914083-28-6Relevant articles and documents
Conformationally rigid trifluoromethyl-substituted α-amino acid designed for peptide structure analysis by solid-state 19F NMR spectroscopy
Mikhailiuk, Pavel K.,Afonin, Sergii,Chernega, Alexander N.,Rusanov, Eduard B.,Platonov, Maxim O.,Dubinina, Galina G.,Berditsch, Marina,Ulrich, Anne S.,Komarov, Igor V.
, p. 5659 - 5661 (2006)
(Figure Presented) Designing a sturdy label: The fluorinated amino acid L-CF3-Bpg (see picture), which was specifically designed as a 19F NMR label for structure analysis of membrane-bound peptides, does not display the drawbacks of
An optimized protocol for the multigram synthesis of 3-(trifluoromethyl)bicyclo[1.1.1]pent-1-ylglycine (CF3-Bpg)
Mykhailiuk, Pavel K.,Voievoda, Nataliia M.,Afonin, Sergii,Ulrich, Anne S.,Komarov, Igor V.
experimental part, p. 217 - 220 (2010/04/30)
An optimized procedure for the multigram synthesis of 3-(trifluoromethyl)bicyclo[1.1.1]pent-1-ylglycine (CF3-Bpg) has been developed. The overall yield of the synthesis for the optimized up-scaling was increased from 35% to 53%. Moreover, conditions for separating the key isomeric aminonitriles 7 and 8 by crystallization were found, which greatly facilitated the isolation of 8 on a multigram scale. Following this optimized protocol, 100 g of optically pure CF3-Bpg have been synthesized. Crown Copyright