Vignafuran

Base Information

• Chemical Name: Vignafuran
• CAS No.: 57800-41-6
• Molecular Formula: C16H14O4
• Molecular Weight: 270.28
• UNII: G9CLF6S56A
• DSSTox Substance ID: DTXSID40331688
• Nikkaji Number: J11.839G
• Wikidata: Q27108545
• Metabolomics Workbench ID: 27889
• ChEMBL ID: CHEMBL233767
• Mol file: 57800-41-6.mol

Synonyms:Vignafuran;57800-41-6;UNII-G9CLF6S56A;G9CLF6S56A;Phenol, 3-methoxy-4-(6-methoxy-2-benzofuranyl)-;CHEBI:9980;CHEMBL233767;2-(4-Hydroxy-2-methoxyphenyl)-6-methoxybenzofuran;3-methoxy-4-(6-methoxybenzofuran-2-yl)phenol;C08993;DTXSID40331688;BDBM50213495;LMPK12160036;Q27108545

Chemical Property of Vignafuran

Chemical Property:

• Vapor Pressure: 1.96E-07mmHg at 25°C
• Boiling Point: 413.7°C at 760 mmHg
• Flash Point: 204°C
• PSA: 51.83000
• Density: 1.239g/cm³
• LogP: 3.82260
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 322

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=C(O2)C3=C(C=C(C=C3)O)OC

Technology Process of Vignafuran

There total 38 articles about Vignafuran 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: 78.0%

6-Methoxy-2-[2-methoxy-4-(tosyloxy)phenyl]benzo[b]furan (328945-96-6) → Vignafuran (57800-41-6)

Guidance literature:

With sodium methylate; In methanol; for 20h; Heating;

DOI:10.1039/b006623k

Reference yield: 69.0%

2-iodo-5-methoxy-O-triisopropylsilylphenol (1060684-49-2) + 3-iodo-3-methoxy-O-triisopropylsilylphenol (1060684-47-0) + 1-Ethynylcyclohexan-1-ol (78-27-3) → Vignafuran (57800-41-6)

Guidance literature:

3-iodo-3-methoxy-O-triisopropylsilylphenol; 1-Ethynylcyclohexan-1-ol; With copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; at 80 ℃;

2-iodo-5-methoxy-O-triisopropylsilylphenol; With potassium hydroxide; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; at 80 ℃;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 80 ℃; Further stages.;

DOI:10.1016/j.tet.2008.05.100

Reference yield: 55.0%

1-(4'-benzyloxy-2'-methoxyphenyl)-2-(2-benzyloxy-4-methoxyphenyl)-3,3-dimethoxypropan-1-one (134804-59-4) → Vignafuran (57800-41-6)

Guidance literature:

With hydrogenchloride; acetic acid; at 80 ℃; for 24h; also prepared by 1) H₂, Pd/C, EtOAc, 2) HCl, HOAc, RT, or with HBr/HOAc, reflux, 35-45 min;

upstream raw materials:

1-(4'-benzyloxy-2'-methoxyphenyl)-2-(2-benzyloxy-4-methoxyphenyl)-3,3-dimethoxypropan-1-one

C₂₇H₃₃N₂O₆P

6-Methoxy-2-[2-methoxy-4-(tosyloxy)phenyl]benzo[b]furan

2-(4'-Benzyloxy-2-methoxyphenyl)-6-methoxybenzofuran

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