(R)-4-Hydroxy-2-octanone

Base Information

• Chemical Name: (R)-4-Hydroxy-2-octanone
• CAS No.: 65651-62-9
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• DSSTox Substance ID: DTXSID10456478
• Nikkaji Number: J768.002C
• Wikidata: Q82278994

Synonyms:(R)-4-Hydroxy-2-octanone;CTK1J6133;65651-62-9;SCHEMBL20530457;DTXSID10456478

Chemical Property of (R)-4-Hydroxy-2-octanone

Chemical Property:

• XLogP3: 1.1
• 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: CCCCC(CC(=O)C)O
• Isomeric SMILES: CCCC[C@H](CC(=O)C)O

Technology Process of (R)-4-Hydroxy-2-octanone

There total 4 articles about (R)-4-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: 82.0%

thiophenol (108-98-5) + (4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-octanone (182314-18-7) → phenyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-1-thio-D-arabino-hexopyranoside (119070-22-3) + (4R)-4-hydroxy-2-octanone (65651-62-9) + (4S)-4-hydroxy-2-octanone

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; -78 deg C -> room temperature;

DOI:10.1021/jo961499b

Reference yield: 38.0%

pentanal (110-62-3) + acetone (67-64-1) → (3E)-oct-3-en-2-one (18402-82-9) + (4R)-4-hydroxy-2-octanone (65651-62-9) + (4S)-4-hydroxy-2-octanone

Guidance literature:

With L-proline; Title compound not separated from byproducts;

DOI:10.1021/ol006976y

Reference yield:

thiophenol (108-98-5) + 4-((2S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-octan-2-one → phenyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-1-thio-D-arabino-hexopyranoside (119070-22-3) + (4R)-4-hydroxy-2-octanone (65651-62-9) + (4S)-4-hydroxy-2-octanone

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; for 3h;

DOI:10.1021/jo010880f

upstream raw materials:

thiophenol

(4R)-4-[[2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranosyl]oxy]-2-octanone

pentanal

acetone

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