Sodium borohydride → HCID 86714100, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 7-chloro-6-(4-ethoxybenzyl)-4-((3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)benzofuran-3(2H)-one (285 mg, 0.345 mmole) in THF/MeOH (9 mL/3 mL) was added NaBH4 (39.2 mg, 1.04 mmole) at 0° C. The resulting solution was stirred at 0° C. for 1 hr, diluted with 1N—HCl and extracted with ethyl acetate. The organic layer was washed with water then brine, dried over MgSO4, filtered, and concentrated in vacuo. The crude residue was purified on Biotage® purification apparatus to yield the title compound (260 mg, 91%) as a yellow gum.

Provenance & Evidence