(4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-9,11-dioxo-10-[(phenylmethyl)oxy]-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′,3, 4]imidazo[1,2-d]pyrazine-8-carboxamide

Base Information

Chemical Name:(4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-9,11-dioxo-10-[(phenylmethyl)oxy]-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′,3, 4]imidazo[1,2-d]pyrazine-8-carboxamide
CAS No.:1206103-65-2
Molecular Formula:C₂₈H₂₆F₂N₄O₄
Molecular Weight:520.536
Hs Code.:

(4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-9,11-dioxo-10-[(phenylmethyl)oxy]-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′,3, 4]imidazo[1,2-d]pyrazine-8-carboxamide

Synonyms:(4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-9,11-dioxo-10-[(phenylmethyl)oxy]-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′,3, 4]imidazo[1,2-d]pyrazine-8-carboxamide

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Chemical Property of (4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-9,11-dioxo-10-[(phenylmethyl)oxy]-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′,3, 4]imidazo[1,2-d]pyrazine-8-carboxamide

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Technology Process of (4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-9,11-dioxo-10-[(phenylmethyl)oxy]-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′,3, 4]imidazo[1,2-d]pyrazine-8-carboxamide

There total 12 articles about (4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-9,11-dioxo-10-[(phenylmethyl)oxy]-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′,3, 4]imidazo[1,2-d]pyrazine-8-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: 75.0%

: 201230-82-2
carbon monoxide

: 1206103-64-1
(4aS,13aR)-8-bromo-10-[(phenylmethyl)oxy]-2,3,4a,5,13,13a-hexahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-9,11-dione

: 72235-52-0
2,4-Difluoro-benzylamine

: 1206103-65-2
(4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-9,11-dioxo-10-[(phenylmethyl)oxy]-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′,3, 4]imidazo[1,2-d]pyrazine-8-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium(II) trifluoroacetate; In dimethyl sulfoxide; at 80 ℃; for 24h; under 2327.23 Torr; Inert atmosphere;

Reference yield: 67.0%

: 1206103-65-2
(4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-9,11-dioxo-10-[(phenylmethyl)oxy]-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′,3, 4]imidazo[1,2-d]pyrazine-8-carboxamide

Guidance literature:

Reference yield:

: 118-71-8
Maltol

: 1206103-65-2
(4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-9,11-dioxo-10-[(phenylmethyl)oxy]-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′,3, 4]imidazo[1,2-d]pyrazine-8-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C

2.2: 1 h / -60 °C

3.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C

4.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C

4.2: 1.5 h / 25 °C

5.1: ethanol / 8.5 h / 65 - 80 °C

6.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale

7.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 16 h / 18 - 20 °C / Large scale

8.1: sodium periodate / water / 16 h / 1.4 - 20 °C / Large scale

9.1: acetic acid / N,N-dimethyl-formamide; acetonitrile / 0.25 h / Large scale

9.2: 6 h / 20 - 85 °C / Large scale

10.1: N-ethyl-N,N-diisopropylamine; palladium(II) trifluoroacetate; 1,1'-bis-(diphenylphosphino)ferrocene / dimethyl sulfoxide / 24 h / 80 °C / 2327.23 Torr / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium periodate; N-Bromosuccinimide; palladium(II) trifluoroacetate; rhodium(III) chloride hydrate; sulfuric acid; sodium hydrogencarbonate; potassium carbonate; acetic acid; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;