Final Thoughts on Chemistry for Oxazolidin-2-one

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Synthesis of the enantiomers of the dual function 2-nitroimidazole radiation sensitizer RB 6145

Short, efficient pathways are described for the synthesis of racemic 2-nitroimidazole radiation sensitizer RB-6145 (2a) and each of its corresponding (R)- and (S)-enantiomers (2b and 2c, respectively). The synthesis of each enantiomer commences with the appropriate chiral epichlorohydrin and utilizes a novel application of 3-trimethylsilyl-2-oxazolidinone (3b) as a mild, safe surrogate for highly toxic aziridine. The synthesis of the (R)-enantiomer (2b) has been successfully scaled up to provide multi-kilo quantities of material for early stage preclinical evaluation.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H968NO – PubChem