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Synthesis 1987; 1987(1): 20-24
DOI: 10.1055/s-1987-27828
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Regiospecific Synthesis of 3-Substituted L-Histidines

John C. Hodges*
  • *Warner-Lambert/Parke-Davis Pharmaceutical Research, Ann Arbor, Michigan 48105, USA
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Publikationsdatum:
20. August 2002 (online)

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3-Substituted L-histidine derivatives were prepared by a regiospecific alkylation of N,1-bis-Boc-L-histidine methyl ester with in situ-generated alkyl triflates, benzyl triflates, and benzyl mesylates. Subsequent acid hydrolysis of N-Boc and methyl ester protecting groups afforded a variety of modified L-histidines as their dihydrohalide salts in good overall yield.