((3S,7R,8R,8aS)-8-Amino-7-benzoylamino-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-yl)-acetic acid

Base Information

Chemical Name:((3S,7R,8R,8aS)-8-Amino-7-benzoylamino-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-yl)-acetic acid
CAS No.:215719-47-4
Molecular Formula:C₁₆H₁₈N₄O₅
Molecular Weight:346.343
Hs Code.:

Synonyms:((3S,7R,8R,8aS)-8-Amino-7-benzoylamino-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-yl)-acetic acid

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Chemical Property of ((3S,7R,8R,8aS)-8-Amino-7-benzoylamino-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-yl)-acetic acid

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Technology Process of ((3S,7R,8R,8aS)-8-Amino-7-benzoylamino-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-yl)-acetic acid

There total 11 articles about ((3S,7R,8R,8aS)-8-Amino-7-benzoylamino-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-yl)-acetic acid 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: 89.0%

: 215719-45-2
tert-butyl (3S,7R,8R,8aS)-7-(benzoylamino)-8-{[(tert-butoxy)carbonyl]amino}octahydro-1,4-dioxopyrrolo[1,2-a]pyrazine-3-acetate

: 215719-47-4
((3S,7R,8R,8aS)-8-Amino-7-benzoylamino-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-yl)-acetic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane;
DOI:10.1039/a804412k

Reference yield:

: 215719-42-9
methyl (2S,3R,4R)-4-(benzoylamino)-3-{[(tert-butoxy)carbonyl]amino}prolinate

: 215719-47-4
((3S,7R,8R,8aS)-8-Amino-7-benzoylamino-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-yl)-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / O-(7-azobenzotriazol-1-yl-)-N,N,N',N'-tetramethyluronium hexafluorophosphate, 1-hydroxy-7-azobenzotriazole, (i-Pr₂)NEt / CH₂Cl₂

2: 100 percent / H₂ / Pd/C / dimethylformamide

3: 89 percent / TFA / CH₂Cl₂

With 1-hydroxy-7-aza-benzotriazole; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/a804412k

Reference yield:

: 215719-40-7
(1S,4R,5R)-4-Benzoylamino-7-oxo-2,6-diaza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester

: 215719-47-4
((3S,7R,8R,8aS)-8-Amino-7-benzoylamino-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-yl)-acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 60 percent / Et₃N, DMAP / CH₂Cl₂

2: Na₂CO₃, H₂O / tetrahydrofuran

3: diethyl ether

4: 96 percent / H₂ / Pd/C / dimethylformamide

5: 80 percent / O-(7-azobenzotriazol-1-yl-)-N,N,N',N'-tetramethyluronium hexafluorophosphate, 1-hydroxy-7-azobenzotriazole, (i-Pr₂)NEt / CH₂Cl₂

6: 100 percent / H₂ / Pd/C / dimethylformamide

7: 89 percent / TFA / CH₂Cl₂

With dmap; 1-hydroxy-7-aza-benzotriazole; water; hydrogen; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/a804412k