(R)-3-hydroxyoctanoic acid

Base Information

• Chemical Name: (R)-3-hydroxyoctanoic acid
• CAS No.: 44987-72-6
• Molecular Formula: C8H16O3
• Molecular Weight: 160.213
• European Community (EC) Number: 833-100-5
• UNII: WN8MNA4W1B
• DSSTox Substance ID: DTXSID401343609
• Nikkaji Number: J67.196G
• Wikidata: Q27117036
• Metabolomics Workbench ID: 1460
• Mol file: 44987-72-6.mol

Synonyms:(R)-3-hydroxyoctanoic acid;44987-72-6;(3R)-3-hydroxyoctanoic acid;Octanoic acid, 3-hydroxy-, (3R)-;Octanoic acid, 3-hydroxy-, (R)-;D-3-hydroxyoctanoic acid;3-Hydroxyoctanoic acid, (R)-;3R-hydroxy-octanoic acid;R-3-Hydroxyoctanoic acid;UNII-WN8MNA4W1B;WN8MNA4W1B;(R)-3-hydroxyoctanoicacid;(R)-3-OH octanoic acid;(R)-3-OH-caprylic acid;(R)-3-hydroxycaprylic acid;(R)-beta-OH-caprylic acid;(R)-beta-OH-octanoic acid;(R)-beta-hydroxycaprylic acid;(R)-beta-hydroxyoctanoic acid;(3R)-3-hydroxy-octanoic acid;SCHEMBL1067037;CHEBI:37099;DTXSID401343609;LMFA01050314;AKOS026728923;EN300-155367;Q27117036

Chemical Property of (R)-3-hydroxyoctanoic acid

Chemical Property:

• PSA: 57.53000
• LogP: 1.40230
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 160.109944368
• Heavy Atom Count: 11
• Complexity: 112

Purity/Quality:

99% ^*data from raw suppliers

(R)-3-Hydroxyoctanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(CC(=O)O)O
• Isomeric SMILES: CCCCC[C@H](CC(=O)O)O

Technology Process of (R)-3-hydroxyoctanoic acid

There total 32 articles about (R)-3-hydroxyoctanoic 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: 100.0%

ethyl (-)-(3R)-3-hydroxyoctanoate (118918-31-3) → (R)-3-hydroxy-octanoic acid (44987-72-6,120659-38-3)

Guidance literature:

With sodium hydroxide;

DOI:10.1016/S0040-4039(98)00512-7

Reference yield: 99.0%

methyl (R)-(-)-3-hydroxydecanoate (78672-90-9,85549-54-8) → (R)-3-hydroxy-octanoic acid (44987-72-6,120659-38-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃;

DOI:10.1039/c5ra20784c

Reference yield: 81.0%

3-hydroxyoctanoic acid methyl ester (7367-87-5,85549-54-8) → 3-hydroxyoctanoic acid (33796-86-0,44987-72-6,88930-08-9,14292-27-4,120659-38-3)

Guidance literature:

With methanol; potassium hydroxide; In hexane; at 50 - 60 ℃; for 0.5h;

DOI:10.1055/s-0034-1379479

upstream raw materials:

ethyl β-hydroxyoctanoate

3-oxooctanoic acid

5-((tert-butyldimethylsilyl)oxy)pent-3-yn-2-yl diethyl phosphate

ethyl (-)-(3R)-3-hydroxyoctanoate

Downstream raw materials:

2-acetoacetic acid

benzyl (3R)-3-hydroxyoctanoate

3-hydroxyoctanoic acid methyl ester

N-(3-hydroxyoctanoyl)-L-homoserine lactone

Refernces

• 1、 -. "Method for producing aliphatic carboxylic acid compound and pyridine compound adduct of aliphatic ketone compound". Paragraph 0172; 0175-0176; 0182; 0185-0186; 0192; 0195-0196. . Retrieved 2020/05/02.
• 2、 Radivojevic, Jelena,Skaro, Sanja,Senerovic, Lidija,Vasiljevic, Branka,Guzik, Maciej,Kenny, Shane T.,Maslak, Veselin,Nikodinovic-Runic, Jasmina,OConnor, Kevin E.. "Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds". . p. 161 - 172. Retrieved 2016/01/09.