Asymmetric synthesis of unusual amino acids

Synthesis of the optically pure isomers of indole-protected β-methyltryptophan suitable for peptide synthesis.

Lakmal W. Boteju, Kirsten Wegner, Victor J Hruby

Research output: Contribution to journalArticle

38 Citations (Scopus)

Abstract

The four isomers of N-indole-(2-mesitylenesulfonyl)-β-methyltryptophan have been synthesized in high optical purity using in part, asymmetric conjugate 1, 4-additions followed by chiral imide enolate azidation and reduction.

Original languageEnglish (US)
Pages (from-to)7491-7494
Number of pages4
JournalTetrahedron Letters
Volume33
Issue number49
DOIs
StatePublished - 1992

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Imides
Isomers
Amino Acids
Peptides
indole
2-methyltryptophan

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Asymmetric synthesis of unusual amino acids : Synthesis of the optically pure isomers of indole-protected β-methyltryptophan suitable for peptide synthesis. / Boteju, Lakmal W.; Wegner, Kirsten; Hruby, Victor J.

In: Tetrahedron Letters, Vol. 33, No. 49, 1992, p. 7491-7494.

Research output: Contribution to journalArticle

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