214849-88-4

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 156-06-9 2-oxo-3-(phenyl)propionic acid 
• 131966-91-1 N-(2-Oxo-3-phenylpropionyl)prolin-benzylester 
• 41324-66-7 H-Pro-OBzl 
• 37787-77-2 Boc-L-proline benzyl ester 
• 147-85-3 L-proline 

Downstream Products

• 286838-84-4 (S)-3-[(E)-benzylidene]hexahydropyrrolo[1,2-a]pyrazine-1,4-dione 
• 349465-61-8 1-chloro-3-benzyl-7,8-dihydro-6H-pyrrolo[1,2-a]pyrazine-4-one 

Relevant academic research and scientific papers

Total Synthesis of Spirotryprostatins through Organomediated Intramolecular Umpolung Cyclization

Cyclodipeptide 2,5-diketopiperazines (DKP) are privileged structural units present in drugs and natural alkaloids. This work reports a new method for the synthesis of biologically important DKP scaffolds based on an intramolecular nucleophilic α-addition of general amides towards an alkynamide system. The utility of this umpolung cyclization mediated by trimethyl phosphine and l-glutamic acid is highlighted by its application to the concise total syntheses of 6-methoxyspirotryprostatin B (the first total synthesis), spirotryprostatin A, and spirotryprostatin B.

Rational design and synthesis of unsaturated 2,5-dioxopiperazine derivatives as potential protein tyrosine kinase inhibitors

The first general method for the synthesis of a library of trifunctionalized (Z)-3-alkylidene-2,5-piperazinediones as potential protein tyrosine kinase inhibitors from commercially available amino compounds, α- keto acids and aldehydes using a novel cyclization/cleavage strategy on solid support is described.