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Synthesis of (S)‐N τ ‐[D 3 ] methylhistidine
Author(s) -
Yuan SunShine,
Ajami Alfred M.
Publication year - 1984
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580210111
Subject(s) - chemistry , methyl iodide , hydrolysis , urea , iodide , alkylation , medicinal chemistry , tritium , stereochemistry , organic chemistry , catalysis , physics , nuclear physics
(S)‐Histidine methyl ester was converted on a 20 g scale to its N α , N π ‐cyclic urea by treatment with carbonyl diimidazole. The N τ position was alkylated with [D 3 ]‐methyl iodide and the product was hydrolyzed to give isomerically and isotopically pure N τ ‐[D 3 ] methylhistidine, without significant loss of optical activity.