141996-78-3

Upstream product

• 171513-39-6 methyl 2-benzyl-5-<(N-benzyloxycarbonyl)-L-phenylalanyl>amino-2-methoxycarbonyl-4-oxopentanoate 
• 141996-73-8 2-[3-((R)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-2-oxo-propyl]-malonic acid dimethyl ester 
• 141996-76-1 2-((2R,6S)-6-Benzyl-5-oxo-piperazin-2-ylmethyl)-malonic acid dimethyl ester 
• 184847-36-7 (4S,7R,8aR)-4,7-Dibenzyl-6-oxo-3-thioxo-octahydro-pyrrolo[1,2-a]pyrazine-7-carboxylic acid methyl ester 

Downstream Products

• 176908-39-7 (4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester 
• 184847-36-7 (4S,7R,8aR)-4,7-Dibenzyl-6-oxo-3-thioxo-octahydro-pyrrolo[1,2-a]pyrazine-7-carboxylic acid methyl ester 
• 184847-52-7 (4S,7R,8aR)-4,7-Dibenzyl-6-oxo-octahydro-pyrrolo[1,2-a]pyrazine-7-carboxylic acid methyl ester 
• 176908-40-0 (4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2-carboxylic acid tert-butyl ester 
• 176908-46-6 (S)-2-[(3R,5R)-3-Benzyl-5-(tert-butoxycarbonylamino-methyl)-2-oxo-pyrrolidin-1-yl]-3-phenyl-propionic acid methyl ester 
• 176908-37-5 (4S,7R,8aR)-4,7-Dibenzyl-tetrahydro-pyrrolo[1,2-a]pyrazine-3,6-dione 
• 176908-45-5 (3R,5R)-3-Benzyl-5-(tert-butoxycarbonylamino-methyl)-1-((S)-1-methoxycarbonyl-2-phenyl-ethyl)-2-oxo-pyrrolidine-3-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Bicyclic lactams as templates for peptidomimetics. Studies on stereoselective synthetic routes to 6-oxoperhydropyrrolo[1,2-α]pyrazines

The synthesis of 4,7,7-trisubstituted 6-oxoperhydropyrrolo[1,2-α]pyrazines, as spacer templates for peptidomimetics, from the corresponding 3,6-dioxo analogues is described using different reduction methods. An alternative approach, based on the intramolecular reductive amination of 4-ketodiesters derived from Ψ[CH2NH] pseudodipeptides and subsequent γ-lactamization, was also used for the stereoselective preparation of these templates.

3,6-Dioxoperhydropyrrolo[1,2-a]pyrazines as templates for peptidomimetics

The synthesis of 4,7-di- and 4,7,7-trisubstituted 3,6-dioxoperhydropyrrolo[1,2-a]pyrazine-7-carboxylate derivatives is described. The approach used for the preparation of this heterocyclic template is based on the reductive amination of 4-ketodiesters derived from dipeptides.

3,6-Dioxoperhydropyrrolo[1,2-a]pyrazines. A new approach to conformationally restricted tripeptides

Catalytic hydrogenation of the 4-ketodiesters, obtained from Z-Xaa-Gly (Xaa = Ala, Phe) halomethyl ketones and dimethyl malonate, provides readily access to the corresponding 4-substituted-3,6-dioxoperhydropyrrolo[1,2-a]pyrazine-7-carboxylic acid derivati