Albanin F

Base Information

• Chemical Name: Albanin F
• CAS No.: 75629-19-5
• Molecular Formula: C₄₀H₃₆O₁₁
• Molecular Weight: 692.719
• Wikidata: Q104916473
• Mol file: 75629-19-5.mol

Synonyms:ALBANIN F;SCHEMBL16362642;CHEBI:185608;8-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one;FT-0775829

Chemical Property of Albanin F

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 942.4°C at 760 mmHg
• PKA: 6.54±0.40(Predicted)
• Flash Point: 293.9°C
• PSA: 209.12000
• Density: 1.446g/cm³
• LogP: 7.33000
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 692.22576196
• Heavy Atom Count: 51
• Complexity: 1380

Purity/Quality:

≥98% ^*data from raw suppliers

KuwanonG(~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C=C(C5=C4OC(=C(C5=O)CC=C(C)C)C6=C(C=C(C=C6)O)O)O)O

Technology Process of Albanin F

There total 20 articles about Albanin F 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:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → 8-[(1S,5R,6S)-6-(2,4dDihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (79056-24-9,75629-19-5) + kuwanon G

Guidance literature:

Multi-step reaction with 10 steps

1: potassium carbonate / acetone / 8 h / 56 °C

2: potassium iodide; potassium iodate; acetic acid / 8 h / 20 °C

3: pyridine / 1 h / 20 °C / Inert atmosphere

4: sodium hydroxide; pyridine / 1 h / 50 °C

5: potassium carbonate / acetone / 2 h / 20 °C

6: sulfuric acid / ethanol / 60 h / 55 °C

7: potassium carbonate; (bis(tricyclohexyl)phosphine)palladium(II) dichloride / toluene / 4 h / 60 °C / Inert atmosphere

8: toluene / 40 h / 180 °C

9: boron tribromide / DClO₄ / -78 - 50 °C / Sealed tube; Inert atmosphere

10: acetonitrile; water / Resolution of racemate

With pyridine; potassium iodate; (bis(tricyclohexyl)phosphine)palladium(II) dichloride; sulfuric acid; boron tribromide; potassium carbonate; acetic acid; potassium iodide; sodium hydroxide; In DClO₄; ethanol; water; acetone; toluene; acetonitrile;

DOI:10.1021/acs.joc.1c00229

Reference yield:

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → 8-[(1S,5R,6S)-6-(2,4dDihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (79056-24-9,75629-19-5) + kuwanon G

Guidance literature:

Multi-step reaction with 10 steps

1: potassium iodide; potassium iodate; acetic acid / 8 h / 20 °C

2: pyridine / 1 h / 20 °C / Inert atmosphere

3: sodium hydroxide; pyridine / 1 h / 50 °C

4: potassium carbonate / acetone / 2 h / 20 °C

5: sulfuric acid / ethanol / 1 h / 20 °C

6: sulfuric acid / ethanol / 60 h / 55 °C

7: potassium carbonate; (bis(tricyclohexyl)phosphine)palladium(II) dichloride / toluene / 4 h / 60 °C / Inert atmosphere

8: toluene / 40 h / 180 °C

9: boron tribromide / DClO₄ / -78 - 50 °C / Sealed tube; Inert atmosphere

10: acetonitrile; water / Resolution of racemate

With pyridine; potassium iodate; (bis(tricyclohexyl)phosphine)palladium(II) dichloride; sulfuric acid; boron tribromide; potassium carbonate; acetic acid; potassium iodide; sodium hydroxide; In DClO₄; ethanol; water; acetone; toluene; acetonitrile;

DOI:10.1021/acs.joc.1c00229

Reference yield:

1-(2-hydroxy-3-iodo-4,6-dimethoxyphenyl)ethan-1-one (59656-68-7) → 8-[(1S,5R,6S)-6-(2,4dDihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (79056-24-9,75629-19-5) + kuwanon G

Guidance literature:

Multi-step reaction with 10 steps

1: pyridine / 1 h / 20 °C / Inert atmosphere

2: sodium hydroxide; pyridine / 1 h / 50 °C

3: potassium carbonate / acetone / 2 h / 20 °C

4: sulfuric acid / ethanol / 1 h / 20 °C

5: sulfuric acid / ethanol / 60 h / 55 °C

6: sulfuric acid / ethanol / 24 h / 20 °C

7: potassium carbonate; (bis(tricyclohexyl)phosphine)palladium(II) dichloride / toluene / 4 h / 60 °C / Inert atmosphere

8: toluene / 40 h / 180 °C

9: boron tribromide / DClO₄ / -78 - 50 °C / Sealed tube; Inert atmosphere

10: acetonitrile; water / Resolution of racemate

With pyridine; (bis(tricyclohexyl)phosphine)palladium(II) dichloride; sulfuric acid; boron tribromide; potassium carbonate; sodium hydroxide; In DClO₄; ethanol; water; acetone; toluene; acetonitrile;

DOI:10.1021/acs.joc.1c00229

upstream raw materials:

(E)-1-(2-hydroxy-4-methoxyphenyl)-3-(2,4-dimethoxyphenyl)prop-2-en-1-one

(E)-3-(2,4-dimethoxyphenyl)-1-(4-methoxy-2-[(3-methylbut-2-en-1-yl)oxy]phenyl)prop-2-en-1-one

(E)-2-(2,4-dimethoxyphenyl)-5,7-dimethoxy-3-(3-methylbut-2-en-1-yl)-8-(3-methylbuta-1,3-dien-1-yl)-4H-chromen-4-one

2,4,6-trihydroxyacetophenone

Downstream raw materials:

8-[(1S,5R,6S)-6-(2,4-Dimethoxy-benzoyl)-5-(2,4-dimethoxy-phenyl)-3-methyl-cyclohex-2-enyl]-2-(2,4-dimethoxy-phenyl)-5,7-dimethoxy-3-(3-methyl-but-2-enyl)-chromen-4-one

2-(2,4-Dimethoxy-phenyl)-8-[5-(2,4-dimethoxy-phenyl)-6-(2-hydroxy-4-methoxy-benzoyl)-3-methyl-cyclohex-2-enyl]-5-hydroxy-7-methoxy-3-(3-methyl-but-2-enyl)-chromen-4-one

2-(2,4-Dimethoxy-phenyl)-8-[5-(2,4-dimethoxy-phenyl)-6-(2-hydroxy-4-methoxy-benzoyl)-3-methyl-cyclohex-2-enyl]-5,7-dimethoxy-3-(3-methyl-but-2-enyl)-chromen-4-one

8-[6-(2,4-Dimethoxy-benzoyl)-5-(2,4-dimethoxy-phenyl)-3-methyl-cyclohex-2-enyl]-2-(2,4-dimethoxy-phenyl)-5-hydroxy-7-methoxy-3-(3-methyl-but-2-enyl)-chromen-4-one

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