8,8-Dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one

Base Information

• Chemical Name: 8,8-Dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one
• CAS No.: 64125-32-2
• Molecular Formula: C₂₀H₁₆O₃
• Molecular Weight: 304.345
• ChEMBL ID: CHEMBL3401058
• DSSTox Substance ID: DTXSID601346930
• Metabolomics Workbench ID: 23105
• Nikkaji Number: J758.489J
• Wikidata: Q105233163
• Mol file: 64125-32-2.mol

Synonyms:64125-32-2;8,8-Dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one;8,8-DIMETHYL-2-PHENYLPYRANO[2,3-F]CHROMEN-4-ONE;6'',6''-Dimethylpyrano[2'',3'':7,8]flavone;CHEMBL3401058;SCHEMBL15944379;CHEBI:183747;DTXSID601346930;LMPK12110020;AKOS040734604;8,8-dimethyl-2-phenylpyrano[2,3-]chromen-4-one;8,8-Dimethyl-2-phenyl-4H,8H-pyrano[2,3-f]chromen-4-one;8,8-dimethyl-2-phenyl-4H,8H-pyrano[2,3-h]chromen-4-one;6'',6''-Dimethylpyrano[2'',3'':7,8]flavone, >=95% (LC/MS-UV)

Chemical Property of 8,8-Dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 304.109944368
• Heavy Atom Count: 23
• Complexity: 539

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C=CC2=C(O1)C=CC3=C2OC(=CC3=O)C4=CC=CC=C4)C

Technology Process of 8,8-Dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one

There total 12 articles about 8,8-Dimethyl-2-phenyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-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: 99.0%

1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-2-methanesulfinylethanone (885118-29-6) + benzaldehyde (100-52-7) → 6,6-dimethylpyrano<2,3:7,8>flavone (64125-32-2)

Guidance literature:

With piperidine; In toluene; at 40 - 110 ℃; for 3h;

DOI:10.1055/s-2006-926294

Reference yield: 95.0%

(2Z)-3-hydroxy-1-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-3-phenylprop-2-en-1-one (1453164-95-8) → 6,6-dimethylpyrano<2,3:7,8>flavone (64125-32-2)

Guidance literature:

With indium(III) chloride; In toluene; for 5h; Inert atmosphere; Reflux;

DOI:10.1002/hlca.201200278

Reference yield:

7-hydroxyflavone (6665-86-7,66585-10-2) → 6,6-dimethylpyrano<2,3:7,8>flavone (64125-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃; KI / dimethylformamide / 70 - 80 °C

2: N,N-diethylaniline / Heating

With potassium carbonate; N,N-diethylaniline; potassium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/jm0400505

upstream raw materials:

(-)-isolonchocarpin

7-(1,1-dimethyl-prop-2-ynyloxy)-2-phenyl-chromen-4-one

1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-2-methanesulfinylethanone

benzaldehyde