4-Hydroxy-3-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]-5-[(Z)-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]methylene]-2(5H)-furanone

Base Information

• Chemical Name: 4-Hydroxy-3-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]-5-[(Z)-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]methylene]-2(5H)-furanone
• CAS No.: 57744-69-1
• Molecular Formula: C27H28O5
• Molecular Weight: 432.5082
• Mol file: 57744-69-1.mol

Synonyms:

Chemical Property of 4-Hydroxy-3-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]-5-[(Z)-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]methylene]-2(5H)-furanone

Chemical Property:

• Vapor Pressure: 1.28E-18mmHg at 25°C
• Melting Point: 115-121 °C
• Boiling Point: 665.5°Cat760mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 224.4°C
• PSA: 86.99000
• Density: 1.261g/cm³
• LogP: 5.98220

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Hydroxy-3-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]-5-[(Z)-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]methylene]-2(5H)-furanone

There total 3 articles about 4-Hydroxy-3-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]-5-[(Z)-[4-hydroxy-3-(3-methyl-2-butenyl)phenyl]methylene]-2(5H)-furanone 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: 45.0%

(Z)-5-[4-benzyloxy-3-(3-methylbut-2-enyl)benzylidene]-3-[4-benzyloxy-3-(3-methylbut-2-enyl)phenyl]-4-hydroxyfuran-2(5H)-one → (Z)-4-hydroxy-5-[4-hydroxy-3-(3-methylbut-2-enyl)benzylidene]-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]furan-2(5H)-one (57744-69-1)

Guidance literature:

With N-Methyldicyclohexylamine; boron trichloride; In hexane; dichloromethane; toluene; at -78 ℃; for 2h;

DOI:10.1055/s-2007-983803

Reference yield:

→ (Z)-4-hydroxy-5-[4-hydroxy-3-(3-methylbut-2-enyl)benzylidene]-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]furan-2(5H)-one (57744-69-1)

Guidance literature:

durch enzymat. Prenylierung v. Dihydroxypulvinon (1);

DOI:10.1039/C39750000717

Reference yield:

(Z)-4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one (49637-60-7) + dimethylallyl diphosphate (358-72-5) → (Z)-4-hydroxy-5-[4-hydroxy-3-(3-methylbut-2-enyl)benzylidene]-3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]furan-2(5H)-one (57744-69-1)

Guidance literature:

With aspulvinone dimethylallyltransferase;

DOI:10.1074/jbc.M110.113720

upstream raw materials:

(Z)-4-hydroxy-5-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)furan-2(5H)-one

dimethylallyl diphosphate

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