Methanol → HCID 59557723, compound

Participants

Reaction Steps

To a cooled (0° C.) solution of (2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-5-(4-ethylbenzyl)-2-(2-(2-oxoethoxy)ethyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (25 mg, 0.039 mmol) and NaBH4 (5.5 mg, 0.145 mmol) in THF (0.8 mL), was added MeOH (0.03 mL) dropwise. After being stirred for 1 h at the same temperature, the reaction was quenched by addition of saturated NH4Cl. The mixture was extracted 3× with EtOAc. The combined organic layers were washed with brine and dried over Na2SO4. Concentration gave the pure product in quantitative yield. MS ESI (m/z) 649 (M+1)+, calc. 648.

Provenance & Evidence