(3R,6S)-6-isopropyl-3-methyl-2-(5-methyl-1-phenylpyrazole-3-carbonyl)cyclohexanone

Base Information

• Chemical Name: (3R,6S)-6-isopropyl-3-methyl-2-(5-methyl-1-phenylpyrazole-3-carbonyl)cyclohexanone
• CAS No.: 640726-10-9
• Molecular Formula: C₂₁H₂₆N₂O₂
• Molecular Weight: 338.45
• Mol file: 640726-10-9.mol

Synonyms:(3R,6S)-6-isopropyl-3-methyl-2-(5-methyl-1-phenylpyrazole-3-carbonyl)cyclohexanone

Chemical Property of (3R,6S)-6-isopropyl-3-methyl-2-(5-methyl-1-phenylpyrazole-3-carbonyl)cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,6S)-6-isopropyl-3-methyl-2-(5-methyl-1-phenylpyrazole-3-carbonyl)cyclohexanone

There total 5 articles about (3R,6S)-6-isopropyl-3-methyl-2-(5-methyl-1-phenylpyrazole-3-carbonyl)cyclohexanone 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: 66.0%

5-methyl-1-phenyl-1H-pyrazole-3-carbonyl chloride (57846-79-4) + (2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) → (3R,6S)-6-isopropyl-3-methyl-2-(5-methyl-1-phenylpyrazole-3-carbonyl)cyclohexanone (640726-10-9)

Guidance literature:

(2R,5S)-menthone; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -5 ℃; for 0.5h;

5-methyl-1-phenyl-1H-pyrazole-3-carbonyl chloride; In tetrahydrofuran; hexane; at 20 ℃; for 5h;

DOI:10.1002/jhet.5570400505

Reference yield:

5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid (10199-57-2) → (3R,6S)-6-isopropyl-3-methyl-2-(5-methyl-1-phenylpyrazole-3-carbonyl)cyclohexanone (640726-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / Heating

2.1: LDA / tetrahydrofuran; hexane / 0.5 h / -5 °C

2.2: 66 percent / tetrahydrofuran; hexane / 5 h / 20 °C

With thionyl chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1002/jhet.5570400505

Reference yield:

5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester (81153-64-2) → (3R,6S)-6-isopropyl-3-methyl-2-(5-methyl-1-phenylpyrazole-3-carbonyl)cyclohexanone (640726-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 79 percent / NaOH; H₂O / ethanol / 2.5 h / 90 °C

2.1: thionyl chloride / Heating

3.1: LDA / tetrahydrofuran; hexane / 0.5 h / -5 °C

3.2: 66 percent / tetrahydrofuran; hexane / 5 h / 20 °C

With sodium hydroxide; thionyl chloride; water; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane;

DOI:10.1002/jhet.5570400505

upstream raw materials:

5-methyl-1-phenyl-1H-pyrazole-3-carbonyl chloride

(2R,5S)-menthone

5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid

5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

Downstream raw materials:

7-isopropyl-4-methyl-3-(5-methyl-1-phenyl-1H-pyrazol-3-yl)-4,5,6,7-tetrahydro-1H-indazole