Potassium Phosphate, Tribasic → HCID 86714102, 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)-2,3-dihydrobenzofuran (235 mg, 0.290 mmole) in toluene (10 mL) were added cyclopropylboronic acid (49.8 mg, 0.580 mmole), Pd(OAc)2 (19.5 mg, 0.0290 mmole), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (23.8 mg, 0.0580 mmole), and K3PO4 (246 mg, 1.16 mmole). The resulting solution was stirred at 110° C. overnight, diluted with water 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 (102 mg, 43%) as a yellow gum.

Provenance & Evidence