(2S)-2-methyl-4-(1-methylethylidene)-2-(2-oxopropyl)cyclohexanone

Base Information

• Chemical Name: (2S)-2-methyl-4-(1-methylethylidene)-2-(2-oxopropyl)cyclohexanone
• CAS No.: 743428-31-1
• Molecular Formula: C₁₃H₂₀O₂
• Molecular Weight: 208.301
• Mol file: 743428-31-1.mol

Synonyms:(2S)-2-methyl-4-(1-methylethylidene)-2-(2-oxopropyl)cyclohexanone

Chemical Property of (2S)-2-methyl-4-(1-methylethylidene)-2-(2-oxopropyl)cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-methyl-4-(1-methylethylidene)-2-(2-oxopropyl)cyclohexanone

There total 3 articles about (2S)-2-methyl-4-(1-methylethylidene)-2-(2-oxopropyl)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: 68.0%

(3S,6S,7aR)-6-[2-(2-bromoethyl)-3-methylbut-2-en-1-yl]-3-isopropyl-6,7a-dimethyltetrahydropyrrolo[2,1-b][1,3]oxazol-5-one (743428-30-0) → (2S)-2-methyl-4-(1-methylethylidene)-2-(2-oxopropyl)cyclohexanone (743428-31-1)

Guidance literature:

(3S,6S,7aR)-6-[2-(2-bromoethyl)-3-methylbut-2-en-1-yl]-3-isopropyl-6,7a-dimethyltetrahydropyrrolo[2,1-b][1,3]oxazol-5-one; With tert.-butyl lithium; potassium hydride; In tetrahydrofuran; at -78 ℃; for 0.75h;

With tetrabutylammonium dihydrogen phosphate; In ethanol; at 75 ℃; for 12h;

DOI:10.1016/j.bmcl.2004.05.067

Reference yield:

(3S,7aR)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b][1,3]-oxazol-5-one (98203-44-2) → (2S)-2-methyl-4-(1-methylethylidene)-2-(2-oxopropyl)cyclohexanone (743428-31-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 0.5 h / -78 °C

1.2: 96 percent / tetrahydrofuran / -78 - 20 °C

2.1: lithium diisopropylamide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 2 h / cooling

2.2: tetrahydrofuran / 1 h / -78 °C

3.1: t-BuLi; KH / tetrahydrofuran; pentane / 0.75 h / -78 °C

3.2: 68 percent / n-Bu₄NH₂PO₄ / various solvents / 12 h / 75 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; tert.-butyl lithium; potassium hydride; lithium diisopropyl amide; In tetrahydrofuran; pentane;

DOI:10.3390/11090707

Reference yield:

(3S,7aR)-3-Isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one (743428-36-6) → (2S)-2-methyl-4-(1-methylethylidene)-2-(2-oxopropyl)cyclohexanone (743428-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 2 h / cooling

1.2: tetrahydrofuran / 1 h / -78 °C

2.1: t-BuLi; KH / tetrahydrofuran; pentane / 0.75 h / -78 °C

2.2: 68 percent / n-Bu₄NH₂PO₄ / various solvents / 12 h / 75 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; tert.-butyl lithium; potassium hydride; lithium diisopropyl amide; In tetrahydrofuran; pentane;

DOI:10.3390/11090707

upstream raw materials:

(3S,6S,7aR)-6-[2-(2-bromoethyl)-3-methylbut-2-en-1-yl]-3-isopropyl-6,7a-dimethyltetrahydropyrrolo[2,1-b][1,3]oxazol-5-one

(3S,7aR)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b][1,3]-oxazol-5-one

(3S,7aR)-3-Isopropyl-6,7a-dimethyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one