(3S)-3-hydroxydecanoic acid

Base Information

• Chemical Name: (3S)-3-hydroxydecanoic acid
• CAS No.: 19526-23-9
• Molecular Formula: C₁₀H₂₀O₃
• Molecular Weight: 188.267
• European Community (EC) Number: 829-219-7
• UNII: 8RTV92F10E
• Nikkaji Number: J61.032A
• Wikidata: Q27117121
• Metabolomics Workbench ID: 1430
• Mol file: 19526-23-9.mol

Synonyms:(3S)-3-hydroxydecanoic acid;19526-23-9;3-Hydroxydecanoic acid, (3S)-;(S)-3-hydroxydecanoic acid;L-beta-Hydroxydecanoic acid;3S-Hydroxycapric acid;3S-hydroxy-decanoic acid;L-3-Hydroxydecanoic acid;S-3-Hydroxydecanoic acid;(+)-3-Hydroxydecanoic acid;8RTV92F10E;3-Hydroxydecanoic acid, (+)-;Decanoic acid, 3-hydroxy-, L-;(3~{s})-3-Oxidanyldecanoic Acid;Decanoic acid, 3-hydroxy-, (S)-;Decanoic acid, 3-hydroxy-, (3S)-;Beta-hydroxydecanoate;5UF;3-hydroxy-decanoate;L-3-Hydroxycapric acid;(+/-)3-hydroxy-decanoate;UNII-8RTV92F10E;SCHEMBL4916940;(+/-)3-hydroxy-decanoic acid;CHEBI:37371;Myrmicacin;3-hydroxydecanoic acid;LMFA01050246;L-.BETA.-HYDROXYDECANOIC ACID;10:0(3-OH);EN300-6494146;Q27117121

Chemical Property of (3S)-3-hydroxydecanoic acid

Chemical Property:

• PSA: 57.53000
• LogP: 2.18250
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 188.14124450
• Heavy Atom Count: 13
• Complexity: 134

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCC(CC(=O)O)O
• Isomeric SMILES: CCCCCCC[C@@H](CC(=O)O)O

Technology Process of (3S)-3-hydroxydecanoic acid

There total 47 articles about (3S)-3-hydroxydecanoic 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: 93.0%

methyl 3-hydroxydecanoate (62675-82-5) → 3-hydroxydecanoic acid (5561-87-5,19525-80-5,19526-23-9,33044-91-6,14292-26-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 12h;

DOI:10.1016/j.bioorg.2019.03.023

Reference yield: 90.0%

ethyl (R/S)-3-hydroxy-decanoate (6071-25-6) → 3-hydroxydecanoic acid (5561-87-5,19525-80-5,19526-23-9,33044-91-6,14292-26-3)

Guidance literature:

ethyl (R/S)-3-hydroxy-decanoate; With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 12h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield: 85.0%

Iodoacetic acid (64-69-7) + Octanal (124-13-0) → 3-hydroxydecanoic acid (5561-87-5,19525-80-5,19526-23-9,33044-91-6,14292-26-3)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 25 ℃; for 3.5h;

DOI:10.1021/jo060118j

upstream raw materials:

3-hydroxydecanoic acid

ethyl (R/S)-3-hydroxy-decanoate

methyl 3-oxodecanoate

α-(p-tolylsulfinyl) β-hydroxy n-decanoate de t-butyle

Downstream raw materials:

C₄₅H₆₀N₄O₉

C₄₈H₆₁N₅O₁₀

C₃₄H₄₉N₅O₁₀

C₂₃H₃₇N₃O₃

Refernces

• 1、 Cardellina,J.H. et al.. "-". . p. 2091 - 2095. Retrieved 1978.
• 2、 Komatsu, Hidekazu,Shirakawa, Takashi,Uchiyama, Takeo,Hoshino, Tsutomu. "Chemical structure of cichorinotoxin, a cyclic lipodepsipeptide that is produced by Pseudomonas cichorii and causes varnish spots on lettuce". . p. 299 - 309. Retrieved 2019/02/20.
• 3、 Palos Pacheco, Ricardo,Eismin, Ryan J.,Coss, Clifford S.,Wang, Hui,Maier, Raina M.,Polt, Robin,Pemberton, Jeanne E.. "Synthesis and Characterization of Four Diastereomers of Monorhamnolipids". . p. 5125 - 5132. Retrieved 2017/05/04.