(5S,6R)-6-Hydroxy-5-methylheptan-2-one

Base Information

• Chemical Name: (5S,6R)-6-Hydroxy-5-methylheptan-2-one
• CAS No.: 130650-58-7
• Molecular Formula: C8H16 O2
• Molecular Weight: 144.214
• DSSTox Substance ID: DTXSID10567210
• Wikidata: Q82453020
• Mol file: 130650-58-7.mol

Synonyms:(5S,6R)-6-Hydroxy-5-methylheptan-2-one;130650-58-7;2-Heptanone, 6-hydroxy-5-methyl-, [R-(R*,S*)]- (9CI);DTXSID10567210;AKOS022173246;2-Heptanone,6-hydroxy-5-methyl-,[r-(r*,s*)]-(9ci)

Chemical Property of (5S,6R)-6-Hydroxy-5-methylheptan-2-one

Chemical Property:

• PSA: 37.30000
• LogP: 1.37250
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

(5S,6R)-6-Hydroxy-5-methylheptan-2-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (5S,6R)-6-Hydroxy-5-methylheptan-2-one

There total 6 articles about (5S,6R)-6-Hydroxy-5-methylheptan-2-one 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: 25.0%

(5RS,6R)-6-(1'-ethoxyethoxy)-5-methyl-2-heptanone → (5R,6R)-6-hydroxy-5-methyl-2-heptanone (130650-60-1) + (5S,6R)-6-hydroxy-5-methyl-2-heptanone (130650-58-7)

Guidance literature:

With acetic acid; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4020(01)85576-9

Reference yield:

(2RS,3R)-3-(1'-ethoxyethoxy)-2-methyl-1-butanol → (5S,6R)-6-hydroxy-5-methyl-2-heptanone (130650-58-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / pyridine / 4 °C

2: 93 percent / NaI, NaHCO₃ / dimethylformamide; acetone / 15 h / Heating

3: 79 percent / K₂CO₃ / dimethylformamide; acetone / 14 h / Heating

4: 73 percent / KOH / H₂O; methanol / 2 h / Heating

5: 25 percent / aqueous acetic acid / tetrahydrofuran / Ambient temperature

With pyridine; potassium hydroxide; sodium hydrogencarbonate; potassium carbonate; acetic acid; sodium iodide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)85576-9

Reference yield:

(2RS,3R)-3-(1'-ethoxyethoxy)-2-methyl-1-butyl iodide → (5S,6R)-6-hydroxy-5-methyl-2-heptanone (130650-58-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / K₂CO₃ / dimethylformamide; acetone / 14 h / Heating

2: 73 percent / KOH / H₂O; methanol / 2 h / Heating

3: 25 percent / aqueous acetic acid / tetrahydrofuran / Ambient temperature

With potassium hydroxide; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)85576-9

Downstream raw materials:

(3R,11S)-3,11-dimethyl-nonacosan-2-one

(3R,11R)-3,11-dimethyl-nonacosan-2-one