(+)-trans-C75

Base Information

• Chemical Name: (+)-trans-C75
• CAS No.: 1234694-20-2
• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.326
• Mol file: 1234694-20-2.mol

Synonyms:

Chemical Property of (+)-trans-C75

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

(+)-trans-C75 ≥97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: C75 is stable fatty acid synthase (FASN) inhibitor that when administered in racemic form leads to profound weight loss and feeding inhibition in both high-fat diet wild type obese and leptin-deficient ob/ob mice. C75 is also cytotoxic to many human cancer cell lines, an effect believed to be mediated by the accumulation of malonyl-coenzyme A in cells with an upregulated FASN pathway. (+)-trans-C75 is an enantiomer of C75. Its biologicial activity has not been reported.

Technology Process of (+)-trans-C75

There total 23 articles about (+)-trans-C75 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