Methyl 2-hydroxyicosanoate

Base Information

• Chemical Name: Methyl 2-hydroxyicosanoate
• CAS No.: 16742-49-7
• Molecular Formula: C21H42 O3
• Molecular Weight: 342.563
• DSSTox Substance ID: DTXSID90392800
• Nikkaji Number: J45.235A
• Mol file: 16742-49-7.mol

Synonyms:Methyl 2-hydroxyicosanoate;Methyl 2-hydroxyeicosanoate;16742-49-7;Eicosanoic acid, 2-hydroxy-, methyl ester;methyl-2-hydroxy-eicosanoate;Methyl 2-hydroxy-eicosanoate;SCHEMBL5812547;DTXSID90392800;ILUGNSBVAUHPIN-UHFFFAOYSA-N;2-Hydroxyicosanoic acid methyl ester;PD077283;FT-0747044

Chemical Property of Methyl 2-hydroxyicosanoate

Chemical Property:

• Vapor Pressure: 2.75E-07mmHg at 25°C
• Refractive Index: 1.457
• Boiling Point: 378.6°C at 760 mmHg
• PKA: 13.03±0.20(Predicted)
• Flash Point: 173.5°C
• PSA: 46.53000
• Density: 0.909g/cm³
• LogP: 6.17190
• Storage Temp.: 2-8°C
• XLogP3: 8.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 19
• Exact Mass: 342.31339520
• Heavy Atom Count: 24
• Complexity: 266

Purity/Quality:

99.90% ^*data from raw suppliers

2-hydroxy Arachidic Acid methyl ester ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCC(C(=O)OC)O

Technology Process of Methyl 2-hydroxyicosanoate

There total 9 articles about Methyl 2-hydroxyicosanoate 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:

(2R)-N-(2R,3S,4R,8Z)-3,4-dihydroxy-1-[(3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxydocosen-2-yl]-2-hydroxyeicosanamide → 2-hydroxy-eicosanoic acid methyl ester (16742-49-7) + methyl beta-D-glucopyranoside (709-50-2) + methyl-alpha-D-glucopyranoside (97-30-3)

Guidance literature:

With hydrogenchloride; In methanol; water; for 4h; Reflux;

DOI:10.1080/10286020.2012.672975

Reference yield:

methanol (67-56-1) + (2R)-2-hydroxy-N-[(2S,3S,4R,16E)-3,4-dihydroxy-1-(3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)oxy-16-icosen-2-yl]icosanamide → Methyl (2R)-2-Hydroxyeicosanoate (16742-49-7) + methyl beta-D-glucopyranoside (709-50-2) + methyl-alpha-D-glucopyranoside (97-30-3)

Guidance literature:

With hydrogenchloride; In water; for 4h; Reflux;

DOI:10.5560/ZNB.2012-0016

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-hydroxy-eicosanoic acid → Methyl (2R)-2-Hydroxyeicosanoate (16742-49-7)

Guidance literature:

In diethyl ether; at 20 ℃; for 12h;

DOI:10.1021/jm0605334

upstream raw materials:

methanol

alpha-hydroxyeicosanoic acid

diazomethane

C₂₂H₄₄O₃

Downstream raw materials:

C₂₈H₄₁F₅O₄

Refernces

• 1、 Guo, Sheng,Duan, Jin-Ao,Tang, Yu-Ping,Qian, Da-Wei,Tao, Wei-Wei. "A new cerebroside from the fruit of ziziphus jujuba var. spinosa". . p. 109 - 111. Retrieved 2014.
• 2、 Jenske, Ramona,Vetter, Walter. "Gas chromatography/electron-capture negative ion mass spectrometry for the quantitative determination of 2- and 3-hydroxy fatty acids in bovine milk fat". experimental part. p. 5500 - 5505. Retrieved 2010/03/25.