The Theoretical study of R, S-salbutamol isomerization processes by quantum chemical methods
Alexander Vladimirivich Sysoev, Natalya Grigor`evna Bazarnova, Alexandra Viktorovna Sysoeva, Evgeny Yurievich Kushnir, Nikolay Ivanovich Petrin, Dmitriy Alekseevich Karpitskiy, Petr Sergeevich Kuznetsov, Marina Yuiryevna Tcheprasova, Irina Vladimirovna Mikushina
Abstract
The processes of racemization of the R- and S-enantiomers of salbutamol have been studied by quantum chemical methods. The calculations have been shown that the isomerization reaction proceeds according to the SN1 mechanism. In an aqueous medium, the equilibrium is shifted toward the formation of the S-enantiomer. Based on the analysis of thermodynamic parameters it follows that with the temperature rising, the equilibrium shifts toward the formation of a carbocation, leading to increasing the rate of the racemization process.