6-Hydroxyoctadecanoic acid methyl ester

Base Information

• Chemical Name: 6-Hydroxyoctadecanoic acid methyl ester
• CAS No.: 2379-94-4
• Molecular Formula: C19H38O3
• Molecular Weight: 314.50300
• Hs Code.: 2918199090
• Mol file: 2379-94-4.mol

Synonyms:methyl-6-hydroxy octadecanoate;6-Hydroxystearinsaeuremethylester;Octadecanoic acid,6-hydroxy-,methyl ester;6-hydroxy-octadecanoic acid methyl ester;d,l-6-Hydroxy-octadecansaeure-methylester;Methyl 6-hydroxystearate;6-Hydroxy-octadecansaeure-methylester;

Chemical Property of 6-Hydroxyoctadecanoic acid methyl ester

Chemical Property:

• PSA: 46.53000
• LogP: 5.39170

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Hydroxyoctadecanoic acid methyl ester

There total 7 articles about 6-Hydroxyoctadecanoic acid methyl ester 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: 94.0%

methyl 6-oxooctadecanoate (2380-21-4) → methyl-6-hydroxy octadecanoate (2379-94-4)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1016/j.chemphyslip.2019.03.018

Reference yield: 47.0%

methyl 6-oxohexanoate (6654-36-0) + 1-dodecylbromide (143-15-7) → methyl-6-hydroxy octadecanoate (2379-94-4)

Guidance literature:

1-dodecylbromide; With magnesium; ethylene dibromide; In tetrahydrofuran; at 70 ℃; Inert atmosphere;

methyl 6-oxohexanoate; In tetrahydrofuran; at -20 - 20 ℃;

Reference yield:

hexahydro-2H-oxepin-2-one (502-44-3,24980-41-4,80137-66-2) → methyl-6-hydroxy octadecanoate (2379-94-4)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄ conc. / 16 h / Heating

2: PCC/Al₂O₃ / CH₂Cl₂ / 5 h / 20 °C

3: tetrahydrofuran; diethyl ether / 1 h / 0 °C

With aluminum oxide; sulfuric acid; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja002462i

upstream raw materials:

methyl 6-oxooctadecanoate

methanol

DL-6-hydroxystearic acid

methyl 6-oxohexanoate

Downstream raw materials:

(3-((6-(1H-imidazol-1-yl)octadecanoyl)oxy)propyl)triphenylphosphonium bromide

methyl 6-(4-vinylphenoxy)octadecanoate

6-(Toluene-4-sulfonyloxy)-octadecanoic acid methyl ester

Refernces

• 1、 -. "Mitochondria-Targeted Inhibitors of Cytochrome C Peroxidase for Protection from Apoptosis". Paragraph 0247-0249. . Retrieved 2013/08/15.
• 2、 Ho, W,Hageman, W E,Stanley, K G,Gallant, W R,Cherry, D A,et al.. "Synthesis and biological properties of hydroxythioether fatty acids related to leukotrienes: antagonists and agonists of slow-reacting substance of anaphylaxis (SRS-A)". . p. 3 - 12. Retrieved 2007/10/02.