Abstract
Synthesis of 6-amino-2-azaspiro[3.3]heptane-6-carboxylic acid and 2-azaspiro[3.3]heptane-6-carboxylic acid was performed. Both four-membered rings in the spirocyclic scaffold were constructed by subsequent ring closure of corresponding 1,3-bis-electrophiles at 1,1-C- or 1,1-N-bis-nucleophiles. The two novel amino acids were added to the family of the sterically constrained amino acids for the use in chemistry, biochemistry, and drug design.
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Notes
While the manuscript was in the preparation, an alternative synthesis of 6-oxo-2-azaspiro[3.3]heptane derivative was reported (Meyers et al. 2009).
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Radchenko, D.S., Grygorenko, O.O. & Komarov, I.V. Synthesis of 2-azaspiro[3.3]heptane-derived amino acids: ornitine and GABA analogues. Amino Acids 39, 515–521 (2010). https://doi.org/10.1007/s00726-009-0467-9
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DOI: https://doi.org/10.1007/s00726-009-0467-9