Oxyayanin B

Base Information

• Chemical Name: Oxyayanin B
• CAS No.: 548-74-3
• Molecular Formula: C18H16O8
• Molecular Weight: 360.32
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID80331884
• Nikkaji Number: J11.569J
• Wikidata: Q27107599
• Metabolomics Workbench ID: 26084
• ChEMBL ID: CHEMBL1085428
• Mol file: 548-74-3.mol

Synonyms:3',5,6-TH-TMF;3',5,6-trihydroxy-3,4',7-trimethoxyflavone;3,5,6-trihydroxy-3',4',7'-trimethoxyflavone;THTMOF

Chemical Property of Oxyayanin B

Chemical Property:

• Vapor Pressure: 1.68E-17mmHg at 25°C
• Melting Point: 207-208 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
• Boiling Point: 650.1°Cat760mmHg
• PKA: 5.96±0.40(Predicted)
• Flash Point: 239.2°C
• PSA: 118.59000
• Density: 1.54g/cm³
• LogP: 2.60260
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 360.08451746
• Heavy Atom Count: 26
• Complexity: 561

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)O)O)OC)O

Technology Process of Oxyayanin B

There total 7 articles about Oxyayanin B 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:

3-benzyloxy-4-methoxy-benzoic acid-anhydride (59171-19-6) → 5,6,3′-trihydroxy-3,7,4′-trimethoxyflavonol (548-74-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium-<3-benzyloxy-4-methoxy benzoate> / 180 °C / unter vermindertem Druck und Erwaermen des Reaktionsprodukts mit aethanol. Kalilauge

2: acetic acid / anschliessend Behandeln mit wss. Salzsaeure

3: aq. NaOH solution; pyridine; aqueous hydrogen peroxide

With pyridine; sodium hydroxide; dihydrogen peroxide; acetic acid; sodium-<3-benzyloxy-4-methoxy benzoate>;

Reference yield:

2-(3-benzyloxy-4-methoxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one (124909-82-6) → 5,6,3′-trihydroxy-3,7,4′-trimethoxyflavonol (548-74-3)

Guidance literature:

With hydrogenchloride; acetic acid;

Reference yield:

1-(3,6-dihydroxy-2,4-dimethoxy-phenyl)-2-methoxy-ethanone (14639-73-7) → 5,6,3′-trihydroxy-3,7,4′-trimethoxyflavonol (548-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium-<3-benzyloxy-4-methoxy benzoate> / 180 °C / unter vermindertem Druck und anschliessend Erwaermen mit aethanol. Kalilauge

2: aqueous hydrochloric acid; acetic acid

With hydrogenchloride; acetic acid; sodium-<3-benzyloxy-4-methoxy benzoate>;

upstream raw materials:

6-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-3,7-dimethoxy-4-oxo-4H-chromene-5-carbaldehyde

6-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,5,7-trimethoxychromen-4-one

2-(3-benzyloxy-4-methoxy-phenyl)-6-hydroxy-3,5,7-trimethoxy-chromen-4-one

1-(2,5-dihydroxy-4-methoxy-phenyl)-2-methoxy-ethanone

Downstream raw materials:

5,6-diacetoxy-2-(3-acetoxy-4-methoxy-phenyl)-3,7-dimethoxy-chromen-4-one

6-ethoxy-2-(3-ethoxy-4-methoxy-phenyl)-5-hydroxy-3,7-dimethoxy-chromen-4-one

5,6-Diaethoxy-2-<3-aethoxy-4-methoxy-phenyl>-3,7-dimethoxy-chromen-4-on