1380230-82-9

Upstream product

• 187526-92-7 [(1S)-1-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]-2-phenylethyl]carbamic acid 1,1-dimethylethyl ester 
• 439694-28-7 (S)-2-azido-3-phenyl-propan-1-ol 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 3182-95-4 L-Phenylalaninol 
• 1380230-80-7 C₁₇H₁₄N₄O₂ 

Downstream Products

• 1380230-96-5 C₄₈H₅₈N₁₀O₅ 
• 1380230-90-9 (S)-2,5-dioxopyrrolidin-1-yl (2-azido-3-phenylpropyl)carbamate 

Relevant academic research and scientific papers

Urea based foldamers

N,N′-linked oligoureas are a class of enantiopure, sequence-defined peptidomimetic oligomers without amino acids that form well-defined and predictable helical structures akin to the peptide α-helix. Oligourea-based foldamers combine a number of features—such as synthetic accessibility, sequence modularity, and folding fidelity—that bode well for their use in a range of applications from medicinal chemistry to catalysis. Moreover, it was recently recognized that this synthetic helical backbone can be combined with regular peptides to generate helically folded peptide-oligourea hybrids that display additional features in terms of helix mimicry and protein-surface recognition properties. Here we provide detailed protocols for the preparation of requested monomers and for the synthesis and purification of homo-oligoureas and peptide-oligourea hybrids.

Microwave-enhanced solid-phase synthesis of N,N′-linked aliphatic oligoureas and related hybrids

A practical and efficient microwave-assisted solid-phase method for the synthesis of N,N′-linked oligoureas and related amide/urea hybrid oligomers, featuring the use of succinimidyl (2-azido-2-substituted ethyl) carbamate monomers, is reported. The rate enhancement of urea formation under microwave irradiation combined with the mild conditions of the phosphine-based azide reduction makes this approach very effective for routine synthesis of oligoureas and possibly for library production.