Decursinol

Base Information

• Chemical Name: Decursinol
• CAS No.: 23458-02-8
• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.263
• Hs Code.: 2932999099
• UNII: UBI4YB704B
• DSSTox Substance ID: DTXSID70178008
• Nikkaji Number: J16.556E
• Wikidata: Q27068163
• Metabolomics Workbench ID: 49993
• ChEMBL ID: CHEMBL481657
• Mol file: 23458-02-8.mol

Synonyms:2-butenoic acid, 2-methyl-, (7S)-7,8-dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo(1,2-b:5,4-b')dipyran-7-yl ester, (2Z)-;2H,6H-benzo(1,2-b:5,4-b')dipyran-2-one, 7,8-dihydro-7-hydroxy-8,8-dimethyl-, (S)-;decursin;decursinol;decursinol angelate

Chemical Property of Decursinol

Chemical Property:

• Vapor Pressure: 2.74E-08mmHg at 25°C
• Melting Point: 178 °C
• Boiling Point: 433.6°Cat760mmHg
• PKA: 13.87±0.40(Predicted)
• Flash Point: 167.9°C
• PSA: 59.67000
• Density: 1.293g/cm³
• LogP: 1.86740
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 246.08920892
• Heavy Atom Count: 18
• Complexity: 387

Purity/Quality:

99.5% ^*data from raw suppliers

Decursinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)O)C
• Isomeric SMILES: CC1([C@H](CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)O)C

Technology Process of Decursinol

There total 48 articles about Decursinol 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: 95.0%

(-)-xanthyletin epoxide (382141-33-5) → decursinol (5993-18-0,15575-65-2,21860-31-1,23458-02-8)

Guidance literature:

With hydrogen; Lindlar's catalyst; In ethyl acetate; at 20 ℃; for 48h;

DOI:10.1016/S0040-4039(01)01652-5

Reference yield: 95.0%

(S)-7,8-dihydro-8,8-dimethyl-7-triethylsilyloxy-6H-pyrano[3,2-g]chromen-2-one (616241-75-9) → decursinol (5993-18-0,15575-65-2,21860-31-1,23458-02-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4039(00)01702-0

Reference yield: 84.0%

7-demethylsuberosin (21422-04-8) → decursinol (5993-18-0,15575-65-2,21860-31-1,23458-02-8)

Guidance literature:

With potassium peroxymonosulfate sulfate; In water; acetone; at 20 ℃; for 12h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1080/00397911.2020.1797812

upstream raw materials:

agasyllin

2,2-dimethyl-8-oxo-2,3,4,8-tetrahydropyrano[3,2-g]chromen-3-yl 3-methylbut-2-enoate

7-hydroxy-2H-chromen-2-one

7-[(4-methoxybenzyl)oxy]-2H-chromen-2-one

Downstream raw materials:

2,2-dimethyl-8-oxo-2,3,4,8-tetrahydropyrano[3,2-g]chromen-3-yl 3-methylbut-2-enoate

decursin

decursinol angelate

(7S)-(+)-3-phenylacrylic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester