(-)-Licarin A

Base Information

• Chemical Name: (-)-Licarin A
• CAS No.: 51020-86-1
• Molecular Formula: C20H22O4
• Molecular Weight: 326.392
• DSSTox Substance ID: DTXSID401317696
• Nikkaji Number: J585.123H,J111.632K
• Metabolomics Workbench ID: 129886
• ChEMBL ID: CHEMBL259731
• Mol file: 51020-86-1.mol

Synonyms:isolicarin A;licarin A

Chemical Property of (-)-Licarin A

Chemical Property:

• Vapor Pressure: 8.69E-09mmHg at 25°C
• Boiling Point: 452°Cat760mmHg
• Flash Point: 227.2°C
• PSA: 47.92000
• Density: 1.16g/cm³
• LogP: 4.67970
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 326.15180918
• Heavy Atom Count: 24
• Complexity: 437

Purity/Quality:

≥98% ^*data from raw suppliers

Licarin A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC1=CC2=C(C(=C1)OC)OC(C2C)C3=CC(=C(C=C3)O)OC
• Isomeric SMILES: C/C=C/C1=CC2=C(C(=C1)OC)O[C@H]([C@@H]2C)C3=CC(=C(C=C3)O)OC

Technology Process of (-)-Licarin A

There total 32 articles about (-)-Licarin A 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: 95.3%

2-methoxy-4-propenylphenol (97-54-1) → dehydrodiisoeugenol (2680-81-1,23518-29-8,23518-30-1,51020-86-1,64870-40-2,69744-09-8,72274-58-9,72274-59-0,83377-50-8,88034-58-6,127000-67-3)

Guidance literature:

With dihydrogen peroxide; horseradish peroxidase; In aq. phosphate buffer; water; acetone; at 50 ℃; for 2h; pH=5.83;

DOI:10.1016/j.cclet.2015.05.011

Reference yield: 81.0%

(E)-2-methoxy-4-(1-propenyl)phenol (5932-68-3) → (E)-1-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-1-benzofuran-5-yl>-1-propene (2680-81-1,23518-29-8,23518-30-1,51020-86-1,64870-40-2,69744-09-8,72274-58-9,72274-59-0,83377-50-8,88034-58-6,127000-67-3)

Guidance literature:

With ammonium cerium (IV) nitrate; In tetrahydrofuran; at 0 ℃; for 1.5h; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1016/j.tet.2012.11.006

Reference yield: 40.0%

(E)-2-methoxy-4-(1-propenyl)phenol (5932-68-3) → (E)-1-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-1-benzofuran-5-yl>-1-propene (2680-81-1,23518-29-8,23518-30-1,51020-86-1,64870-40-2,69744-09-8,72274-58-9,72274-59-0,83377-50-8,88034-58-6,127000-67-3) + threo-1-(4-hydroxy-3-methoxyphenyl)-1-methoxy-2-<2-methoxy-4-(1-propenyl)phenoxy>propane + erythro-1-(4-hydroxy-3-methoxyphenyl)-1-methoxy-2-<2-methoxy-4-(1-propenyl)phenoxy>propane + 4-(syn-1,2-dimethoxypropyl)-2-methoxyphenol + 4-(anti-1,2-dimethoxypropyl)-2-methoxyphenol

Guidance literature:

With lithium perchlorate; In methanol; at 20 ℃; Electrolysis;

DOI:10.1002/anie.201200878

upstream raw materials:

(E)-2-methoxy-4-(1-propenyl)phenol

methanol

2-methoxy-4-propenylphenol

acetic anhydride

Downstream raw materials:

5-formylvanillin

3-methoxy-4-hydroxybenzoic acid

3-carboxy-4-hydroxy-5-methoxybenzaldehyde

vanillin