4-AMINO-4-CYANO-4,6-DIDEOXY SUGAR-DERIVATIVES FROM METHYL -ISOPROPYLIDENE-ALPHA-L-LYXO-HEXOPYRANOSID-4-ULOSE VIA STRECKER-TYPE REACTION

Application of the Strecker reaction to methyl 6-deoxy-2,3-O-isopropyl idene-alpha-L-lyxo-hexopyr anosid-4-ulose resulted in the formation of methyl deoxy-2,3-O-isopropylidene-alpha-L-talopyranoside, methyl dide oxy-2,3-O-isopropylidene-beta-D-allopyranoside and methyl deoxy-2,3-O- isopropylidene-alpha-L-talopyranoside. Their proportionality and yield s depend on the reaction conditions used. Additionally, ideoxy-2,3-O-i sopropylidene-alpha-L-talopyranoside can be prepared favourably from p reformed methyl deoxy-2,3-O-isopropylidene-alpha-L-talopyranoside. The crystal structure of methyl ideoxy-2,3-O-isopropylidene-alpha-L-talop yranoside is also presented. (C) 1998 Elsevier Science Ltd. All rights reserved