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.
Capacchi
Silvia
S
Chiesi Farmaceutici s.p.a, Analytical Chemistry Department, Via S. Leonardo 96, 43100 Parma, Italy. S.Capacchi@chiesigroup.com
Lipreri
Milco
M
Rizzi
Andrea
A
Caló
Claudia
C
Peveri
Tiziana
T
Catinella
Silvia
S
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