3-HYDROXYHEXADECANOIC ACID

Base Information

• Chemical Name: 3-HYDROXYHEXADECANOIC ACID
• CAS No.: 928-17-6
• Molecular Formula: C16H32O3
• Molecular Weight: 272.42300
• Mol file: 928-17-6.mol

Synonyms:S-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 5-tetradecoxyfuran-2-carbothioate;

Chemical Property of 3-HYDROXYHEXADECANOIC ACID

Chemical Property:

• Vapor Pressure: 3.01E-08mmHg at 25°C
• Boiling Point: 405oC at 760 mmHg
• Flash Point: 212.9oC
• PSA: 57.53000
• Density: 0.955g/cm3
• LogP: 4.52310
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

DL-β-Hydroxypalmitic acid ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-HYDROXYHEXADECANOIC ACID

There total 50 articles about 3-HYDROXYHEXADECANOIC ACID 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: 98.0%

(R)-β-hydroxyhexadecanoic acid methyl ester (51883-36-4,76898-45-8,127593-22-0,20404-35-7) → (R)-β-hydroxypalmitic acid (928-17-6,2398-34-7,83780-74-9,20595-04-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; Reflux;

DOI:10.1002/chem.201406058

Reference yield:

methyl 3-oxohexadecanoate (14427-53-3) → β-hydroxypalmitic acid (928-17-6,2398-34-7,20595-04-4,83780-74-9)

Guidance literature:

With 1,4-dioxane; methanol; nickel; at 100 ℃; under 73550.8 Torr; Hydrogenation_.und Erwaermen des Reaktionsprodukts mit aethanol.Kalilauge;

Reference yield:

lipopolysaccharide from Sinorhizobium fredii HH103, rkpA → 3-hydroxytetradecanoic acid (1961-72-4,3422-31-9) + 3-hydroxydodecanoic acid (1883-13-2,53941-38-1) + 3-hydroxytridecanoic acid (32602-69-0) + 3-hydroxypentadecanoic acid (32602-70-3) + β-hydroxypalmitic acid (928-17-6,2398-34-7,20595-04-4,83780-74-9) + 3-hydroxy-heptadecanoic acid (40165-89-7) + 3-hydroxyoctadecanoic acid (17773-30-7) + 3-hydroxy-nonadecanoic acid (40165-90-0) + 27-hydroxy-octacosanoic acid (121822-56-8) + 29-hydroxytriacontanoic acid

Guidance literature:

lipopolysaccharide from Sinorhizobium fredii HH₁₀₃, rkpA; With hydrogenchloride; water; at 100 ℃; for 4h;

With water; sodium hydroxide; at 100 ℃; for 0.5h;

DOI:10.1074/jbc.ra120.013393

upstream raw materials:

3-iodo-hexadecanoic acid

methyl 3-oxohexadecanoate

myristylaldehyde

ethyl bromoacetate

Downstream raw materials:

pentadecan-2-one

(R)-β-hydroxyhexadecanoic acid methyl ester

2-Tetradecyl-hexadecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethoxymethyl-5-(diphenoxy-phosphoryloxy)-3-(3-hydroxy-hexadecanoylamino)-tetrahydro-pyran-4-yl ester

choline chloride ester of (R)-3-acetoxyhexadecanoic acid

Refernces

• 1、 Di Lorenzo, Flaviana,Speciale, Immacolata,Silipo, Alba,Alías-Villegas, Cynthia,Acosta-Jurado, Sebastián,Rodríguez-Carvajal, Miguel-ángel,Dardanelli, Marta S.,Palmigiano, Angelo,Garozzo, Domenico,Ruiz-Sainz, José-Enrique,Molinaro, Antonio,Vinardell, José-María. "Structure of the unusual Sinorhizobium fredii HH103 lipopolysaccharide and its role in symbiosis". . p. 10969 - 10987. Retrieved 2021/01/07.
• 2、 Zhang, Zhibin,Leng, Xiao,Yang, Shenkun,Liang, Cheng,Huang, Shuangping,Wang, Xiaoji. "A novel total synthesis of aculeatin A via a stepwise approach". . p. 9813 - 9818. Retrieved 2017/02/15.