(6aS,7R,11S)-1-hydroxy-2,13-dioxo-N-(2,4,6-trifluorobenzyl)-6,6a,7,8,9,10,11,13-octahydro-2H-7,11-methanopyrido[1',2':4,5]pyrazino[1,2-a]azepine-3-carboxamide

Base Information

Chemical Name:(6aS,7R,11S)-1-hydroxy-2,13-dioxo-N-(2,4,6-trifluorobenzyl)-6,6a,7,8,9,10,11,13-octahydro-2H-7,11-methanopyrido[1',2':4,5]pyrazino[1,2-a]azepine-3-carboxamide
CAS No.:1616340-51-2
Molecular Formula:C₂₂H₂₀F₃N₃O₄
Molecular Weight:447.414
Hs Code.:

(6aS,7R,11S)-1-hydroxy-2,13-dioxo-N-(2,4,6-trifluorobenzyl)-6,6a,7,8,9,10,11,13-octahydro-2H-7,11-methanopyrido[1',2':4,5]pyrazino[1,2-a]azepine-3-carboxamide

Synonyms:(6aS,7R,11S)-1-hydroxy-2,13-dioxo-N-(2,4,6-trifluorobenzyl)-6,6a,7,8,9,10,11,13-octahydro-2H-7,11-methanopyrido[1',2':4,5]pyrazino[1,2-a]azepine-3-carboxamide

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Chemical Property of (6aS,7R,11S)-1-hydroxy-2,13-dioxo-N-(2,4,6-trifluorobenzyl)-6,6a,7,8,9,10,11,13-octahydro-2H-7,11-methanopyrido[1',2':4,5]pyrazino[1,2-a]azepine-3-carboxamide

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Technology Process of (6aS,7R,11S)-1-hydroxy-2,13-dioxo-N-(2,4,6-trifluorobenzyl)-6,6a,7,8,9,10,11,13-octahydro-2H-7,11-methanopyrido[1',2':4,5]pyrazino[1,2-a]azepine-3-carboxamide

There total 14 articles about (6aS,7R,11S)-1-hydroxy-2,13-dioxo-N-(2,4,6-trifluorobenzyl)-6,6a,7,8,9,10,11,13-octahydro-2H-7,11-methanopyrido[1',2':4,5]pyrazino[1,2-a]azepine-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: 96.0%

: 1616341-70-8
C₂₉H₂₆F₃N₃O₄

: 1616340-51-2
(6aS,7R,11S)-1-hydroxy-2,13-dioxo-N-(2,4,6-trifluorobenzyl)-6,6a,7,8,9,10,11,13-octahydro-2H-7,11-methanopyrido[1',2':4,5]pyrazino[1,2-a]azepine-3-carboxamide

Guidance literature:: With trifluoroacetic acid; at 20 ℃; for 1h;

Reference yield:

: 134984-64-8
exo-2-aza-2-<(R)-1-phenylethyl>-3-ethoxycarbonyl<2.2.2>bicyclooct-5-ene

: 1616340-51-2
(6aS,7R,11S)-1-hydroxy-2,13-dioxo-N-(2,4,6-trifluorobenzyl)-6,6a,7,8,9,10,11,13-octahydro-2H-7,11-methanopyrido[1',2':4,5]pyrazino[1,2-a]azepine-3-carboxamide

Guidance literature:: Multi-step reaction with 14 steps

1.1: N-iodo-succinimide; water / dimethyl sulfoxide / 3.5 h / 20 °C

2.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 2 h / 100 °C

3.1: hydrogen; hydrogenchloride; 20% palladium hydroxide-activated charcoal / ethanol; 1,4-dioxane / 2 h

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 20 °C

5.1: pyridine / tetrahydrofuran / 3 h / 0 - 20 °C

6.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 1 h / 100 °C

7.1: lithium borohydride / tetrahydrofuran / 112 h / 0 - 20 °C

8.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 0 - 20 °C

9.1: hydrazine hydrate / ethanol / 1.5 h / 20 - 70 °C

10.1: sodium hydrogencarbonate / ethanol; water / 1 h / 20 °C

11.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 1.5 h / 20 °C

11.2: 2 h / 100 °C

12.1: potassium hydroxide; methanol / tetrahydrofuran / 0.5 h / 20 °C

13.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 0.5 h / 20 °C

14.1: trifluoroacetic acid / 1 h / 20 °C

With pyridine; hydrogenchloride; methanol; N-iodo-succinimide; lithium borohydride; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; 20% palladium hydroxide-activated charcoal; water; hydrogen; tri-n-butyl-tin hydride; sodium hydrogencarbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene;

Reference yield:

: 851390-24-4
ethyl (1R,4R,5R,7S)-4-hydroxy-6-[(1R)-1-phenylethyl]-6-azabicyclo[3.2.1]octane-7-carboxylate

: 1616340-51-2
(6aS,7R,11S)-1-hydroxy-2,13-dioxo-N-(2,4,6-trifluorobenzyl)-6,6a,7,8,9,10,11,13-octahydro-2H-7,11-methanopyrido[1',2':4,5]pyrazino[1,2-a]azepine-3-carboxamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: hydrogen; hydrogenchloride; 20% palladium hydroxide-activated charcoal / ethanol; 1,4-dioxane / 2 h

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 20 °C

3.1: pyridine / tetrahydrofuran / 3 h / 0 - 20 °C

4.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 1 h / 100 °C

5.1: lithium borohydride / tetrahydrofuran / 112 h / 0 - 20 °C

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 0 - 20 °C

7.1: hydrazine hydrate / ethanol / 1.5 h / 20 - 70 °C

8.1: sodium hydrogencarbonate / ethanol; water / 1 h / 20 °C

9.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 1.5 h / 20 °C

9.2: 2 h / 100 °C

10.1: potassium hydroxide; methanol / tetrahydrofuran / 0.5 h / 20 °C

11.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 0.5 h / 20 °C

12.1: trifluoroacetic acid / 1 h / 20 °C

With pyridine; hydrogenchloride; methanol; lithium borohydride; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; 20% palladium hydroxide-activated charcoal; hydrogen; tri-n-butyl-tin hydride; sodium hydrogencarbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; toluene;