Tetrabutylammonium Fluoride → HCID 69543998, compound

Participants

Reaction Steps

To a solution of (3S)-3-t-butyldiphenylsilyloxy-1-(4-carbamoyl-1,3-thiazol-2-yl)pyrrolidine (3.1 g, 6.86 mmol) (obtained as described in Reference Example 20(6)) in anhydrous tetrahydrofuran (90 ml) was added a solution of 1.0M tetra-n-butylammonium fluoride in tetrahydrofuran (8.24 ml, 8.24 mmol) in an ice bath, and the mixture was stirred for 1.5 hours. 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 ethyl acetate→10% methanol in ethyl acetate as the eluant to afford (3S)-1-(4-carbamoyl-1,3-thiazol-2-yl)-3-hydroxypyrrolidine (1.42 g, yield 98%) as a white solid.

Provenance & Evidence