(3S)-3-Hydroxy-2-octanone

Base Information

• Chemical Name: (3S)-3-Hydroxy-2-octanone
• CAS No.: 86838-20-2
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• UNII: 71XRB9184T
• Nikkaji Number: J941.638B
• Wikidata: Q27265995
• Mol file: 86838-20-2.mol

Synonyms:(3S)-3-Hydroxy-2-octanone;2-Octanone, 3-hydroxy-, (3S)-;3-Hydroxy-2-octanone, (3S)-;UNII-71XRB9184T;71XRB9184T;86838-20-2;(s)-3-hydroxyoctan-2-one;2-Octanone, 3-hydroxy-, (S)-;(3S)-3-HYDROXYOCTAN-2-ONE;Q27265995

Chemical Property of (3S)-3-Hydroxy-2-octanone

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 99.4

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (3S)-3-Hydroxy-2-octanone

There total 11 articles about (3S)-3-Hydroxy-2-octanone 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: 54.0%

hexyl-methyl-ketone (111-13-7) → (+)-(3S)-3-hydroxyoctan-2-one (86838-20-2,146329-67-1)

Guidance literature:

With Nitrosobenzene; D-Prolin; In dimethyl sulfoxide; at 20 ℃; for 24.25h; enantioselective reaction;

DOI:10.1055/a-1541-4939

Reference yield: 50.0%

octane-2,3-dione (585-25-1) → (+)-(2S,3R)-octane-2,3-diol (66007-44-1) + (+)-(3S)-3-hydroxyoctan-2-one (86838-20-2,146329-67-1) + (+)-(2S)-2-hydroxyoctan-3-one (84435-13-2)

Guidance literature:

With bakers' yeast (Saccharomyces cerevisiae); water; at 27 ℃; for 1h; Product distribution; other fungus (Beauveria sulfurescens);

DOI:10.1021/jo00274a053

Reference yield: 40.0%

octane-2,3-dione (585-25-1) → (+)-(3S)-3-hydroxyoctan-2-one (86838-20-2,146329-67-1)

Guidance literature:

With mycelium of Beauveria sulfurescens; water; at 27 ℃; for 1h;

DOI:10.1021/jo00274a053

upstream raw materials:

octane-2,3-dione

(-)-(3S)-3-bromo-2-octanone

threo-2,3-octanediol

acetic acid 1-acetyl-hexyl ester