(S)-beta-hydroxypalmitic acid

Base Information

• Chemical Name: (S)-beta-hydroxypalmitic acid
• CAS No.: 83780-74-9
• Molecular Formula: C16H32O3
• Molecular Weight: 272.428
• Nikkaji Number: J781.068G
• Wikidata: Q27117079
• Metabolomics Workbench ID: 1486
• Mol file: 83780-74-9.mol

Synonyms:(S)-beta-hydroxypalmitic acid;3S-hydroxypalmitic acid;3S-hydroxyhexadecanoic acid;(S)-3-hydroxypalmitic acid;(3S)-3-hydroxyhexadecanoic acid;(s)-3-hydroxyhexadecanoic acid;SCHEMBL6232663;CHEBI:37250;LMFA01050365;16:0(3-OH);Q27117079

Chemical Property of (S)-beta-hydroxypalmitic acid

Chemical Property:

• PSA: 57.53000
• LogP: 4.52310
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 272.23514488
• Heavy Atom Count: 19
• Complexity: 204

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(CC(=O)O)O
• Isomeric SMILES: CCCCCCCCCCCCC[C@@H](CC(=O)O)O

Technology Process of (S)-beta-hydroxypalmitic acid

There total 54 articles about (S)-beta-hydroxypalmitic 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:

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

Reference yield:

lipopolysaccharide from Sinorhizobium fredii HH103, rkpM → 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, rkpM; 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:

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

benzyl N-(3-hydroxyhexadecanoyl)glycine

β-hydroxyhexadecanoic acid methyl ester

N-3-hydroxypalmitoyl glycine