The Regiospecific Alkylation of Histidine Side Chains
- 1 January 1987
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1987 (12) , 1110-1113
- https://doi.org/10.1055/s-1987-28187
Abstract
Further work on the regiospecific alkylation of histidine and imidazole derivatives is reported, including convenient preparations of N(α)-benzyloxycarbonyl-N(π)-benzyl-L-histidine and N(α)-benzyloxycarbonyl-N(π)-benzyloxymethyl-L-histidine, and a sequence of reactions enabling controlled exclusive alkylation of the least hindered im-nitrogen (tritylation, phenacylation, detritylation, alkylation, and finally dephenacylation with zinc/acetic acid) in 4(5)-alkylimidazoles.Keywords
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