(S)-2-(1-cyclohexylbutan-2-yl)naphthalene

Base Information

• Chemical Name: (S)-2-(1-cyclohexylbutan-2-yl)naphthalene
• CAS No.: 1442650-09-0
• Molecular Formula: C₂₀H₂₆
• Molecular Weight: 266.426
• Mol file: 1442650-09-0.mol

Synonyms:(S)-2-(1-cyclohexylbutan-2-yl)naphthalene

Chemical Property of (S)-2-(1-cyclohexylbutan-2-yl)naphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(1-cyclohexylbutan-2-yl)naphthalene

There total 6 articles about (S)-2-(1-cyclohexylbutan-2-yl)naphthalene 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: 52.0%

(R)-2-cyclohexyl-1-(naphthalen-2-yl)ethyl 2-mercapto-2-methylpropanoate (1442650-08-9) + diethylzinc (557-20-0) → (S)-2-(1-cyclohexylbutan-2-yl)naphthalene (1442650-09-0)

Guidance literature:

With [nickel(II)dichloride(dimethoxyethane)]; bis[2-(diphenylphosphino)phenyl] ether; In tetrahydrofuran; at 20 ℃; for 24h; enantiospecific reaction; Inert atmosphere;

DOI:10.1021/ja4034999

Reference yield:

2-cyclohexyl-1-(naphthalen-2-yl)ethan-1-one (1071656-38-6) → (S)-2-(1-cyclohexylbutan-2-yl)naphthalene (1442650-09-0)

Guidance literature:

Multi-step reaction with 4 steps

1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; dimethylsulfide borane complex / toluene / 20 h / -20 °C / Inert atmosphere

2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 20 °C / Inert atmosphere

3: sodium thiomethoxide / dichloromethane; methanol / 0.5 h / 20 °C / Inert atmosphere

4: [nickel(II)dichloride(dimethoxyethane)]; bis[2-(diphenylphosphino)phenyl] ether / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With dmap; [nickel(II)dichloride(dimethoxyethane)]; dimethylsulfide borane complex; dicyclohexyl-carbodiimide; bis[2-(diphenylphosphino)phenyl] ether; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; sodium thiomethoxide; In tetrahydrofuran; methanol; dichloromethane; toluene; 4: |Negishi Coupling;

DOI:10.1021/ja4034999

Reference yield:

(R)-2-cyclohexyl-1-(naphthalen-2-yl)ethyl 2-(benzoylthio)-2-methylpropanoate (1442650-07-8) → (S)-2-(1-cyclohexylbutan-2-yl)naphthalene (1442650-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium thiomethoxide / dichloromethane; methanol / 0.5 h / 20 °C / Inert atmosphere

2: [nickel(II)dichloride(dimethoxyethane)]; bis[2-(diphenylphosphino)phenyl] ether / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With [nickel(II)dichloride(dimethoxyethane)]; bis[2-(diphenylphosphino)phenyl] ether; sodium thiomethoxide; In tetrahydrofuran; methanol; dichloromethane; 2: |Negishi Coupling;

DOI:10.1021/ja4034999

upstream raw materials:

2-cyclohexyl-1-(naphthalen-2-yl)ethan-1-one

(R)-2-cyclohexyl-1-(naphthalen-2-yl)ethyl 2-(benzoylthio)-2-methylpropanoate

(R)-2-cyclohexyl-1-(naphthalen-2-yl)ethyl 2-mercapto-2-methylpropanoate

diethylzinc