Synthesis of novel ring-substituted histidines and histamines

Synthesis of novel 2-cycloalkyl-L-histidines and 2-cycloalkylhistamines via radical alkylation with cycloalkylcarboxylic acids and silver nitrate in the presence of 10% H2SO4 by ammonium persulfate is described. The method is also extended to the synthesis of 1,2-dialkyl-L-histidines and 1,2-dialkyl...

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Bibliographic Details
Published inTetrahedron Vol. 53; no. 13; pp. 4539 - 4548
Main Authors Jain, Rahul, Cohen, Louis A., King, Michael M.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 31.03.1997
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ANALOGS
AGONISTS
PLASMODIUM-FALCIPARUM
INVITRO
HETEROAROMATIC BASES
GROWTH
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Summary:Synthesis of novel 2-cycloalkyl-L-histidines and 2-cycloalkylhistamines via radical alkylation with cycloalkylcarboxylic acids and silver nitrate in the presence of 10% H2SO4 by ammonium persulfate is described. The method is also extended to the synthesis of 1,2-dialkyl-L-histidines and 1,2-dialkylhistamines. The regiospecific synthesis of 2-cycloalkyl-L-histidines and 2-cycloalkylhistamines and 1,2-dialkyl-L-histidines and 1,2-dialkylhistamines is described.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(97)00177-4