Tetrabutylammonium Fluoride → 1-(4-Morpholinocarbonyl-1,3-thiazol-2-yl)-3-hydroxyazetidine

Participants

Reaction Steps

To a solution of 3-t-butyldiphenylsilyloxy-1-(4-morpholinocarbonyl-1,3-thiazol-2-yl)azetidine (1.05 g, 2.07 mmol) (obtained as described in Reference Example 11(1)) in anhydrous tetrahydrofuran (32 ml) was added a solution of 1.0M tetra-n-butylammonium fluoride in tetrahydrofuran (2.48 ml, 2.48 mmol) and the reaction mixture was stirred for 1 hour. After checking the completion of the reaction, the reaction mixture was concentrated under reduced pressure and the residue was purified by chromatography on a silica gel column using ethyl acetate→10% methanol in ethyl acetate as the eluant to afford 1-(4-morpholinocarbonyl-1,3-thiazol-2-yl)-3-hydroxyazetidine (542 mg, yield 97%) as a white solid.

Provenance & Evidence