Methyl 3-oxoicosanoate

Base Information

• Chemical Name: Methyl 3-oxoicosanoate
• CAS No.: 14531-35-2
• Molecular Formula: C21H40 O3
• Molecular Weight: 340.547
• Hs Code.: 2918300090
• European Community (EC) Number: 238-556-3
• DSSTox Substance ID: DTXSID40162979
• Nikkaji Number: J206.424C
• Wikidata: Q83031806
• Mol file: 14531-35-2.mol

Synonyms:Methyl 3-oxoicosanoate;14531-35-2;METHYL 3-OXOEICOSANOATE;EINECS 238-556-3;methyl-3-oxoeicosanoate;3-OXO-EICOSANOIC ACID METHYL ESTER;SCHEMBL3687590;3-Ketoarachic acid methyl ester;DTXSID40162979;AKOS024333175;beta-keto-eicosanoic acid methyl ester

Chemical Property of Methyl 3-oxoicosanoate

Chemical Property:

• Vapor Pressure: 1.37E-05mmHg at 25°C
• Melting Point: 56.4 °C
• Boiling Point: 367.4°Cat760mmHg
• PKA: 10.65±0.46(Predicted)
• Flash Point: 150.5°C
• PSA: 43.37000
• Density: 0.906g/cm³
• LogP: 6.38010
• XLogP3: 8.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 19
• Exact Mass: 340.29774513
• Heavy Atom Count: 24
• Complexity: 300

Purity/Quality:

99% ^*data from raw suppliers

METHYL 3-OXOEICOSANOATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)CC(=O)OC

Technology Process of Methyl 3-oxoicosanoate

There total 10 articles about Methyl 3-oxoicosanoate 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: 87.0%

methanol (67-56-1) + stearic acid (57-11-4) → methyl 3-oxoicosanoate (14531-35-2)

Guidance literature:

cycl-isopropylidene malonate; stearic acid; With diethyl cyanophosphonate; triethylamine; In dichloromethane; at 20 ℃; for 16 - 18h;

methanol; for 4 - 16h; Heating / reflux;

Reference yield: 46.0%

methanol (67-56-1) + cycl-isopropylidene malonate (2033-24-1) + Stearoyl chloride (112-76-5) → methyl 3-oxoicosanoate (14531-35-2)

Guidance literature:

cycl-isopropylidene malonate; Stearoyl chloride; With pyridine; In dichloromethane; at 0 - 20 ℃; for 3.33333h;

methanol; for 6.5h; Heating;

DOI:10.1016/j.tet.2004.10.017

Reference yield:

cycl-isopropylidene malonate (2033-24-1) + Stearoyl chloride (112-76-5) → methyl 3-oxoicosanoate (14531-35-2)

Guidance literature:

With pyridine; In methanol; dichloromethane;

upstream raw materials:

sodium ethyl acetylacetate enolate

Stearoyl chloride

acetic acid methyl ester

methanol

Downstream raw materials:

5-heptadecyl-2-(4-phenyl-selenazol-2-yl)-1,2-dihydro-pyrazol-3-one

4-(4-diethylamino-phenylimino)-5-heptadecyl-2-(3-methyl-[1,2,4]thiadiazol-5-yl)-2,4-dihydro-pyrazol-3-one

allyl 4-O-benzyl-2-[(R)-3-(benzyloxy)icosanoylamino]-2-deoxy-3-O-tetradecanoyl-α-D-glucopyranoside

allyl 2-[(R)-3-(benzyloxy)icosanoylamino]-2-deoxy-3-O-tetradecanoyl-α-D-glucopyranoside

Refernces

• 1、 De Oliveira, Franciele S.,De Oliveira, Patrick M.,Farias, Luana M.,Brinkerhoff, Rafael C.,Sobrinho, Rui Carlos M. A.,Treptow, Tamara M.,Montes D'Oca, Caroline R.,Marinho, Marcelo A. G.,Hort, Mariana A.,Horn, Ana P.,Russowsky, Dennis,Montes D'Oca, Marcelo G.. "Synthesis and antitumoral activity of novel analogues monastrol-fatty acids against glioma cells". . p. 1282 - 1288. Retrieved 2018/08/28.
• 2、 -. "DUPLEX OLIGONUCLEOTIDE COMPLEXES AND METHODS FOR GENE SILENCING BY RNA INTERFERENCE". Page/Page column 31-32. . Retrieved 2008/06/13.