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(4S,5S)-Tert-butyl 5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-4-((2-methylpyridin-4-yl)methyl)oxazolidine-3-carboxylate (0.083 g, 0.18 mmol) was dissolved in THF (2 mL) and cooled to 0° C. Next, TBAF (0.28 ml, 0.28 mmol) was added dropwise and the reaction was stirred 1 hr. and then quenched with saturated ammonium chloride and diluted with ethyl acetate. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with water, brine, dried over sodium sulfate, and concentrated. Purification by column chromatography (19:1 DCM/MeOH) afforded the title compound, MS m/z: 337.2 (100%, M+1).

1. customand then quenched with saturated ammonium chloride
2. additiondiluted with ethyl acetate
3. customThe layers were separated
4. extractionthe aqueous layer was extracted with EtOAc
5. washThe combined organic layers were washed with water, brine
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated
8. customPurification by column chromatography (19:1 DCM/MeOH)