(2S,4R)-4-tert-Butyl-2-methylcyclohexan-1-one

Base Information

• Chemical Name: (2S,4R)-4-tert-Butyl-2-methylcyclohexan-1-one
• CAS No.: 3211-26-5
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.279
• DSSTox Substance ID: DTXSID00496621
• Wikidata: Q82345600
• Mol file: 3211-26-5.mol

Synonyms:3211-26-5;(2S,4R)-4-tert-Butyl-2-methylcyclohexan-1-one;DTXSID00496621

Chemical Property of (2S,4R)-4-tert-Butyl-2-methylcyclohexan-1-one

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 168.151415257
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CC(CCC1=O)C(C)(C)C
• Isomeric SMILES: C[C@H]1C[C@@H](CCC1=O)C(C)(C)C

Technology Process of (2S,4R)-4-tert-Butyl-2-methylcyclohexan-1-one

There total 17 articles about (2S,4R)-4-tert-Butyl-2-methylcyclohexan-1-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: 95.0%

trans-4-tert-Butyl-2-methyl-cyclohexanone-N,N-dimethylhydrazone (58911-80-1,67009-19-2,67009-20-5,67009-21-6,85114-30-3,114128-98-2,58911-72-1) → 4-tert-butyl-2-methylcyclohexanone (3211-27-6,5064-52-8,74365-81-4,74365-82-5,85114-29-0,110415-88-8,3211-26-5,148810-44-0,148810-45-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In N,N-dimethyl-formamide; at -63 ℃; for 0.5h;

DOI:10.1021/jo00192a041

Reference yield: 60.0%

4-tert-butyl-2-methylcyclohexanone (3211-27-6) → 4-tert-butyl-2-methylcyclohexanone (3211-27-6,5064-52-8,74365-81-4,74365-82-5,85114-29-0,110415-88-8,3211-26-5,148810-44-0,148810-45-1)

Guidance literature:

With toluene-4-sulfonic acid; for 4h; solvent: pyrrolidine;

DOI:10.1016/S0040-4020(01)83127-6

Reference yield:

4-t-butyl-1-trimethylsilyloxy-1-cyclohexene (19980-19-9) + methyl iodide (74-88-4) → 4-tert-butyl-2-methylcyclohexanone (3211-27-6,5064-52-8,74365-81-4,74365-82-5,85114-29-0,110415-88-8,3211-26-5,148810-44-0,148810-45-1) + 4-tert-butyl-2-methylcyclohexanone (3211-27-6) + 4-tercbutyl-cyclohexanone (98-53-3)

Guidance literature:

With molecular sieve; trimethyl(benzyl)ammonium fluoride; In tetrahydrofuran; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 1.) room temperature, overnight, 2.) 0 deg C, 2 h;

DOI:10.1021/ja00368a018

upstream raw materials:

trans-4-tert-Butyl-2-methyl-cyclohexanone-N,N-dimethylhydrazone

4-tert-butyl-2-methylcyclohexanone

cis-5-tert-butyl-1-methyl-2-oxocyclohexanecarboxylic acid

trans-5-tert-butyl-1-methyl-2-oxocyclohexanecarboxylic acid

Downstream raw materials:

1-methyl-trans-2-methyl-cis-4-t-butylcyclohexanol

1-methyl-cis-2-methyl-trans-4-t-butylcyclohexanol

trans-4-tert-butylcyclohexanol

trans-4-tert-butyl-cis-2-methylcyclohexanol