(3S,6S)-3,6-dimethyloxan-2-one

Base Information

• Chemical Name: (3S,6S)-3,6-dimethyloxan-2-one
• CAS No.: 24405-12-7
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.171
• DSSTox Substance ID: DTXSID50451568
• Nikkaji Number: J2.090.176D
• Wikidata: Q82271646
• Mol file: 24405-12-7.mol

Synonyms:CTK0J4931;24405-12-7;DTXSID50451568;(3S)-3beta,6alpha-Dimethyltetrahydro-2H-pyran-2-one

Chemical Property of (3S,6S)-3,6-dimethyloxan-2-one

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCC(OC1=O)C
• Isomeric SMILES: C[C@H]1CC[C@@H](OC1=O)C

Technology Process of (3S,6S)-3,6-dimethyloxan-2-one

There total 55 articles about (3S,6S)-3,6-dimethyloxan-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: 92.0%

(+/-)-(2S*,6R*)-2,6-dimethyldihydropyr-4-en-2-one (97204-42-7,97204-43-8,113301-19-2,119067-62-8) → cis-2-methyl-5-hexanolide (3720-22-7,24405-11-6,24405-12-7,65451-92-5,65451-93-6,65451-94-7,65451-95-8,74282-24-9,74282-25-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In diethyl ether; for 2.16667h; under 760 Torr;

DOI:10.1016/S0040-4020(01)86648-5

Reference yield: 83.0%

methyl 2(R,S)-methyl-5(R)-(tetrahydropyranyloxy)-hexanoate (103367-37-9,103421-24-5) → (5R)-2-methyl-5-hexanolide (3720-22-7,24405-11-6,24405-12-7,65451-92-5,65451-93-6,65451-94-7,65451-95-8,74282-24-9,74282-25-0)

Guidance literature:

With 4 A molecular sieve; H+ ion-exchange resin (Amberlyst 15); In acetonitrile; at 25 ℃; for 4h;

DOI:10.1021/jo00369a039

Reference yield: 66.0%

(2R*5R*)-5-((phenylsulfonyl)nitromethyl)-(O-tetrahydropyranyl)hexan-2-ol (104307-69-9,104371-63-3,104371-64-4,104371-65-5,104371-66-6,104371-67-7,104371-68-8,104372-67-0) → (R*R*)-5-hydroxy-2-methylhexanoic acid lactone (3720-22-7,24405-11-6,24405-12-7,65451-92-5,65451-93-6,65451-94-7,65451-95-8,74282-24-9,74282-25-0)

Guidance literature:

With sodium hydroxide; potassium permanganate; In water;

DOI:10.1016/S0040-4020(01)91414-0

upstream raw materials:

hex-5-en-2-ol

carbon monoxide

2-methyl-1,5-hexanediol

3,6-dimethyl-5,6-dihydro-2-pyrone