2-Acetyl-3,5-bis(benzyloxy)phenyl benzoate

Base Information

• Chemical Name: 2-Acetyl-3,5-bis(benzyloxy)phenyl benzoate
• CAS No.: 137790-51-3
• Molecular Formula: C29H24O5
• Molecular Weight: 452.507
• DSSTox Substance ID: DTXSID50568322
• Nikkaji Number: J2.336.848J
• Wikidata: Q82454543
• Mol file: 137790-51-3.mol

Synonyms:137790-51-3;2-Acetyl-3,5-bis(benzyloxy)phenyl benzoate;DTXSID50568322

Chemical Property of 2-Acetyl-3,5-bis(benzyloxy)phenyl benzoate

Chemical Property:

• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 452.16237386
• Heavy Atom Count: 34
• Complexity: 630

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1=C(C=C(C=C1OC(=O)C2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4

Technology Process of 2-Acetyl-3,5-bis(benzyloxy)phenyl benzoate

There total 7 articles about 2-Acetyl-3,5-bis(benzyloxy)phenyl benzoate 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: 84.0%

1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone (18065-05-9) + benzoic acid (65-85-0,8013-63-6) → 2-acetyl-3,5-bis(benzyloxy)phenyl benzoate (137790-51-3)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/acs.joc.9b03461

Reference yield: 72.0%

1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone (18065-05-9) + benzoyl chloride (98-88-4) → 2-acetyl-3,5-bis(benzyloxy)phenyl benzoate (137790-51-3)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.tet.2006.05.046

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → 2-acetyl-3,5-bis(benzyloxy)phenyl benzoate (137790-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 73 h

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 0 - 20 °C

With dmap; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.joc.9b03461

upstream raw materials:

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

benzoyl chloride

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

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

Downstream raw materials:

2-hydroxypinocembrin

chrysin-6-C-glucopyranoside

8-(β-D-glucopyranosyl)-5,7-dihydroxyflavone

galangin