(S)-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl) (hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)methanone

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Chemical Name:(S)-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl) (hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)methanone
CAS No.:1338706-11-8
Molecular Formula:C₃₀H₃₃ClN₂O₅
Molecular Weight:537.055
Hs Code.:

Synonyms:(S)-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl) (hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)methanone

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Chemical Property of (S)-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl) (hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)methanone

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Technology Process of (S)-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl) (hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)methanone

There total 5 articles about (S)-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl) (hexahydropyrrolo[1,2-a]pyrazin-2(1H)-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: 58.0%

: 2-chloro-3,4-bis[(4-methoxyphenyl)methoxy]benzoic acid

: 93643-24-4
(S)-octahydropyrrolo[1,2-a]pyrazine

: 1338706-11-8
(S)-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl) (hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)methanone

Guidance literature:: 2-chloro-3,4-bis[(4-methoxyphenyl)methoxy]benzoic acid; With methanesulfonyl chloride; triethylamine; In N,N-dimethyl acetamide; at -15 ℃; for 0.5h;

(S)-octahydropyrrolo[1,2-a]pyrazine; In N,N-dimethyl acetamide; at -10 ℃; Further stages;

Reference yield:

: 52009-53-7
2-chloro-3,4-dimethoxy-benzoic acid

: 1338706-11-8
(S)-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl) (hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron tribromide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 3.5 h / 50 °C / Inert atmosphere

3.1: sodium hydroxide / tetrahydrofuran; methanol / 1.5 h / Reflux; Inert atmosphere

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

With boron tribromide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2018.06.014

Reference yield:

: 5417-17-4
2-chloro-3,4-dimethoxybenzaldehyde

: 1338706-11-8
(S)-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl) (hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: aminosulfonic acid; sodium chlorite / 1,4-dioxane; water / 0.5 h / 0 °C / Inert atmosphere

2.1: boron tribromide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 3.5 h / 50 °C / Inert atmosphere

4.1: sodium hydroxide / tetrahydrofuran; methanol / 1.5 h / Reflux; Inert atmosphere

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

With sodium chlorite; aminosulfonic acid; boron tribromide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2018.06.014