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

Base Information

Chemical Name:(1S,8aS)-N-((S)-2-hydroxy-1-(3-methoxy-5-(trifluoromethyl)phenyl)ethyl)-7,7-bis(2-hydroxyethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide
CAS No.:1453069-08-3
Molecular Formula:C₃₀H₃₈F₃N₃O₆
Molecular Weight:593.643
Hs Code.:

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

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

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

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

There total 19 articles about (1S,8aS)-N-((S)-2-hydroxy-1-(3-methoxy-5-(trifluoromethyl)phenyl)ethyl)-7,7-bis(2-hydroxyethyl)-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: 32.7%

: 1453070-15-9
(1S,8aS)-7,7-diallyl-N-((R)-1-(3-methoxy-5-(trifluoromethyl)phenyl)allyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

: 1453069-08-3
(1S,8aS)-N-((S)-2-hydroxy-1-(3-methoxy-5-(trifluoromethyl)phenyl)ethyl)-7,7-bis(2-hydroxyethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

Guidance literature:: (1S,8aS)-7,7-diallyl-N-((R)-1-(3-methoxy-5-(trifluoromethyl)phenyl)allyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide; With oxygen; ozone; In dichloromethane; at -78 ℃;

With sodium tetrahydroborate; In dichloromethane; at -78 - 20 ℃; for 20h; Inert atmosphere;

Reference yield:

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

: 1453069-08-3
(1S,8aS)-N-((S)-2-hydroxy-1-(3-methoxy-5-(trifluoromethyl)phenyl)ethyl)-7,7-bis(2-hydroxyethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

Guidance literature:: Multi-step reaction with 12 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 / 5 h / -60 - 20 °C

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

6.2: 3 h / -60 - 20 °C

7.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 5 h / 80 °C / Inert atmosphere

8.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 2 h / 0 - 20 °C

9.1: potassium carbonate / tetrahydrofuran / 2 h / Inert atmosphere

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

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

12.2: 20 h / -78 - 20 °C / Inert atmosphere

With titanium(IV) isopropylate; hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; oxalyl dichloride; dihydrogen peroxide; oxygen; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene;

Reference yield:

: 880652-44-8
3-bromo-N-methoxy-N-methyl-5-(trifluoromethyl)benzamide

: 1453069-08-3
(1S,8aS)-N-((S)-2-hydroxy-1-(3-methoxy-5-(trifluoromethyl)phenyl)ethyl)-7,7-bis(2-hydroxyethyl)-N-methyl-6-oxo-1-o-tolylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

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

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

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

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

4.2: 3 h / -60 - 20 °C

5.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 5 h / 80 °C / Inert atmosphere

6.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 2 h / 0 - 20 °C

7.1: potassium carbonate / tetrahydrofuran / 2 h / Inert atmosphere

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: ozone; oxygen / dichloromethane / -78 °C

10.2: 20 h / -78 - 20 °C / Inert atmosphere

With titanium(IV) isopropylate; hydrogenchloride; dmap; bis-triphenylphosphine-palladium(II) chloride; dihydrogen peroxide; oxygen; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene;