2,4,4-trimethyl-3-((1E,3E)-3-methyl-7-oxo-octa-1,3-dienyl)cyclohex-2-enone

Base Information

• Chemical Name: 2,4,4-trimethyl-3-((1E,3E)-3-methyl-7-oxo-octa-1,3-dienyl)cyclohex-2-enone
• CAS No.: 77399-83-8
• Molecular Formula: C₁₈H₂₆O₂
• Molecular Weight: 274.403
• Mol file: 77399-83-8.mol

Synonyms:

Chemical Property of 2,4,4-trimethyl-3-((1E,3E)-3-methyl-7-oxo-octa-1,3-dienyl)cyclohex-2-enone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4,4-trimethyl-3-((1E,3E)-3-methyl-7-oxo-octa-1,3-dienyl)cyclohex-2-enone

There total 1 articles about 2,4,4-trimethyl-3-((1E,3E)-3-methyl-7-oxo-octa-1,3-dienyl)cyclohex-2-enone 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:

6-Methyl-hept-5-en-2-on (110-93-0,129085-68-3) + (E)-2,4,4-trimethyl-3-(3'-methyl-1',3'-butadienyl)-2-cyclohexen-1-one (98418-97-4) → trisporin B (54483-82-8) + 2,4,4-trimethyl-3-((1E,3E)-3-methyl-7-oxo-octa-1,3-dienyl)cyclohex-2-enone (77399-83-8)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 35 ℃; optical yield given as %de; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.09.074

Reference yield: 10.0%

2,4,4-trimethyl-3-((1E,3E)-3-methyl-7-oxo-octa-1,3-dienyl)cyclohex-2-enone (77399-83-8) → 2-((1E,3E)-7-hydroxy-3-methylocta-1,3-dienyl)-1,3-dimethyl-4-oxocyclohex-2-enecarboxylic acid

Guidance literature:

With (+)-mating type Blakeslea trispora cells; for 48h; Microbiological reaction;

DOI:10.1021/jo062236c

Reference yield:

2,4,4-trimethyl-3-((1E,3E)-3-methyl-7-oxo-octa-1,3-dienyl)cyclohex-2-enone (77399-83-8) → methyl 4-hydroxy-2-((1E,3E)-7-hydroxy-3-methylocta-1,3-dienyl)-1,3-dimethylcyclohex-2-enecarboxylate

Guidance literature:

Multi-step reaction with 3 steps

1: 10 percent / (+)-mating type Blakeslea trispora cells / 48 h / Microbiological reaction

2: 46.8 mg / NaBH₄ / tetrahydrofuran / 0.5 h

With sodium tetrahydroborate; (+)-mating type Blakeslea trispora cells; In tetrahydrofuran;

DOI:10.1021/jo062236c

upstream raw materials:

6-Methyl-hept-5-en-2-on

(E)-2,4,4-trimethyl-3-(3'-methyl-1',3'-butadienyl)-2-cyclohexen-1-one