(2S,6S)-2,6-diphenylcyclohexanone

Base Information

• Chemical Name: (2S,6S)-2,6-diphenylcyclohexanone
• CAS No.: 1542149-22-3
• Molecular Formula: C₁₈H₁₈O
• Molecular Weight: 250.34
• Mol file: 1542149-22-3.mol

Synonyms:(2S,6S)-2,6-diphenylcyclohexanone

Chemical Property of (2S,6S)-2,6-diphenylcyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6S)-2,6-diphenylcyclohexanone

There total 6 articles about (2S,6S)-2,6-diphenylcyclohexanone 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: 90.0%

[(1S,3S)-2-ethylidenecyclohexane-1,3-diyl]dibenzene (1542149-21-2) → (2S,6S)-2,6-diphenylcyclohexanone (1542149-22-3)

Guidance literature:

[(1S,3S)-2-ethylidenecyclohexane-1,3-diyl]dibenzene; With ozone; In dichloromethane; at -78 ℃;

With dimethylsulfide; In dichloromethane;

DOI:10.1021/ol403472y

Reference yield:

C14H18O (1542147-96-5) → (2S,6S)-2,6-diphenylcyclohexanone (1542149-22-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 0.5 h / 20 °C / Molecular sieve

2: (S)-diphenylprolinol; Trimethyl borate; N,N-diethylaniline borane / tetrahydrofuran / 2 h / 0 - 5 °C

3: dicyclohexyl-carbodiimide; dmap / dichloromethane / 2 h / 20 °C / Cooling with ice

4: magnesium bromide / tetrahydrofuran; diethyl ether; cyclohexane / 1 h / 0 °C

5: ozone / dichloromethane / -78 °C

With dmap; N,N-diethylaniline borane; tetrapropylammonium perruthennate; Trimethyl borate; (S)-diphenylprolinol; ozone; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane;

DOI:10.1021/ol403472y

Reference yield:

(S)-6-bromo-1,2,3,4-tetrahydro-1,1'-biphenyl (1542147-92-1) → (2S,6S)-2,6-diphenylcyclohexanone (1542149-22-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 °C

1.2: 1 h / -78 - 0 °C

2.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 0.5 h / 20 °C / Molecular sieve

3.1: (S)-diphenylprolinol; Trimethyl borate; N,N-diethylaniline borane / tetrahydrofuran / 2 h / 0 - 5 °C

4.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 2 h / 20 °C / Cooling with ice

5.1: magnesium bromide / tetrahydrofuran; diethyl ether; cyclohexane / 1 h / 0 °C

6.1: ozone / dichloromethane / -78 °C

With dmap; N,N-diethylaniline borane; tetrapropylammonium perruthennate; Trimethyl borate; (S)-diphenylprolinol; tert.-butyl lithium; ozone; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; pentane;

DOI:10.1021/ol403472y

upstream raw materials:

C₁₄H₁₈O

(S)-6-bromo-1,2,3,4-tetrahydro-1,1'-biphenyl

(S)-1-(1,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)ethanone

(R)-1-((S)-1,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)ethyl picolinate