(5aS,5bS,8aS,9aR)-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione

Base Information

Chemical Name:(5aS,5bS,8aS,9aR)-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione
CAS No.:159622-54-5
Molecular Formula:C₁₂H₁₄N₄O₃
Molecular Weight:262.268
Hs Code.:

Synonyms:(5aS,5bS,8aS,9aR)-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione

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Chemical Property of (5aS,5bS,8aS,9aR)-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione

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Technology Process of (5aS,5bS,8aS,9aR)-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione

There total 1 articles about (5aS,5bS,8aS,9aR)-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione 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: 70.0%

: 847034-03-1
(-)-pyrrole

: 624-83-9
methyl isocyanate

: 847034-05-3
N-benzyldebromoagelastatin A

: 159622-54-5
(5aS,5bS,8aS,9aR)-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione

Guidance literature:: With 30% Pd/C; hydrogen; In tetrahydrofuran; for 12h;
DOI:10.1080/00397910802618885

Reference yield:

: 159622-54-5
(5aS,5bS,8aS,9aR)-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione

: 1449753-01-8
(5aS,5bS,8aS,9aR)-1-(4-aminophenyl)-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione

Guidance literature:: Multi-step reaction with 2 steps

1: N-Bromosuccinimide / methanol; tetrahydrofuran / 1.5 h / 0 - 20 °C

2: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; water / 1 h / 50 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; caesium carbonate; In tetrahydrofuran; methanol; water;
DOI:10.1039/c3md00094j

Reference yield:

: 159622-54-5
(5aS,5bS,8aS,9aR)-8a-hydroxy-8-methyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione

: 1449753-00-7
(5aS,5bS,8aS,9aR)-8a-hydroxy-8-methyl-1-phenyl-5,5a,5b,6,8,8a,9,9a-octahydroimidazo[4',5':4,5]cyclopenta[1,2-e]pyrrolo[1,2-a]pyrazine-4,7-dione

Guidance literature:: Multi-step reaction with 2 steps

1: N-Bromosuccinimide / methanol; tetrahydrofuran / 1.5 h / 0 - 20 °C

2: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; water / 0.67 h / 50 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; caesium carbonate; In tetrahydrofuran; methanol; water;
DOI:10.1039/c3md00094j