First stereoselective synthesis of an optically pure β-substituted histidine: (2s,3s)-β-methylhistidine

Sihe Wang, Xuejun Tang, Victor J. Hruby

Research output: Contribution to journalArticle

18 Scopus citations

Abstract

We report the first example of the asymmetric synthesis of the β- substituted histidine, (2S,3S)-β-methylhistidine. A key in the synthesis is the use of the protecting group, 2-mesitylenesulfonyl (Mts-), for the imidazole ring to minimize epimerization during synthesis. (C) 2000 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)1307-1310
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number9
DOIs
StatePublished - Feb 26 2000

Keywords

  • Amino acids
  • Asymmetric synthesis
  • Chiral auxiliary
  • Mesitylenesulfonyl
  • β-substituted histidine

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'First stereoselective synthesis of an optically pure β-substituted histidine: (2s,3s)-β-methylhistidine'. Together they form a unique fingerprint.

  • Cite this