(6S,8aS)-N-[1(S)-(1-Carbamimidoylpiperidin-4-yl)-2-oxo-2-(2-thiazolyl)ethyl]-4-oxo-2-(3-phenylpropionyl)octahydropyrrolo[1,2-a]pyrazine-6-carboxamide

Base Information

Chemical Name:(6S,8aS)-N-[1(S)-(1-Carbamimidoylpiperidin-4-yl)-2-oxo-2-(2-thiazolyl)ethyl]-4-oxo-2-(3-phenylpropionyl)octahydropyrrolo[1,2-a]pyrazine-6-carboxamide
CAS No.:219832-87-8
Molecular Formula:C₂₈H₃₅N₇O₄S
Molecular Weight:565.696
Hs Code.:

(6S,8aS)-N-[1(S)-(1-Carbamimidoylpiperidin-4-yl)-2-oxo-2-(2-thiazolyl)ethyl]-4-oxo-2-(3-phenylpropionyl)octahydropyrrolo[1,2-a]pyrazine-6-carboxamide

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Chemical Property of (6S,8aS)-N-[1(S)-(1-Carbamimidoylpiperidin-4-yl)-2-oxo-2-(2-thiazolyl)ethyl]-4-oxo-2-(3-phenylpropionyl)octahydropyrrolo[1,2-a]pyrazine-6-carboxamide

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Technology Process of (6S,8aS)-N-[1(S)-(1-Carbamimidoylpiperidin-4-yl)-2-oxo-2-(2-thiazolyl)ethyl]-4-oxo-2-(3-phenylpropionyl)octahydropyrrolo[1,2-a]pyrazine-6-carboxamide

There total 15 articles about (6S,8aS)-N-[1(S)-(1-Carbamimidoylpiperidin-4-yl)-2-oxo-2-(2-thiazolyl)ethyl]-4-oxo-2-(3-phenylpropionyl)octahydropyrrolo[1,2-a]pyrazine-6-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:

: 19099-93-5
benzyl 4-oxo-1-piperidinecarboxylate

: 219832-87-8
(6S,8aS)-4-Oxo-2-(3-phenyl-propionyl)-octahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid [(S)-1-(1-carbamimidoyl-piperidin-4-yl)-2-oxo-2-thiazol-2-yl-ethyl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 70 percent / DBU / CH₂Cl₂ / 24 h

2: H₂ / Pd/C / methanol / 2.5 h

3: DIEA / CH₂Cl₂ / 24 h

4: LiOH / H₂O; methanol / 2 h

5: BOP, DIEA / CH₂Cl₂ / 4 h

6: 80 percent / n-BuLi, TMEDA / tetrahydrofuran / 3 h / -78 °C

7: 100 percent / 4N aq. HCl / dioxane / 3 h

8: BOP, DIEA / acetonitrile / 2 h

With hydrogenchloride; lithium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0960-894X(98)00613-1

Reference yield:

: 19099-93-5
benzyl 4-oxo-1-piperidinecarboxylate

: 219832-87-8
(6S,8aS)-4-Oxo-2-(3-phenyl-propionyl)-octahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid [(R)-1-(1-carbamimidoyl-piperidin-4-yl)-2-oxo-2-thiazol-2-yl-ethyl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 70 percent / DBU / CH₂Cl₂ / 24 h

2: H₂ / Pd/C / methanol / 2.5 h

3: DIEA / CH₂Cl₂ / 24 h

4: LiOH / H₂O; methanol / 2 h

5: BOP, DIEA / CH₂Cl₂ / 4 h

6: 80 percent / n-BuLi, TMEDA / tetrahydrofuran / 3 h / -78 °C

7: 100 percent / 4N aq. HCl / dioxane / 3 h

8: BOP, DIEA / acetonitrile / 2 h

With hydrogenchloride; lithium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0960-894X(98)00613-1

Reference yield:

: 219832-75-4
4-(tert-Butoxycarbonylamino-methoxycarbonyl-methylene)-piperidine-1-carboxylic acid benzyl ester

: 219832-87-8
(6S,8aS)-4-Oxo-2-(3-phenyl-propionyl)-octahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid [(S)-1-(1-carbamimidoyl-piperidin-4-yl)-2-oxo-2-thiazol-2-yl-ethyl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / Pd/C / methanol / 2.5 h

2: DIEA / CH₂Cl₂ / 24 h

3: LiOH / H₂O; methanol / 2 h

4: BOP, DIEA / CH₂Cl₂ / 4 h

5: 80 percent / n-BuLi, TMEDA / tetrahydrofuran / 3 h / -78 °C

6: 100 percent / 4N aq. HCl / dioxane / 3 h

7: BOP, DIEA / acetonitrile / 2 h

With hydrogenchloride; lithium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0960-894X(98)00613-1