((S)-1,2-Dimethyl-cyclohexa-2,5-dienyl)-((R)-2-propyl-pyrrolidin-1-yl)-methanone

Base Information

• Chemical Name: ((S)-1,2-Dimethyl-cyclohexa-2,5-dienyl)-((R)-2-propyl-pyrrolidin-1-yl)-methanone
• CAS No.: 115513-16-1
• Molecular Formula: C₁₆H₂₅NO
• Molecular Weight: 247.381
• Mol file: 115513-16-1.mol

Synonyms:((S)-1,2-Dimethyl-cyclohexa-2,5-dienyl)-((R)-2-propyl-pyrrolidin-1-yl)-methanone

Chemical Property of ((S)-1,2-Dimethyl-cyclohexa-2,5-dienyl)-((R)-2-propyl-pyrrolidin-1-yl)-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-1,2-Dimethyl-cyclohexa-2,5-dienyl)-((R)-2-propyl-pyrrolidin-1-yl)-methanone

There total 5 articles about ((S)-1,2-Dimethyl-cyclohexa-2,5-dienyl)-((R)-2-propyl-pyrrolidin-1-yl)-methanone 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:

(S)-2-methyl-1-<(2'-formylpyrrolidinyl)carbonyl>benzene (115512-83-9) → ((S)-1,2-Dimethyl-cyclohexa-2,5-dienyl)-((R)-2-propyl-pyrrolidin-1-yl)-methanone (115513-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-butyllithium / 1.) THF, hexane, 20 deg C, 1 h, 2.) THF, hexane, 20 deg C, 18 h

2: 96 percent / hydrogen / 5percent palladium on carbon / ethanol / 18 h / 20 °C

3: 1.) potassiun, tert-butyl alcohol, ammonia / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 1 h

With n-butyllithium; ammonia; hydrogen; potassium; tert-butyl alcohol; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00231a038

Reference yield:

(S)-2-methyl-1-<<2'-(1-propenyl)pyrrolidinyl>carbonyl>benzene → ((S)-1,2-Dimethyl-cyclohexa-2,5-dienyl)-((R)-2-propyl-pyrrolidin-1-yl)-methanone (115513-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / hydrogen / 5percent palladium on carbon / ethanol / 18 h / 20 °C

2: 1.) potassiun, tert-butyl alcohol, ammonia / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 1 h

With ammonia; hydrogen; potassium; tert-butyl alcohol; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00231a038

Reference yield:

(S)-2-methyl-1-<<2'-(hydroxymethyl)pyrrolidinyl>carbonyl>benzene (115512-57-7) → ((S)-1,2-Dimethyl-cyclohexa-2,5-dienyl)-((R)-2-propyl-pyrrolidin-1-yl)-methanone (115513-16-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) oxalyl chloride, dimethyl sulfoxide, 3.) triethylamine / 1.) CH₂Cl₂, -60 deg C, 2 min, 2.) CH₂Cl₂, 15 min, 3.) CH₂Cl₂, -60 deg C, 5 min

2: 1.) n-butyllithium / 1.) THF, hexane, 20 deg C, 1 h, 2.) THF, hexane, 20 deg C, 18 h

3: 96 percent / hydrogen / 5percent palladium on carbon / ethanol / 18 h / 20 °C

4: 1.) potassiun, tert-butyl alcohol, ammonia / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 1 h

With n-butyllithium; oxalyl dichloride; ammonia; hydrogen; potassium; dimethyl sulfoxide; triethylamine; tert-butyl alcohol; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00231a038

upstream raw materials:

(S)-2-methyl-1-<<2'-(1-propyl)pyrrolidinyl>carbonyl>benzene

methyl iodide

(S)-2-methyl-1-<(2'-formylpyrrolidinyl)carbonyl>benzene

(S)-2-methyl-1-<<2'-(hydroxymethyl)pyrrolidinyl>carbonyl>benzene

Downstream raw materials:

(1S,2S)-1,2-dimethyl-1-acetylcyclohexane

(1S,2S,2'S)-1,2-dimethyl-1-<(2'-propylpyrrolidinyl)carbonyl>cyclohexane