N-substituted 2-amino-4-pentenoic acids for amino acid protection and resolution

Michiel Lodder, Bixun Wang, Sidney M. Hecht

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

N-Substituted 2-amino-4-pentenoic acid derivatives employed for the protection of racemic amino acids were shown to be capable of permitting the chromatographic separation of R and S isomers. When N(α) was disubstituted with benzyl and phenylfluorenyl groups, the racemic amino acids could be separated with facility on open silica gel columns. Further, the optically pure N-protected amino acids so derived could be used for the preparation of misacylated suppressor transfer RNAs. (C) 2000 Elsevier Science Ltd.

Original languageEnglish (US)
Pages (from-to)9421-9429
Number of pages9
JournalTetrahedron
Volume56
Issue number48
DOIs
StatePublished - Nov 24 2000
Externally publishedYes

Keywords

  • Amino acids and derivatives
  • Optical properties
  • Protecting groups
  • Resolution

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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