Tetrabutylammonium Fluoride → HCID 22242958, compound

Participants

Reaction Steps

To a solution of 3-t-butyldiphenylsilyloxy-1-[4-(3-methoxyazetidine-1-carbonyl)-1,3-thiazol-2-yl]azetidine (870 mg, 1.71 mmol) (obtained as described in Reference Example 31(2)) in anhydrous tetrahydrofuran (45 ml) was added a solution of 1.0M tetra-n-butylammonium fluoride in tetrahydrofuran (2.06 ml, 2.06 mmol) in an ice bath, and then the mixture was stirred for 30 minutes. 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:methanol (9:1) as the eluant to afford 3-hydroxy-1-[4-(3-methoxyazetidine-1-carbonyl)-1,3-thiazol-2-yl]azetidine (481 mg, yield 100%) as a white solid.

Provenance & Evidence