Tributylstannane → HCID 86714095, compound

Participants

Reaction Steps

To a solution of (3S,4R,5R,6R)-2-(2-(allyloxy)-3-bromo-4-chloro-5-(4-ethoxybenzyl)phenyl)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran (325 mg, 0.359 mmole) in toluene (15 mL) were added tributyltin hydride (0.29 mL, 1.08 mmole) and AIBN (5.9 mg, 0.0359 mmole) in one portion. The resulting solution was refluxed overnight. The reaction mixture was filtered on the KF pad followed by concentrated in vacuo. The crude residue was purified on Biotage® purification apparatus to yield the title compound (102 mg, 34%) as a colorless gum.

Provenance & Evidence