Volume 5
 
New spirocyclic β-Lactams
 
The Squarix Newsletter provides you with information about our innovative building blocks, reactive intermediates and screening compounds from our Discovery Chemicals portfolio.
 
In this issue we present new spirocyclic β-Lactams especially designed for stereocontrolled synthesis of peptidomimetics.
 
Featured Products
LA064 LA048 LA049 LA065
 
LA064 LA048 LA049 LA065
 
LA066   LA075   LA078
 
LA066   LA075   LA078
 
These compounds are derived from natural and unnatural amino acids and are not commercially available from other manufacturers.
 
See our website for the full line of building blocks or download the Discovery Chemicals catalogue.
 
Please find also some selected references from the literature describing interesting applications of spirocyclic β-Lactams. Various dipeptidomimetic N-terminals were synthesized using the key building block LA064 (Peschke et al.). Palomo et al. reported an efficient syntheses of short peptide segments using the spirocyclic β-Lactams LA064, LA048 and LA049 as starting material:
 
reactions 1
LA064 Dipeptidomimetic N-terminal
(Peschke et al.)		  
 
reactions 2
n = 1 : LA064 X = Val, Leu etc.  
n = 2 : LA048 Short Peptide Segments  
n = 3 : LA049 (Palomo et al.)  
 
References
 
1) B. Peschke, M. Ankersen, B.S. Hansen, T.K. Hansen, N.L. Johansen, J. Lau, K. Madsen, H. Petersen, H. Thøgerson and B. Watson, Synthesis and in vitro Characterization of New Growth Hormone Secretagogues Derived from Ipamorelin with Dipeptidomimetic N-terminals 1999, Eur. J. Med. Chem. 34, 363-380.
2) C. Polomo, M. Oiarbide, and S. Bindi, A Concise β-Lactam Route to Short Peptide Segments Containing β,β-Disubstituted β-Amino acids1998, J. Org. Chem. 63, 2469-2474.
   
Discovery Chemicals
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