Methanol → HCID 59235335, compound

Participants

Reaction Steps

To a cold (0° C.) stirred solution of 5-chloro-4-(4-ethylbenzyl)-2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzoic acid (0.15 g, 0.188 mmol) in methanol (10 mL) was added dropwise sulfurous dichloride (0.034 g, 0.021 mL). The mixture was heated to reflux and kept refluxing overnight. The volatiles were removed under reduced pressure, and the residue was quenched with water. The organic phase was separated, and the aqueous phase was extracted with ethyl acetate. The organic phases were combined, washed with saturated sodium bicarbonate, then with water and then with brine, and dried over anhydrous sodium sulfate. After removal of the volatiles, 153 mg of crude solid product was obtained.

Provenance & Evidence