Pyridine → HCID 22842891, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of dry pyridine (0.46 mL) in dry methylene chloride (40 mL) cooled to -15° C. is added trifluoromethanesulfonic anhydride (0.86 mL). The mixture is stirred during 15 min at -10° C., then methyl 6-O-(2,3,6-tri-O-benzyl-4-deoxy-4-hydroxymethyl-α-D-glucopyranosyl)2,3,4-tri-O-benzyl-α-D-glucopyranoside (2.36 g, 2.593 mmol) in methylene chloride (10 mL) is added. The mixture is stirred during 1.5 h at -10° C. The reaction mixture is washed with water. The organic layer is dried over sodium sulfate, filtered and concentrated under reduced pressure so as to afford an oil which will be the expected triflate methyl 6-O-(2,3,6-tri-O-benzyl-4-deoxy-4-trifluoromethylsulfonyloxymethyl-α-D-glucopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside.

Provenance & Evidence