Methyl 2-hydroxytetracosanoate

Base Information

• Chemical Name: Methyl 2-hydroxytetracosanoate
• CAS No.: 2433-95-6
• Molecular Formula: C₂₅H₅₀O₃
• Molecular Weight: 398.67
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID60393884
• Nikkaji Number: J45.248C
• Mol file: 2433-95-6.mol

Synonyms:Methyl 2-hydroxytetracosanoate;2433-95-6;DL-2-Hydroxytetracosanoic acid methyl ester;Methyl (+/-)-2-hydroxytetracosanoate;Methyl 2-hydroxy-tetracosanoate;methyl-2-hydroxytetra-cosanoate;SCHEMBL1683844;DTXSID60393884;MSVLAXSCPVNLFM-UHFFFAOYSA-N;2-Hydroxytetracosanoic acid methyl ester;PD077281;HY-116615;CS-0066073;Tetracosanoic acid, 2-hydroxy-, methyl ester;DL-2-HYDROXYTETRACOSANOICACIDMETHYLESTER;J-015451;Methyl (+/-)-2-hydroxytetracosanoate, >98% (GC)

Chemical Property of Methyl 2-hydroxytetracosanoate

Chemical Property:

• Vapor Pressure: 5.82E-09mmHg at 25°C
• Melting Point: 68-68.5 °C
• Refractive Index: 1.459
• Boiling Point: 423.9°C at 760 mmHg
• PKA: 13.03±0.20(Predicted)
• Flash Point: 198°C
• PSA: 46.53000
• Density: 0.9g/cm³
• LogP: 7.73230
• Storage Temp.: 2-8°C
• XLogP3: 11
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 23
• Exact Mass: 398.37599545
• Heavy Atom Count: 28
• Complexity: 317

Purity/Quality:

99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCCCC(C(=O)OC)O
• Description: 2-hydroxy Lignoceric acid methyl ester is a hydroxylated fatty acid methyl ester that has been found in ripe and unripe strawberry homogenates, Pseudosuberites and S. massa sea sponges, sediment samples from the Harney River and Lake Kivu, and the aerial parts of E. helioscopia. [Matreya, LLC. Catalog No. 1716]

Technology Process of Methyl 2-hydroxytetracosanoate

There total 15 articles about Methyl 2-hydroxytetracosanoate 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: 77.6%

methanol (67-56-1) + 1-O-(β-D-glucopyranosyl)-(2S,3S,4R,12Z)-2-{[(2R)-2-hydroxytetracosanoyl]amino}octadec-12-ene-1,3,4-triol → methyl (2R)-2-hydroxytetracosanoate (2433-95-6,54563-86-9,54563-85-8) + C17H35NO3 + methyl beta-D-glucopyranoside (709-50-2)

Guidance literature:

With hydrogenchloride; at 70 ℃; for 12h; sealed vial;

DOI:10.1248/cpb.58.1661

Reference yield:

methanol (67-56-1) + (2S,3S,4R)-2-<(2R)-2-hydroxytetracosanoylamino>-1,3,4-octadecanetriol (154801-30-6) → methyl (2R)-2-hydroxytetracosanoate (2433-95-6,54563-86-9,54563-85-8) + D-ribo-phytosphingosine (554-62-1)

Guidance literature:

With hydrogenchloride; for 10h; Reflux;

DOI:10.1016/j.fitote.2012.01.008

Reference yield:

methanol (67-56-1) + 1-O-β-D-glucopyranosyl-(2S,3S,4R,9Z)-2-[(2R)-2-hydroxytetracosanoylamino]-1,3,4-octadecanetriol (193412-78-1) → methyl (2R)-2-hydroxytetracosanoate (2433-95-6,54563-86-9,54563-85-8) + D-ribo-phytosphingosine (554-62-1) + methyl beta-D-glucopyranoside (709-50-2)

Guidance literature:

With hydrogenchloride; for 10h; Reflux;

DOI:10.1016/j.fitote.2012.01.008

upstream raw materials:

methanol

(2S,3S,4R,2''R)-1-O-α-D-galactopyranosyl-2-N-(2''-hydroxy-tetracosanoyl)hexadecane-3,4-diol

agelasphin-9a

agelasphin-11

Downstream raw materials:

methyl (2R)-2-tert-butyldiphenylsilyloxytetracosanoate

(2R)-2-tert-butyldiphenylsilyloxytetracosanoic acid

(2S,3R,4E)-N-(2'R)-2'-hydroxytetracosanoylsphingenine

(2S,3R,4E)-N-(2'R)-2'-tert-butyldiphenylsilyloxytetracosanoyl-1,3-di-O-(1-ethoxyethyl)-sphingenine

Refernces

• 1、 Zeng, Xiaobin,Xiang, Limin,Li, Chen-Yang,Wang, Yihai,Qiu, Guofu,Zhang, Zhen-Xue,He, Xiangjiu. "Cytotoxic ceramides and glycerides from the roots of Livistona chinensis". experimental part. p. 609 - 616. Retrieved 2012/06/04.
• 2、 Venkannababu, Uddagiri,Bhandari, Shanker Pratap Singh,Garg, Hari Shanker. "Regulosides A-C: Glycosphingolipids from the starfish Pentaceraster regulus". . p. 1245 - 1247. Retrieved 2007/10/03.