Physicochemical study on some synthesized oxazolidine derivatives : differentiation of diastereomers

Abstract

The synthesis of 15 diastereomeric oxazolidine derivatives of the type 2-(substituted phenyl)-3,4-dimethyl-5-phenyloxazolidine is reported. The specific as well as the molecular rotations of 31 diastereomeric oxazolidine derivatives of the same type of structure were determined. The cis com- pounds have higher specific and molecular rotation than the corresponding trans isomers. Substitution in the ortho or para position increased specific and molecular rotation while substitution in the meta position had an opposite effect.     The infrared spectra of 26 oxazolidine derivatives, having either a cis or a trans type of configuration, have been recorded in the range 2000-700 cm^-1.