5-Hydroxypseudobaptigenin

Base Information

• Chemical Name: 5-Hydroxypseudobaptigenin
• CAS No.: 40624-03-1
• Molecular Formula: C₁₆H₁₀O₆
• Molecular Weight: 298.252
• ChEMBL ID: CHEMBL591023
• DSSTox Substance ID: DTXSID701311673
• Metabolomics Workbench ID: 22389
• Nikkaji Number: J704.850E
• Wikidata: Q27131013
• Mol file: 40624-03-1.mol

Synonyms:5-hydroxypseudobaptigenin;CHEBI:61312;5,7-Dihydroxy-3',4'-methylenedioxyisoflavone;3-(1,3-benzodioxol-5-yl)-5,7-dihydroxychromen-4-one;40624-03-1;CHEMBL591023;SCHEMBL13904464;DTXSID701311673;3-(benzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-4H-chromen-4-one;LMPK12050252;C19727;5,7-dihydroxy-3',4'-(methylenedioxy)isoflavone;Q27131013;3-(1,3-benzodioxol-5-yl)-5,7-dihydroxy-4H-chromen-4-one;3-(1,3-benzodioxol-5-yl)-5,7-dihydroxy-4H-1-benzopyran-4-one

Chemical Property of 5-Hydroxypseudobaptigenin

Chemical Property:

• Melting Point: 227～228℃
• PSA: 89.13000
• LogP: 2.59990
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 298.04773803
• Heavy Atom Count: 22
• Complexity: 489

Purity/Quality:

98% ^*data from raw suppliers

5,7-DIHYDROXY-3',4'-METHYLENEDIOXYISOFLAVONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C3=COC4=CC(=CC(=C4C3=O)O)O

Technology Process of 5-Hydroxypseudobaptigenin

There total 6 articles about 5-Hydroxypseudobaptigenin 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: 80.0%

2-(benzo[d][1,3]dioxol-5-yl)-1-(2,4,6-trihydroxyphenyl)ethanone (39548-98-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-(benzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-4H-chromen-4-one (40624-03-1)

Guidance literature:

2-(benzo[d][1,3]dioxol-5-yl)-1-(2,4,6-trihydroxyphenyl)ethanone; N,N-dimethyl-formamide; With boron trifluoride diethyl etherate; at 20 ℃; for 0.166667h;

With methanesulfonyl chloride; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Further stages.;

DOI:10.1021/jo702366g

Reference yield:

3-benzo[1,3]dioxol-5-yl-5,7-dihydroxy-4-oxo-4H-chromene-2-carboxylic acid (853926-61-1) → 3-(benzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-4H-chromen-4-one (40624-03-1)

Guidance literature:

at 275 ℃;

Reference yield:

3,5-dihydroxyphenol (108-73-6) → 3-(benzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-4H-chromen-4-one (40624-03-1)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether; hydrogen chloride; zinc chloride / Erhitzen des Reaktionsprodukts mit Wasser

2: pyridine

3: aqueous sodium carbonate-solution; acetone

4: 275 °C

With pyridine; hydrogenchloride; diethyl ether; sodium carbonate; acetone; zinc(II) chloride;

upstream raw materials:

3-benzo[1,3]dioxol-5-yl-5,7-dihydroxy-4-oxo-4H-chromene-2-carboxylic acid

3,5-dihydroxyphenol

2-(benzo[d][1,3]dioxol-5-yl)-1-(2,4,6-trihydroxyphenyl)ethanone

3,4-methylenedioxyphenylacetonitrile

Refernces