1H NMR discrimination of CHF4226.01 diastereoisomers in DMSO-d6.
Two diastereoisomers CHF4226.01 (R, R) and CHF4232.01 (S, R), differing for a chiral center, have been studied to investigate their possible discrimination using NMR. 1D NMR and 2D NMR experiments, such as COSY, NOESY and ROESY, were performed on pure isomers and on the association complexes formed in the presence of the chiral reagent (S)-(-)-1-(2-napthyl)ethylamine (S-NEA). Moreover, computational studies, concerning conformational analysis and molecular dynamics, were started and supported the NMR results.
Chiesi Farmaceutici s.p.a, Analytical Chemistry Department, Via S. Leonardo 96, 43100 Parma, Italy. S.Capacchi@chiesigroup.com
Silvia
S
Capacchi
Milco
M
Lipreri
Andrea
A
Rizzi
Claudia
C
Caló
Tiziana
T
Peveri
Silvia
S
Catinella
D000662:Amphetamines / Q000737:chemistry*; D001993:Bronchodilator Agents / Q000737:chemistry*; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D006912:Hydroxyquinolines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D000662:Amphetamines; D001993:Bronchodilator Agents; D006912:Hydroxyquinolines; C074413:carmoterol; D004121:Dimethyl Sulfoxide