1482285-98-2

Upstream product

• 586-76-5 4-Bromobenzoic acid 
• 323207-12-1 methyl (S)-N-(1-aza-6-oxaspiro[2.5]oct-1-en-2-yl)prolinate 

Downstream Products

• 1482285-99-3 1-({4-[(4-bromobenzoyl)amino]-3,4,5,6-tetrahydro-2H-pyran-4-yl}carbonyl)-L-proline 
• 1482286-00-9 methyl 1-[(4-{[1-({4-[(4-bromobenzoyl)amino]-3,4,5,6-tetrahydro-2H-pyran-4-yl}carbonyl)-L-prolyl]amino}-3,4,5,6-tetrahydro-2H-pyran-4-yl)carbonyl]-L-prolinate 
• 1482286-03-2 1-[ (4-{[1-({4-[(4-bromobenzoyl)amino]-3,4,5,6-tetrahydro-2H-pyran-4-yl}carbonyl)-L-prolyl]amino}-3,4,5,6-tetrahydro-2H-pyran-4-yl)carbonyl]-L-proline 

Relevant academic research and scientific papers

Highly constrained linear oligopeptides containing heterocyclic α-amino carboxylic acids

Two spiroheterocyclic 2H-azirin-3-amines, 1f and 1g, were shown to be useful synthons for the dipeptides N-(4-aminotetrahydro-2H-pyran-4-yl)prolinate (Thp-Pro) and the corresponding thiopyran derivative, Tht-Pro, respectively. By coupling of 4-bromobenzoic acid with 1f or 1g and saponification, followed by repeating the coupling and saponification steps, oligopeptides of type 4-BrBz-(Thp-Pro)n-OMe and 4-BrBz-(Tht-Pro)n-OMe were prepared, and their conformations were evaluated in solution by NMR techniques and in the crystalline state by X-ray crystallography. All of these sterically highly congested oligopeptides adopt fairly rigid helical conformations. It is interesting to note that the hexapeptide with Thp forms a 310-helix, whereas the Tht analog has a β-bend ribbon spiral confirmation. Copyright