Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry and Computational Chemistry

Abstract

A new route for the synthesis of (R)- & (S)- 2-((2-oxooxazolidin-5- yl)methyl)isoindoline-1,3-dione: A key chiral building block

Author(s): G. Ravi Babu, P. Venkateshwarlu, S. Yellamanda Rao, G. Madhusudhan and K. Mukkanti

A new and efficient route for the synthesis of (R)- & (S)-2-((2-oxooxazolidin-5-yl)methyl) isoindoline-1,3-dione is described. The enantiopurity of the synthesized two stereoisomers of 2- ((2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione, is established using chiral high performance liquid chromatography (HPLC) i.e. enantiomeric excess (ee) of R & S isomers are 99.5% and 99.6% respectively. This route also involves the synthesis of a key chiral constituent, (R)- & (S)5-(chloromethyl) oxazolidin-2-one.


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