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ABSTRACT
Bis-desulfoglucosinolates 14–18 bearing d-gluco, lacto, malto and cellobio saccharidic moieties were synthesized in two steps from the corresponding protected 1-thio-β-d-glycopyranoses 5, 8, 10 and 12 and bis-hydroximoyl chlorides 3a and 4a derived from 1,8-octanedial (1) and 1,12-dodecanedial (2). Fully deprotections of the intermediate O-acetylated derivatives 6, 7, 9, 11 and 13 were realized either using Zemplén method or methanol/triethylamine/water mixture, the choice of the conditions being dependent on the solubility in methanol of the fully and partially acetylated derivatives.
ACKNOWLEDGMENT
Dr. Bruno Perly (SCM, CEA Saclay, France) is gratefully acknowledged for competent NMR assistance.