Kukulkanin A

Base Information

• Chemical Name: Kukulkanin A
• CAS No.: 124704-82-1
• Molecular Formula: C17H16 O5
• Molecular Weight: 300.31
• Wikidata: Q76386697
• Metabolomics Workbench ID: 26629
• Mol file: 124704-82-1.mol

Synonyms:2',4'-dihydroxy-3',4-dimethoxychalcone;kukulkanin A

Chemical Property of Kukulkanin A

Chemical Property:

• Vapor Pressure: 2.42E-12mmHg at 25°C
• Melting Point: 172 °C
• Boiling Point: 541.6°Cat760mmHg
• PKA: 7.42±0.40(Predicted)
• Flash Point: 201.4°C
• PSA: 75.99000
• Density: 1.279g/cm³
• LogP: 3.01110
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 300.09977361
• Heavy Atom Count: 22
• Complexity: 387

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CC(=O)C2=C(C(=C(C=C2)O)OC)O
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C/C(=O)C2=C(C(=C(C=C2)O)OC)O

Technology Process of Kukulkanin A

There total 6 articles about Kukulkanin 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: 60.0%

2',4'-dibenzyloxy-3',4-dimethoxychalcone (144632-78-0) → 1-(2',4'-dihydroxy-3'-methoxyphenyl)-3-(4''-methoxyphenyl)-2-propene-1-one (124704-82-1)

Guidance literature:

With aluminium trichloride; N,N-dimethyl-aniline; In dichloromethane; at 5 ℃; for 0.0833333h;

DOI:10.1016/S0040-4020(01)86583-2

Reference yield:

1-(2,4-dihydroxy-3-methoxyphenyl)ethan-1-one (62615-26-3) → 1-(2',4'-dihydroxy-3'-methoxyphenyl)-3-(4''-methoxyphenyl)-2-propene-1-one (124704-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / K₂CO₃ / 1,2-dimethoxy-ethane / 12 h / Heating

2: 65 percent / 10percent NaOH / ethanol / 240 h / 0 °C

3: 60 percent / AlCl₃, N,N-dimethylaniline / CH₂Cl₂ / 0.08 h / 5 °C

With sodium hydroxide; aluminium trichloride; potassium carbonate; N,N-dimethyl-aniline; In 1,2-dimethoxyethane; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)86583-2

Reference yield:

2-methoxyresorcinol (29267-67-2) → 1-(2',4'-dihydroxy-3'-methoxyphenyl)-3-(4''-methoxyphenyl)-2-propene-1-one (124704-82-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / triflic acid / 192 h / Ambient temperature

2: 82 percent / K₂CO₃ / 1,2-dimethoxy-ethane / 12 h / Heating

3: 65 percent / 10percent NaOH / ethanol / 240 h / 0 °C

4: 60 percent / AlCl₃, N,N-dimethylaniline / CH₂Cl₂ / 0.08 h / 5 °C

With sodium hydroxide; aluminium trichloride; trifluorormethanesulfonic acid; potassium carbonate; N,N-dimethyl-aniline; In 1,2-dimethoxyethane; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)86583-2

upstream raw materials:

2',4'-dibenzyloxy-3',4-dimethoxychalcone

1-(2,4-dihydroxy-3-methoxyphenyl)ethan-1-one

2-methoxyresorcinol

4-methoxy-benzaldehyde