869735-99-9

Upstream product

• 187527-01-1 2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propyl]-isoindole-1,3-dione 
• 136918-14-4 phthalimide 
• 187526-99-4 (9H-fluoren-9-yl)methyl (S)-(1-(4-(tert-butoxy)phenyl)-3-hydroxypropan-2-yl)carbamate 
• 187527-00-0 [(S)-1-(4-tert-Butoxy-benzyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 444884-80-4 (S)-2-azido-3-(4-(tert-butoxy)phenyl)propan-1-ol 
• 5545-54-0 N-(benzyloxycarbonyl)-O-(1,1-dimethylethyl)-L-tyrosine 
• 109953-91-5 [1-(4-tert-butoxy-benzyl)-2-hydroxy-ethyl]-carbamic acid benzyl ester 
• 176502-70-8 (2S)-2-amino-3-(4-tert-butoxyphenyl)propan-1-ol 
• 71989-38-3 Fmoc-Tyr(tBu)-OH 

Downstream Products

• 869736-04-9 C₂₇H₃₇N₅O₄S₂ 

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.

Solid-phase and solution-phase syntheses of oligomeric guanidines bearing peptide side chains

Synthetic strategies for preparing N,N′-bridged oligomeric guanidines bearing peptide side chains both on solid support and in solution are presented. Monomers are prepared from common α-amino acids and therefore contain conventionally protected peptide s