116987-46-3Relevant articles and documents
Synthese et etude structurale de derives substitues en -2 du thiazolidine carboxylate d'ethyle-4 (R)
Hamri, Abdesselam,Pera, Marie-Helene,Fillion, Houda
, p. 1629 - 1633 (2007/10/02)
Pharmacological properties of thiazolidine derivatives are of great interest.For this purpose we prepared two series: 2-hydroxyalkyl-4-carbethoxythiazolidines and 2-carbalkoxyalkyl-4-carbethoxythiazolidines.Their syntheses involve a condensation reaction between L-carbethoxycystein and several α-hydroxyketones or β-ketoesters.Compound 4 and 5 was obtained as an unequal mixture of diastereoisomers.Protons nmr spectra at 300 MHz in the presence of trifluoroacetic acid shows a modification of diastereoisomer percentages which indicate the existence of an equilibrium through an imminium ion intermediate.Therefore, the stereoselectivity observed reflects the relative stability of the different diastereoisomers.