Abstract
Peracetylated 6-monoazido-6-monodeoxy-s-cyclodextrin (1) furnished — in a one-pot-reaction with triphenyl phosphine and carbon dioxide under strictly dry conditions — the isocyanate (2) [1]. Addition of 0.5 mol piperazine furnished a symmetrical urea derivative (3a) while the reaction with N-Methyl piperazine led to a non-symmetrical urea derivative (4a). The usual Zemplen deacetylation resulted in partially acetylated derivatives having good solubility in water.
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