Collect. Czech. Chem. Commun.
2003, 68, 1319-1325
https://doi.org/10.1135/cccc20031319
Synthesis of Homochiral Acyclic Mono- and Bis(α-amino acid)s with Oligo(oxyethylene) Chains
Martin Bělohradský, Luděk Ridvan and Jiří Závada*
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague, Czech Republic
Abstract
Synthesis of homochiral α-amino acids 3a-3e and bis(α-amino acid)s 4a-4e via BF3·Et2O-catalyzed ring-opening of methyl (S)-1-[(benzyloxy)carbonyl]aziridine-2-carboxylate (7) with oligo(ethylene glycol)s and subsequent acid hydrolysis is reported.
Keywords: Amino acids; Oligo(ethylene glycol)s; Aziridines; Nucleophilic ring-opening reaction; Podands; Crown ethers.
References: 9 live references.
