HCID 86611030, compound → HCID 86611029, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-chloro-4-(β-D-glucopyranos-1-yl)-2-[4-(2-oxo-cyclopent-1-yloxy)-benzyl]-benzene (0.10 g) in dry tetrahydrofuran (3 mL) chilled to −78° C. is added L-selelctride (1 mol/l in tetrahydrofuran, 0.33 mL). The resulting solution is stirred at −78° C. for 2 h, then diluted with dichloromethane and quenched with aqueous hydrochloric acid (1 mol/l). The organic layer is separated and the aqueous phase is extracted with dichloromethane. The combined organic layers are dried (Na2SO4), the solvent is removed in vacuo and the residue is purified by chromatography on silica gel (dichloromethane/methanol 1:0→4:1).

Provenance & Evidence