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

Base Information

• Chemical Name: 5,7-Bis-(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one
• CAS No.: 96333-59-4
• Molecular Formula: C36H28O5
• Molecular Weight: 540.615
• DSSTox Substance ID: DTXSID90457822
• Nikkaji Number: J2.160.635I
• Wikidata: Q82280846
• ChEMBL ID: CHEMBL1553574
• Mol file: 96333-59-4.mol

Synonyms:96333-59-4;5,7-Bis-(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one;MLS000517991;5,7-bis(phenylmethoxy)-2-(4-phenylmethoxyphenyl)chromen-4-one;4H-1-Benzopyran-4-one,5,7-bis(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-;KUC100667N;5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one;5,7-Bis(benzyloxy)-2-[4-(benzyloxy)phenyl]-4H-chromen-4-one;4',5,7-Tris(benzyloxy)flavone;SCHEMBL4268322;CHEMBL1553574;DTXSID90457822;QEKMTUHCVIGYAC-UHFFFAOYSA-N;4/',5,7-Tris(benzyloxy)flavone;HMS3096K14;AKOS030240514;SMR000327226;FT-0663195

Chemical Property of 5,7-Bis-(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one

Chemical Property:

• Melting Point: 60-62°C
• PSA: 57.90000
• LogP: 8.19700
• Solubility.: Dichloromethane, Methanol
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 540.19367399
• Heavy Atom Count: 41
• Complexity: 829

Purity/Quality:

97% ^*data from raw suppliers

5,7-Bis-(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C3=CC(=O)C4=C(O3)C=C(C=C4OCC5=CC=CC=C5)OCC6=CC=CC=C6

Technology Process of 5,7-Bis-(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one

There total 12 articles about 5,7-Bis-(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one 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: 95.0%

3-(4-benzyloxyphenyl)-1-(2,4-dibenzyloxy-6-hydroxyphenyl)prop-2-en-1-one (23243-67-6) → 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one (96333-59-4)

Guidance literature:

With iodine; In dimethyl sulfoxide; at 110 ℃;

DOI:10.1021/ml100171x

Reference yield: 89.0%

(E)-1-(2,4-bis(benzyloxy)-6-hydroxyphenyl)-3-(4-(benzyloxy)phenyl)prop-2-en-1-one (88607-79-8) → 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one (96333-59-4)

Guidance literature:

With iodine; dimethyl sulfoxide; at 110 ℃;

DOI:10.1016/j.tetlet.2016.06.085

Reference yield: 25.0%

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (520-36-5) + benzyl bromide (100-39-0) → 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one (96333-59-4)

Guidance literature:

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; With sodium hydride; In N,N-dimethyl-formamide; for 0.166667h; Cooling with ice; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tet.2013.10.002

upstream raw materials:

(E)-1-(2,4-bis(benzyloxy)-6-hydroxyphenyl)-3-(4-(benzyloxy)phenyl)prop-2-en-1-one

5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

benzyl bromide

naringenin

Downstream raw materials:

5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one

Kaempferol-3-O-(2,3,4-tri-O-acetyl-alpha-L-rhamnopyranoside)

(2S,3R,4R,5S,6S)-2-((5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-oxo-4H-chromen-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triyl triacetate

3-((2S,6S)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yloxy)-5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one