambient temperature

With n-butyllithium; oxygen; pyridinium hydrobromide perbromide; sodium hydrogencarbonate; potassium carbonate; silver(l) oxide; In tetrahydrofuran; pyridine; ethanol; N,N-dimethyl-formamide; pentane;

DOI:10.1039/P19810001227

Reference yield:

(2R,3S)-(+)-catechin 3',4',5,7-tetramethyl ether (51079-25-5) → 8-acetoxy-3-O-benzyl-3',4',5,7-tetra-O-methyl-(+)-catechin (69119-53-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / pyridinium hydrobromide perbromide / aq. ethanol

2: silver oxide / dimethylformamide

3: 30 percent / n-butyl-lithium, oxygen / tetrahydrofuran; pentane

4: 20 mg / pyridine / Ambient temperature

With n-butyllithium; oxygen; pyridinium hydrobromide perbromide; silver(l) oxide; In tetrahydrofuran; pyridine; ethanol; N,N-dimethyl-formamide; pentane;

DOI:10.1039/P19810001227

Reference yield:

3-O-benzyl-6,8-dibromo-3',4',5,7-tetra-O-methyl-(+)-catechin (69119-42-2) → 8-acetoxy-3-O-benzyl-3',4',5,7-tetra-O-methyl-(+)-catechin (69119-53-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 74 percent / n-butyl-lithium / benzene; pentane / 0.17 h

2: 80 percent / hydrogen / 10percent Pd-C / ethyl acetate

3: 50 percent / conc. HCl / propan-2-ol / 0.67 h / Heating

4: silver oxide / dimethylformamide

5: 30 percent / n-butyl-lithium, oxygen / tetrahydrofuran; pentane

6: 20 mg / pyridine / Ambient temperature

With hydrogenchloride; n-butyllithium; hydrogen; oxygen; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; pyridine; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; pentane; benzene;

DOI:10.1039/P19810001227

upstream raw materials:

acetic anhydride

3-O-benzyl-8-hydroxy-3',4',5,7-tetra-O-methyl-(+)-catechin

6-bromo-3',4',5,7-tetra-O-methyl-(+)-catechin

3-O-benzyl-8-bromo-3',4',5,7-tetra-O-methyl-(+)-catechin

Downstream raw materials:

8-acetoxy-3',4',5,7-tetra-O-methyl-(+)-catechin