Plicatin B

Base Information

• Chemical Name: Plicatin B
• CAS No.: 72704-01-9
• Molecular Formula: C15H18 O3
• Molecular Weight: 246.306
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID801029774
• Nikkaji Number: J445.247J
• Wikipedia: Plicatin_B
• Wikidata: Q7204957
• Metabolomics Workbench ID: 134998
• ChEMBL ID: CHEMBL451699
• Mol file: 72704-01-9.mol

Synonyms:methyl 3-(4-hydroxy-3-(3-methyl-2-butenyl)phenyl)-2-propenoate;plicatin B acrylate

Chemical Property of Plicatin B

Chemical Property:

• Vapor Pressure: 4.96E-06mmHg at 25°C
• Boiling Point: 371.1°C at 760 mmHg
• Flash Point: 151.1°C
• PSA: 46.53000
• Density: 1.096g/cm³
• LogP: 3.08710
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 246.125594432
• Heavy Atom Count: 18
• Complexity: 327

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C=CC(=C1)C=CC(=O)OC)O)C
• Isomeric SMILES: CC(=CCC1=C(C=CC(=C1)/C=C/C(=O)OC)O)C

Technology Process of Plicatin B

There total 14 articles about Plicatin 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: 89.0%

methyl (E)-3-[4-(acetyloxy)-3-(3-methyl-2-butenyl)phenyl]-2-propenoate (151071-02-2) → (E)-methyl 3-[4-Hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]acrylate (72704-01-9)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1016/S0040-4039(00)73632-X

Reference yield: 87.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + 4-iodo-2-(3-methylbut-2-en-1-yl)phenol (151071-03-3) → (E)-methyl 3-[4-Hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]acrylate (72704-01-9)

Guidance literature:

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 100 ℃; for 40h; Inert atmosphere;

DOI:10.1002/ejoc.201001674

Reference yield: 72.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + drupanin (53755-58-1,78834-99-8) → (E)-methyl 3-[4-Hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]acrylate (72704-01-9)

Guidance literature:

In diethyl ether; at 0 ℃; for 2h;

DOI:10.1021/jf0729098

upstream raw materials:

diazomethane

p-Coumaric Acid

prenyl bromide

acrylic acid methyl ester

Downstream raw materials:

(E)-methyl 3-{3-(3-methylbut-2-en-1-yl)-4-[(2-methylbut-3-yn-2-yl)-oxy]phenyl}acrylate

methyl 3-(4-hydroxy-3-isopentylphenyl)propanoate

4-hydroxy-3-(3-methyl-2-butenyl)-cinnamyl alcohol

drupanin