3,4-Dimethyl-5-pentyl-2-furanundecanoic acid

Base Information

• Chemical Name: 3,4-Dimethyl-5-pentyl-2-furanundecanoic acid
• CAS No.: 57818-36-7
• Molecular Formula: C22H38O3
• Molecular Weight: 350.542
• UNII: WBZ3SVM6H5
• DSSTox Substance ID: DTXSID80553387
• Metabolomics Workbench ID: 1919
• Nikkaji Number: J464.100K
• Wikidata: Q82433955
• Mol file: 57818-36-7.mol

Synonyms:12,15-epoxy-13,14-dimethyleicosa-12,14-dienoic acid;furanoid F-Acid F6

Chemical Property of 3,4-Dimethyl-5-pentyl-2-furanundecanoic acid

Chemical Property:

• PSA: 50.44000
• LogP: 6.76710
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 350.28209507
• Heavy Atom Count: 25
• Complexity: 342

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

3,4-Dimethyl-5-pentyl-2-furanundecanoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=C(C(=C(O1)CCCCCCCCCCC(=O)O)C)C
• Uses: 3,4-Dimethyl-5-pentyl-2-furanundecanoic acid is also known as F6 furan fatty acid. Furan fatty acids are generated in large amounts in algae and fish, but they are also produced by plants and microorganisms. Furan fatty acids are known to exhibit radical-scavenging ability and anti-inflammatory properties.

Technology Process of 3,4-Dimethyl-5-pentyl-2-furanundecanoic acid

There total 14 articles about 3,4-Dimethyl-5-pentyl-2-furanundecanoic acid 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: 90.0%

(E)-benzyl 11-(3,4-dimethyl-5-pentylfuran-2-yl)undec-2-enoate → 11-(3,4-dimethyl-5-pentylfluran-2-yl)undecanoic acid (57818-36-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2015.05.061

Reference yield: 85.0%

11-(3,4-dimethyl-5-pentylfuran-2-yl)undecan-1-ol → 11-(3,4-dimethyl-5-pentylfluran-2-yl)undecanoic acid (57818-36-7)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.1002/ejoc.202000234

Reference yield:

8-methylnonadec-18-en-6-yne-8,9-diol → 11-(3,4-dimethyl-5-pentylfluran-2-yl)undecanoic acid (57818-36-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

2.3: 0.33 h / -78 - 20 °C / Inert atmosphere

3.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 2 h / Inert atmosphere; Reflux

4.1: hydrogen; palladium 10% on activated carbon / methanol / 1 h / 20 °C

With Hoveyda-Grubbs catalyst second generation; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.tet.2015.05.061

upstream raw materials:

benzylacrylate