3-Hydroxyoctadecanoic acid methyl ester

Base Information

• Chemical Name: 3-Hydroxyoctadecanoic acid methyl ester
• CAS No.: 2420-36-2
• Molecular Formula: C19H38O3
• Molecular Weight: 314.509
• Hs Code.: 2918199090
• Mol file: 2420-36-2.mol

Synonyms:Octadecanoic acid,3-hydroxy-,methyl ester;(R)-3-hydroxy octadecanoic acid methyl ester;methyl (R)-3-hydroxyoctadecanoate;

Chemical Property of 3-Hydroxyoctadecanoic acid methyl ester

Chemical Property:

• Melting Point: 51-52.5 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 417.5±18.0 °C(Predicted)
• PKA: 13.91±0.20(Predicted)
• PSA: 46.53000
• Density: 0.915±0.06 g/cm3(Predicted)
• LogP: 5.39170
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

95% ^*data from raw suppliers

3-Hydroxyoctadecanoic Acid Methyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Hydroxyoctadecanoic Acid Methyl Ester is a substituted long-chain fatty acids which exibits considerable and systematic variation in the mobilities of the positional isomers.

Technology Process of 3-Hydroxyoctadecanoic acid methyl ester

There total 20 articles about 3-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: 100.0%

methyl 3-oxooctadecanoate (14531-34-1) → (R)-β-hydroxyoctadecanoic acid methyl ester (2420-36-2,14531-40-9,14531-45-4,57793-27-8)

Guidance literature:

With [(R)-BINAP]RuBr₂; hydrogen; In methanol; at 50 ℃; for 48h; under 38000 Torr;

DOI:10.1016/0957-4166(94)80030-8

Reference yield: 95.0%

Ru2 Cl4 ((+)-(T)BINAP)2 Et3 N + methyl 3-oxooctadecanoate (14531-34-1) → (R)-β-hydroxyoctadecanoic acid methyl ester (2420-36-2,14531-40-9,14531-45-4,57793-27-8)

Guidance literature:

In methanol; dichloromethane; nitrogen;

Reference yield: 74.0%

methyl (3R)-2-<(S)-p-chlorophenylsulfinyl>-3-hydroxyoctadecanoate → (R)-β-hydroxyoctadecanoic acid methyl ester (2420-36-2,14531-40-9,14531-45-4,57793-27-8)

Guidance literature:

With aluminium amalgam; In tetrahydrofuran; water; for 3h; Ambient temperature;

DOI:10.1246/bcsj.61.1273

upstream raw materials:

palmitic acid

diazomethane

(R)-3-hydroxyoctadecanoic acid

methyl 3-oxooctadecanoate

Downstream raw materials:

(R)-3-hydroxyoctadecanoic acid

α-pentadecylsuccinic acid

methyl (R)-3-benzyloxyoctadecanoate

(R)-3-(benzyloxy)octadecanoic acid

Refernces

• 1、 Hasdemir, Belma,Onar, Huelya Elik,Yusufolu, Aye. "Asymmetric synthesis of long chain β-hydroxy fatty acid methyl esters as new elastase inhibitors". . p. 1100 - 1105. Retrieved 2012/11/07.
• 2、 Shimoyama, Atsushi,Saeki, Akinori,Tanimura, Natsuko,Tsutsui, Hiroko,Miyake, Kensuke,Suda, Yasuo,Fujimoto, Yukari,Fukase, Koichi. "Chemical Synthesis of helicobacter pylori lipopolysaccharide partial structures and their selective proinflammatory responses". supporting information; experimental part. p. 14464 - 14474. Retrieved 2012/02/04.