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

Base Information

Chemical Name:(1S,8aS)-7,7-bis(hydroxymethyl)-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide
CAS No.:1453069-17-4
Molecular Formula:C₂₈H₃₄F₃N₃O₄
Molecular Weight:533.591
Hs Code.:

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

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

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

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

There total 15 articles about (1S,8aS)-7,7-bis(hydroxymethyl)-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-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: 8.0%

: 1453070-39-7
(1S,8aS)-dimethyl 2-(methyl((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)carbamoyl)-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-7,7(6H)-dicarboxylate

: 1453069-16-3
(1S,8aS)-7-(hydroxymethyl)-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

: 1453069-17-4
(1S,8aS)-7,7-bis(hydroxymethyl)-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

Guidance literature:: With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

Reference yield:

: 1-(2-methylphenyl)octahydropyrrolo[1,2-a]piperazin-6-one hydrochloride

: 1453069-16-3
(1S,8aS)-7-(hydroxymethyl)-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

: 1453069-17-4
(1S,8aS)-7,7-bis(hydroxymethyl)-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethyl amine / ethanol / Resolution of racemate

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

2.2: 48 h / 50 °C

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

3.2: 3 h / -60 - 20 °C

4.1: lithium borohydride / tetrahydrofuran / 2 h / 0 - 20 °C

With dmap; lithium borohydride; dimethyl amine; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; ethyl acetate;

Reference yield:

: 328-67-6
3-bromo-5-(trifluoromethyl)benzoic acid

: 1453069-16-3
(1S,8aS)-7-(hydroxymethyl)-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

: 1453069-17-4
(1S,8aS)-7,7-bis(hydroxymethyl)-N-methyl-N-((R)-1-(3-methyl-5-(trifluoromethyl)phenyl)ethyl)-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

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: titanium(IV) isopropylate / tetrahydrofuran / 6 h / 0 - 20 °C

5.1: dichloromethane; tetrahydrofuran / 2 h / -40 - 20 °C

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -60 °C / Inert atmosphere

6.2: 1 h / -60 - 20 °C

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / N,N-dimethyl-formamide / 1.25 h / 110 °C / Inert atmosphere; Microwave irradiation

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

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

10.2: 3 h / -60 - 20 °C

11.1: lithium borohydride / tetrahydrofuran / 2 h / 0 - 20 °C

With titanium(IV) isopropylate; hydrogenchloride; dmap; lithium borohydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; diisobutylaluminium hydride; caesium carbonate; triethylamine; N,N-dimethyl-formamide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;