Synthesis of 2-azaspiro[3.3]heptane-derived amino acids: ornitine and GABA analogues.
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.
Radchenko
Dmytro S
DS
Enamine Ltd., Aleksandra Matrosova Street, 23, Kyiv, 01103, Ukraine.
Grygorenko
Oleksandr O
OO
Komarov
Igor V
IV
D001372:Aza Compounds / Q000138:chemical synthesis*; D009952:Ornithine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D013141:Spiro Compounds / Q000138:chemical synthesis*; D005680:gamma-Aminobutyric Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis
D001372:Aza Compounds; D013141:Spiro Compounds; D005680:gamma-Aminobutyric Acid; D009952:Ornithine