trans-4-Methylene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid

Base Information

• Chemical Name: trans-4-Methylene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid
• CAS No.: 191282-48-1
• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.326
• Hs Code.: 2932190090
• Nikkaji Number: J1.314.059F
• ChEMBL ID: CHEMBL449993
• Mol file: 191282-48-1.mol

Synonyms:4-methylene-2-octyl-5-oxofuran-3-carboxylic acid;C75 cpd;trans-4-carboxy-5-octyl-3-methylenebutyrolactone

Chemical Property of trans-4-Methylene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid

Chemical Property:

• Appearance/Colour: White to off-white solid
• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 432.1 ºC at 760 mmHg
• PKA: 3.08±0.40(Predicted)
• Flash Point: 159.2ºC
• PSA: 63.60000
• Density: 1.08 g/cm³c
• LogP: 2.91940
• Storage Temp.: 2-8°C
• Solubility.: DMSO: 18 mg/mL
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 254.15180918
• Heavy Atom Count: 18
• Complexity: 322

Purity/Quality:

97% ^*data from raw suppliers

trans-Tetrahydro-4-methylene-2-octyl-5-oxo-3-furancarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC1C(C(=C)C(=O)O1)C(=O)O
• Isomeric SMILES: CCCCCCCC[C@@H]1[C@H](C(=C)C(=O)O1)C(=O)O
• Uses: trans-Tetrahydro-4-methylene-2-octyl-5-oxo-3-furancarboxylic Acid is a well-known fatty acid synthase (FAS) inhibitor. Studies show that trans-Tetrahydro-4-methylene-2-octyl-5-oxo-3-furancarboxylic Acid is a cell cycle arrest inducer in hepatocellular carcinoma (HCC) cell lines. It has also been shown to blocks resistin-induced increases in lipid accumulation by human macrophages.

Technology Process of trans-4-Methylene-2-octyl-5-oxotetrahydrofuran-3-carboxylic acid

There total 23 articles about trans-4-Methylene-2-octyl-5-oxotetrahydrofuran-3-carboxylic 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: 60.0%

(4R,5R)-4-(hydroxymethyl)-3-methylene-5-octyldihydrofuran-2(3H)-one → C75 (1234694-20-2,1234694-22-4,191282-49-2,191282-48-1,218137-86-1)

Guidance literature:

With Jones reagent; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c04165

Reference yield: 60.0%

4-(hydroxymethyl)-3-methylene-5-octyldihydrofuran-2(3H)-one → C75 (1234694-20-2,1234694-22-4,191282-49-2,191282-48-1,218137-86-1)

Guidance literature:

With Jones reagent; at 23 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c04165

Reference yield: 29.0%

methyl (2S,3R)-4-methylene-5-oxo-2-octyltetrahydrofuran-3-carboxylate (1234694-21-3) → C75 (1234694-20-2,1234694-22-4,191282-49-2,191282-48-1,218137-86-1)

Guidance literature:

With liver acetone powder equine; In aq. phosphate buffer; acetone; for 24h; pH=7.4; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/chir.22419

upstream raw materials:

methyl (2S,3R)-4-methylene-5-oxo-2-octyltetrahydrofuran-3-carboxylate

4-methoxy-2-methylene-4-oxobutanoic acid

nonan-1-al

4-((4-methoxybenzyl)oxy)-2-methylene-4-oxobutanoic acid