Methyl (2′R,3′R)-2-azido-2,6-dideoxy-3,4-O-(2′,3′-dimethoxybutane-2′,3′-diyl)-α-l-glucopyranoside
Abstract
Unlike other α-mannopyranoside-2-sulphonates, the 2-O-trifluoromethylsulfonyl (trifluoromethanesulfonate) derivative, (II), underwent an SN2 displacement with an azide ion to give methyl (2′R,3′R)-2-azido-2,6-dideoxy-3,4-O-(2′,3′-dimethoxybutane-2′,3′-diyl)-α-l-glucopyranoside, C13H23N3O6, (IV), in preference to the E2 reaction.