Synthesis
General procedure for the synthesis of methyl 2-oxoxoxazolidine-4-carboxylate from tritiated gas and L-serine methyl ester hydrochloride: a THF solution of tritiated gas (60 mL, 11.4 g, 38.58 mmol, 1.0 eq.) was slowly added to a tetrahydrofuran (THF, 90 mL) suspension of L-serine methyl ester hydrochloride (6 g, 38.58 mmol). The reaction mixture was heated to reflux for 4 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was purified by rapid chromatography on silica gel (eluent ratio: ethyl acetate/hexane = 3:1) to afford the target product methyl 2-oxoxoxazolidine-4-carboxylate (4.38 g, 78% yield) as a white solid.
References
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[4] Journal of the American Chemical Society, 1999, vol. 121, # 33, p. 7509 - 7516
[5] Organic Letters, 2011, vol. 13, # 22, p. 6010 - 6013
