Tetrabutylammonium Fluoride → HCID 57297236, compound

Participants

Reaction Steps

To a solution of (2S,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-[(R)-1-hydroxy-2-(methoxycarbonyl)ethyl]pyrrolidine (2.40 g, 5.95 mmol) in tetrahydrofuran (24 ml) was dropwise added a 1M tetrabutylammonium fluoride--tetrahydrofuran solution (7.14 ml) at room temperature. The mixture was stirred at the same temperature for 4 h. The reaction solution was washed with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was removed in vacuo. The residue was purified by silica gel column chromatography (heptane-ethyl acetate=3:7) to obtain (2S,4R)-N-tert-butoxycarbonyl-4-hydroxy-2-[(R)-1-hydroxy-2-(methoxycarbonyl)ethyl]pyrrolidine diastereomer B (1.22 g, yield: 70.9%). ##STR399##

Provenance & Evidence