(3S,8aR)-2-[(2S)-2-amino-2-phenylacetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide

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Chemical Name:(3S,8aR)-2-[(2S)-2-amino-2-phenylacetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide
CAS No.:1266229-75-7
Molecular Formula:C₂₅H₃₀N₄O₃
Molecular Weight:434.538
Hs Code.:

Synonyms:(3S,8aR)-2-[(2S)-2-amino-2-phenylacetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide

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Chemical Property of (3S,8aR)-2-[(2S)-2-amino-2-phenylacetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide

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Technology Process of (3S,8aR)-2-[(2S)-2-amino-2-phenylacetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide

There total 19 articles about (3S,8aR)-2-[(2S)-2-amino-2-phenylacetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-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:

: 1266229-67-7
benzyl {(1S)-2-[(3S,8aR)-3-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxo-1-phenylethyl}carbamate

: 1266229-75-7
(3S,8aR)-2-[(2S)-2-amino-2-phenylacetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 3h;

Reference yield:

: methyl (3S,8aR)-octahydropyrrolo[1,2-a]pyrazine-3-carboxylate dihydrochloride

: 1266229-75-7
(3S,8aR)-2-[(2S)-2-amino-2-phenylacetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydrogencarbonate / tetrahydrofuran / 1 h / 20 °C

2: lithium hydroxide monohydrate / tetrahydrofuran / 3 h / 50 °C

3: benzotriazol-1-ol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 15 h / 20 °C

4: hydrogenchloride / ethyl acetate / 1 h / 20 °C

5: HATU; dmap / N,N-dimethyl-formamide / 18 h / 0 - 20 °C

6: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 20 °C / 2280.15 Torr

With hydrogenchloride; dmap; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; HATU; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm301674z

Reference yield:

: 1266229-01-9
2-tert-butyl 3-methyl (3S,8aR)-hexahydropyrrolo[1,2-a]-pyrazine-2,3(1H)-dicarboxylate

: 1266229-75-7
(3S,8aR)-2-[(2S)-2-amino-2-phenylacetyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: lithium hydroxide monohydrate / tetrahydrofuran / 3 h / 50 °C

2: benzotriazol-1-ol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 15 h / 20 °C

3: hydrogenchloride / ethyl acetate / 1 h / 20 °C

4: HATU; dmap / N,N-dimethyl-formamide / 18 h / 0 - 20 °C

5: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 20 °C / 2280.15 Torr

With hydrogenchloride; dmap; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; HATU; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm301674z