(S)-2-(4-methoxybenzyl)-4-vinyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

Base Information

Chemical Name:(S)-2-(4-methoxybenzyl)-4-vinyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one
CAS No.:1255172-47-4
Molecular Formula:C₁₇H₁₈N₂O₂
Molecular Weight:282.342
Hs Code.:

Synonyms:(S)-2-(4-methoxybenzyl)-4-vinyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

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Chemical Property of (S)-2-(4-methoxybenzyl)-4-vinyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

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Technology Process of (S)-2-(4-methoxybenzyl)-4-vinyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

There total 10 articles about (S)-2-(4-methoxybenzyl)-4-vinyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one 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: 97.0%

: 2557-70-2
2-(trifluoroacetyl)pyrrole

: 1255171-72-2
1-(4-methoxybenzyl)-2-vinylaziridine

: 1255172-47-4
(S)-2-(4-methoxybenzyl)-4-vinyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; (1R,2R)-(+)-1,2-diaminocyclohexane-N,N’-bis(2-diphenylphosphino-1-naphthoyl); In 1,2-dichloro-ethane; at 20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja1071509

Reference yield: 57.0%

: (4S,8aS)-2-(4-methoxybenzyl)-4-vinylhexahydropyrrolo[1,2-a]pyrazin-1(2H)-one

: 1255172-47-4
(S)-2-(4-methoxybenzyl)-4-vinyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

Guidance literature:: With manganese(IV) oxide; In tetrahydrofuran; at 85 ℃;
DOI:10.1002/ejoc.201901554

Reference yield:

: 1357304-45-0
tert-butyl 4-methoxybenzyl(prop-2-yn-1-yl)carbamate

: 1255172-47-4
(S)-2-(4-methoxybenzyl)-4-vinyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: diisopropylamine; copper(I) bromide / 1,4-dioxane / 110 °C

2: trifluoroacetic acid / dichloromethane / 12 h / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 12 h / 20 °C

5: calcium carbonate; silver nitrate / water; acetone / 20 °C

6: manganese(IV) oxide / tetrahydrofuran / 85 °C

With manganese(IV) oxide; benzotriazol-1-ol; silver nitrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; calcium carbonate; copper(I) bromide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetone;
DOI:10.1002/ejoc.201901554