Sodium borohydride → HCID 59557726, compound

Participants

Reaction Steps

NaBH4 (13 mg, 0.34 mmol) was added into a solution of 2-(5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzyloxy)acetaldehyde (intermediate O-2) (140 mg, 0.17 mmol) in THF (10 mL) and stirred for 1.5 h. The reaction mixture was quenched by MeOH (2 mL), then evaporated to dryness. The residue was purified by preparative TLC, which afforded 2-(5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzyloxy)ethanol (intermediate O-3) (135 mg, 0.169 mmol, yield 96.2%).

Provenance & Evidence