Synthesis and Antimicrobial Activity of Novel 1,3-Oxazolidine Nucleoside Analogues

The synthesis of novel 1,3-oxazolidine pyrimidine nucleoside analogues are described. These analogues are all derived from the key stereochemically defined intermediate N-tert-butoxy-carbonyl-2hydroxymethyl-l,3-oxazolidine-4-ol which was accessible in 57% yield starting from L-serine methylester hydrochloride. The heterocyclic bases eg; uracil, thymine etc are efficiently introduced onto the 1,3-oxazolidine by the Vorbruggen procedures. The antimicrobial activity of novel 1,3-oxazolidine nucleoside analogues are highlighted. The compounds 7d and 7e showed significant activity against bacteria and fungus.