Asterriquinone

Base Information

• Chemical Name: Asterriquinone
• CAS No.: 60696-52-8
• Molecular Formula: C32H30N2O4
• Molecular Weight: 506.599
• NSC Number: 289487
• UNII: JV64RB1EJO
• DSSTox Substance ID: DTXSID90209505
• Nikkaji Number: J17.914K
• Wikidata: Q27122909
• Metabolomics Workbench ID: 57941
• ChEMBL ID: CHEMBL1966265
• Mol file: 60696-52-8.mol

Synonyms:asterriquinone;NSC 289487;NSC-289487

Chemical Property of Asterriquinone

Chemical Property:

• Vapor Pressure: 3.92E-22mmHg at 25°C
• Boiling Point: 726.2°C at 760 mmHg
• Flash Point: 393°C
• PSA: 84.46000
• Density: 1.2g/cm³
• LogP: 6.82840
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 506.22055744
• Heavy Atom Count: 38
• Complexity: 1010

Purity/Quality:

99% ^*data from raw suppliers

ASTERRIQUINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C=C)N1C=C(C2=CC=CC=C21)C3=C(C(=O)C(=C(C3=O)O)C4=CN(C5=CC=CC=C54)C(C)(C)C=C)O

Technology Process of Asterriquinone

There total 7 articles about Asterriquinone 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: 99.0%

2,5-dichloro-3,6-bis(1-(2-methylbut-3-en-2-yl)-1H-indol-3-yl)cyclohexa-2,5-diene-1,4-dione (1001099-63-3) → asterriquinone (60696-52-8)

Guidance literature:

With sodium hydroxide; In methanol; for 30h; Heating;

DOI:10.1039/b712227f

Reference yield: 72.0%

asterriquinone dimethyl ether (60924-75-6) → asterriquinone (60696-52-8)

Guidance literature:

With potassium hydroxide; In ethanol; for 1.5h; Heating;

Reference yield: 70.0%

2,5-bis[1-(1,1-dimethylallyl)-1H-indol-3-yl]-3,6-diethoxy-[1,4]benzoquinone (477883-73-1) → asterriquinone (60696-52-8)

Guidance literature:

With potassium hydroxide; In ethanol; at 70 ℃; for 1h;

DOI:10.1021/jo020182a

upstream raw materials:

asterriquinone dimethyl ether

2,5-bis<1-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl>-3-acetoxy-6-hydroxy-2,5-cyclohexadiene-1,4-dione

2,5-bis[1-(1,1-dimethylallyl)-1H-indol-3-yl]-3,6-diethoxy-[1,4]benzoquinone

2,5-dibromo-3,6-diethoxy-1,4-benzoquinone

Downstream raw materials:

asterriquinone dimethyl ether

Refernces

• 1、 Fletcher, Anthony J.,Bax, Matthew N.,Willis, Michael C.. "Palladium-catalysed N-annulation routes to indoles: The synthesis of indoles with sterically demanding N-substituents, including demethylasterriquinone A1". . p. 4764 - 4766. Retrieved 2008/09/17.
• 2、 Arai, Kunizo,Shimizu, Sakae,Taguchi, Yasuhisa,Yamamoto, Yuzuru. "METABOLIC PRODUCTS OF ASPERGILLUS TERREUS. V. DEMETHYLATION OF ASTERRIQUINONES". . p. 991 - 999. Retrieved 2007/10/02.