Tetrabutylammonium Fluoride → HCID 69544102, compound

Participants

Reaction Steps

To a solution of (3R)-3-t-butyldiphenylsilyloxy-1-(4-carbamoyl-1,3-thiazol-2-yl)pyrrolidine (950 mg, 2.10 mmol) (obtained as described in Reference Example 18(5)) in anhydrous tetrahydrofuran (20 ml) was added a solution of 1.0M tetra-n-butylammonium fluoride in tetrahydrofuran (2.52 ml, 2.52 mmol) in an ice bath. The mixture was stirred at room temperature for 1 hour. After checking the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using n-hexane:ethyl acetate (1:1)→10% methanol in ethyl acetate as the eluant to afford (3R)-1-(4-carbamoyl-1,3-thiazol-2-yl)-3-hydroxypyrrolidine (428 mg, yield 96%) as a white solid.

Provenance & Evidence