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ChemInform Abstract: Phenacyl-Directed Alkylation of Imidazoles: A New Regiospecific Synthesis of 3-Substituted L-Histidines.
First published: January 12, 1988
Abstract
L-Histidine methyl ester dihydrochloride (I) is cyclized and then N-alkylated with phenacyl bromide (III) to give the imidazopyrimidinium bromide (IV).
ChemInform Abstract
L-Histidine methyl ester dihydrochloride (I) is cyclized and then N-alkylated with phenacyl bromide (III) to give the imidazopyrimidinium bromide (IV). Subsequent ring cleavage with the alcohols (V) yields the protected histidines (VI). The derivative (VIb) is alkylated and then reductively deprotected to form the 3-alkyl L-histidines (X) after hydrolysis of the carbamates (IX).
