(1S,8aS)-7,7-diallyl-N-((R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

Base Information

• Chemical Name: (1S,8aS)-7,7-diallyl-N-((R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide
• CAS No.: 1453070-29-5
• Molecular Formula: C₃₂H₃₆F₅N₃O₂
• Molecular Weight: 589.649
• Mol file: 1453070-29-5.mol

Synonyms:(1S,8aS)-7,7-diallyl-N-((R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

Chemical Property of (1S,8aS)-7,7-diallyl-N-((R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,8aS)-7,7-diallyl-N-((R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

There total 19 articles about (1S,8aS)-7,7-diallyl-N-((R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide 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: 32.0%

bis(trichloromethyl) carbonate (32315-10-9) + (1S,8aS)-7,7-diallyl-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-6(7H)-one (1453069-67-4) + (R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)-N-methylethanamine (1453070-28-4) → (1S,8aS)-7,7-diallyl-N-((R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide (1453070-29-5)

Guidance literature:

bis(trichloromethyl) carbonate; (1S,8aS)-7,7-diallyl-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-6(7H)-one; With dmap; triethylamine; In ethyl acetate; at 0 ℃; for 1.5h;

(R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)-N-methylethanamine; With triethylamine; In ethyl acetate; at 50 ℃; for 48h;

Reference yield:

3-bromo-5-(trifluoromethyl)benzoic acid (328-67-6) → (1S,8aS)-7,7-diallyl-N-((R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide (1453070-29-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 °C

2.1: triethylamine / dichloromethane / 1 h / 0 °C

3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.33 h / -40 - 20 °C

4.1: diethylamino-sulfur trifluoride / dichloromethane / 1.5 h / 0 °C

5.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 1.25 h / 110 °C / Inert atmosphere

6.1: ozone; oxygen / dichloromethane / -78 °C

6.2: 20 h / 20 °C / Inert atmosphere

7.1: titanium(IV) isopropylate / tetrahydrofuran / 20 h / 0 - 20 °C

8.1: dichloromethane; tetrahydrofuran / 5 h / -60 - 20 °C

9.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -60 °C / Inert atmosphere

9.2: 3 h / -60 - 20 °C

10.1: hydrogenchloride / methanol / 0.25 h / Inert atmosphere

11.1: triethylamine; dmap / ethyl acetate / 1.5 h / 0 °C

11.2: 48 h / 50 °C

With titanium(IV) isopropylate; hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; oxalyl dichloride; diethylamino-sulfur trifluoride; oxygen; diisobutylaluminium hydride; ozone; triethylamine; N,N-dimethyl-formamide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; toluene;

Reference yield:

3-bromo-N-methoxy-N-methyl-5-(trifluoromethyl)benzamide (880652-44-8) → (1S,8aS)-7,7-diallyl-N-((R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)ethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide (1453070-29-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.33 h / -40 - 20 °C

2.1: diethylamino-sulfur trifluoride / dichloromethane / 1.5 h / 0 °C

3.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 1.25 h / 110 °C / Inert atmosphere

4.1: ozone; oxygen / dichloromethane / -78 °C

4.2: 20 h / 20 °C / Inert atmosphere

5.1: titanium(IV) isopropylate / tetrahydrofuran / 20 h / 0 - 20 °C

6.1: dichloromethane; tetrahydrofuran / 5 h / -60 - 20 °C

7.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -60 °C / Inert atmosphere

7.2: 3 h / -60 - 20 °C

8.1: hydrogenchloride / methanol / 0.25 h / Inert atmosphere

9.1: triethylamine; dmap / ethyl acetate / 1.5 h / 0 °C

9.2: 48 h / 50 °C

With titanium(IV) isopropylate; hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; diethylamino-sulfur trifluoride; oxygen; diisobutylaluminium hydride; ozone; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; toluene;

upstream raw materials:

3-bromo-5-(trifluoromethyl)benzoic acid

3-bromo-N-methoxy-N-methyl-5-(trifluoromethyl)benzamide

3-bromo-5-(trifluoromethyl)benzoyl chloride

3-bromo-5-(trifluoromethyl)benzaldehyde

Downstream raw materials:

(1S,8aS)-N-((R)-1-(3-(difluoromethyl)-5-(trifluoromethyl)phenyl)ethyl)-7,7-bis(2-hydroxyethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide