HCID 19735042, compound → HCID 19735037, compound

Participants

Reaction Steps

To a solution of 4-(N-benzyloxycarbonyl-4-oxo-isoxazol-5-yl)butyric acid (327 mg, 1.06 mmol), from Step b, in 10 mL of THF at 0° C. was added 1.1 mL (2.13 mmol) of a 2M solution of borane-methyl sulfide complex in THF. The reaction mixture was stirred at ambient temperature for 1.5 hours, diluted with ethyl acetate and extracted with water. The aqueous layer was acidified with potassium hydrogen sulfate and extracted with ethyl acetate. The ethyl acetate solution was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give 324 mg of the title compound. MS (DCl/NH3) m/e 294 (M+H)+, 311 (M+NH4)+.

Provenance & Evidence