Lithium borohydride → HCID 71020561, compound

Participants

Reaction Steps

To a solution of (2R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-[4-(2,2,2-trifluoro-ethoxy)-phenylcarbamoyl]-pyrrolidine-2-carboxylic acid methyl ester (5 g, 8.33 mmol) in THF (30 mL) was added LiBH4 (2M in THF, 6.25 mL) at 0° C. and stirred for 2 h. The mixture was quenched with AcOH at 0° C. and diluted with DCM. The organic layer was washed with sat NaHCO3 solution, dried over Na2SO4 and concentrated. The residue was purified through column chromatography over silica (elution with 40% ethyl acetate in hexane) to yield 4.3 g (91%) of the title compound as pale yellow sticky liquid. LC-MS: 573.6 [M+1]+.

Provenance & Evidence