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Acetyl-protecting groups in the Fucose moiety stabilize the intersaccharide bonds of 1 such that they are not ruptured during the cleavage of the C-terminal tert-butyl protecting groups with trifluoroacetic acid. Benzyl-protecting groups do not bring about such a stabilization. This effect, which is important for planning and carrying out the synthesis of complex glycopeptides, enables the construction from 1 of a trisaccharide hexapeptide which corresponds to a partial structure of the linking region of the envelop protein of a leukemia virus.
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Kunz et al. (1988) studied this question.
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