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The 2,2,2-trichloroethoxycarbonyl (Troc) group attached at the Nin function of tryptophan by acylation with Troc-Cl in the presence of a catalytic amount of tetra-n-butylammonium hydrogensulfate can be quantitatively removed either by cadmium dust in acetic acid or under basic conditions, e.g., hydrazine hydrate and NaOH, but is resistant to strong acidic conditions.
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Kiso et al. (1983) studied this question.
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