4-Methyl-2-((S)-1,2,2-trimethyl-cyclopentyl)-cyclohex-2-enol

Base Information

• Chemical Name: 4-Methyl-2-((S)-1,2,2-trimethyl-cyclopentyl)-cyclohex-2-enol
• CAS No.: 220489-28-1
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.371
• Mol file: 220489-28-1.mol

Synonyms:4-Methyl-2-((S)-1,2,2-trimethyl-cyclopentyl)-cyclohex-2-enol

Chemical Property of 4-Methyl-2-((S)-1,2,2-trimethyl-cyclopentyl)-cyclohex-2-enol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methyl-2-((S)-1,2,2-trimethyl-cyclopentyl)-cyclohex-2-enol

There total 9 articles about 4-Methyl-2-((S)-1,2,2-trimethyl-cyclopentyl)-cyclohex-2-enol 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:

[4-Methyl-2-((S)-1,2,2-trimethyl-cyclopentyl)-cyclohex-2-enyloxymethyl]-benzene → 4-Methyl-2-((S)-1,2,2-trimethyl-cyclopentyl)-cyclohex-2-enol (220489-28-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; palladium hydroxide - carbon; In ethanol; for 0.5h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo982020d

Reference yield:

(-)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptane-1-methanol (88794-46-1) → 4-Methyl-2-((S)-1,2,2-trimethyl-cyclopentyl)-cyclohex-2-enol (220489-28-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) sodium hydride / 1.) DMF, 2.) DMF, 1 h

2: 85 percent / tin(IV) chloride / CH₂Cl₂ / 3 h / -50 - -15 °C

4: 78 percent / potassium hydroxide / methanol; H₂O / 6 h / 120 °C

5: 1.) NaCH₂SOCH₃ / 1.) DMSO, mineral oil, 15 min, 2.) DMSO, mineral oil, room temperature, 30 min

6: hydrogen / palladium on carbon / ethyl acetate / 1 h / Ambient temperature

7: 337 mg / hydrogen / Pd(OH)2 on carbon, palladium on calcium carbonate / ethanol / 0.5 h / 760 Torr / Ambient temperature

With potassium hydroxide; hydrogen; tin(IV) chloride; sodium hydride; sodium methylsulfinylmethanide; palladium on activated charcoal; palladium hydroxide - carbon; In methanol; ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/jo982020d

Reference yield:

2-benzyloxy-1-<(1S)-1,2,2-trimethylcyclopentyl>-1-ethanone (220489-20-3) → 4-Methyl-2-((S)-1,2,2-trimethyl-cyclopentyl)-cyclohex-2-enol (220489-28-1)

Guidance literature:

Multi-step reaction with 5 steps

2: 78 percent / potassium hydroxide / methanol; H₂O / 6 h / 120 °C

3: 1.) NaCH₂SOCH₃ / 1.) DMSO, mineral oil, 15 min, 2.) DMSO, mineral oil, room temperature, 30 min

4: hydrogen / palladium on carbon / ethyl acetate / 1 h / Ambient temperature

5: 337 mg / hydrogen / Pd(OH)2 on carbon, palladium on calcium carbonate / ethanol / 0.5 h / 760 Torr / Ambient temperature

With potassium hydroxide; hydrogen; sodium methylsulfinylmethanide; palladium on activated charcoal; palladium hydroxide - carbon; In methanol; ethanol; water; ethyl acetate;

DOI:10.1021/jo982020d

upstream raw materials:

(-)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptane-1-methanol

2-benzyloxy-1-<(1S)-1,2,2-trimethylcyclopentyl>-1-ethanone

(1aS,5aS)-1a-benzyloxymethyl-2,2,5a-trimethylperhydrobenzooxirene

2-benzyloxy-1-<(1S)-1,2,2-trimethylcyclopentyl>hexane-1,5-dione

Downstream raw materials:

4-methyl-2-<(1S)-1,2,2-trimethylcyclopentyl>-2-cyclohexen-1-one

4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]phenol