333366-30-6

Basic information

• Product Name: 2-azido-3-(4-tert-butoxyphenyl) propanoic acid
• Synonyms: 2-azido-3-(4-tert-butoxyphenyl) propanoic acid
• CAS NO: 333366-30-6
• Molecular Weight: 263.296
• Mol File: 333366-30-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-azido-3-(4-tert-butoxyphenyl) propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-azido-3-(4-tert-butoxyphenyl) propanoic acid(333366-30-6)
• EPA Substance Registry System: 2-azido-3-(4-tert-butoxyphenyl) propanoic acid(333366-30-6)

Safety Data

• Hazardous Substances Data: 333366-30-6(Hazardous Substances Data)

Upstream product

• 4727-00-8 O-t-Butyl-L-tyrosine 

Downstream Products

• 1342259-46-4 C₁₄H₂₀BrN₃O₂ 
• 1342259-45-3 3-azido-1-bromo-4-(4-tert-butoxyphenyl) butan-2-one 

Relevant articles and documents

Unconventional Secondary Structure Mimics: Ladder-Rungs

Secondary structures tend to be recognizable because they have repeating structural motifs, but mimicry of these does not have to follow such well-defined patterns. Bioinformatics studies to match side-chain orientations of a novel hydantoin triazole chemotype (1) to protein-protein interfaces revealed it tends to align well across parallel and antiparallel sheets, like rungs on a ladder. One set of these overlays was observed for the protein-protein interaction uPA?uPAR. Consequently, chemotype 1 was made with appropriate side-chains to mimic uPA at this interface. Biophysical assays indicate these compounds did in fact bind uPAR, and elicit cellular responses that affected invasion, migration, and wound healing.

On-resin cyclization of peptide ligands of the Vascular Endothelial Growth Factor Receptor 1 by copper(I)-catalyzed 1,3-dipolar azide-alkyne cycloaddition

Cyclic peptides were obtained, on-resin, by the copper (I) catalysed 1,3-dipolar cycloaddition of azides and alkynes. The reaction led exclusively to the formation of the expected cyclomonomeric products which acted as ligands of the Vascular Endothelial Growth Factor receptor 1.

Improved solid-phase peptide synthesis method utilizing alpha-azide-protected amino acids.

[structure: see text]. Pure alpha-azido acids were prepared using an efficient diazo transfer method followed by buffered workup. These building blocks were used to prepare small peptides on Wang resin by two approaches. Peptides prone to diketopiperazine formation were prepared in good yields by coupling acids to resin bound iminophosphoranes during Fmoc-Wang synthesis. The iminophosphoranes can also be hydrolyzed under neutral conditions to provide unprotected amines ready for further coupling.