Tetrabutylammonium Fluoride → (3S,4R)-3-azido-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl ester

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Reaction Steps

38.2 A solution of 440 mg (3S,4S)-3-azido-4-(toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester in 8.6 ml 1M tetrabutylammonium fluoride solution in THF was stirred overnight at r.t. The reaction mixture was concentrated. The crude product was isolated by column chromatography (silica gel, gradient: cyclohexane->cyclohexane/EtOAc 1:1) to give 150 mg (3S,4R)-3-azido-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl ester as colorless liquid. MS 230 ([M])

Provenance & Evidence